GLUTARALDEHYDE (Glutaraldehit) 50%

CAS No: 111-30-8

synonyms:

1,5-Pentanedial; Glutaraldehyde; Pentane-1,5-dial; Glutaric acid dialdehyde, Glutaric aldehyde, Glutaric dialdehydeCas No: 111-30-8Bioglan Brand of GlutaralBode Brand of GlutaralCahill May Roberts Brand of GlutaralCidexDermal Brand of GlutaralDermatech Brand of GlutaralDiswartEcolab Brand of Glutaral;Gludesin;Glutaral;Glutaraldehyde;Glutardialdehyde;Glutarol;Johnson and Johnson Brand of Glutaral;Korsolex;Novaruca;Sekumatic;Sonacide;Sporicidin;glutaraldehyde;Pentanedial;Glutaral;111-30-8;Glutaric dialdehyde;Cidex;Glutardialdehyde;1,5-Pentanedial;Glutarol;Sonacide;Glutaric aldehyde;1,5-Pentanedione;Glutaric acid dialdehyde;Glutaraldehyd;Glutaralum;Ucarcide;Aldesan;Alhydex;Hospex;Pentane-1,5-dial;1,3-Diformylpropane;Gluteraldehyde;Glutaraldehyde solution;Aldesen;NCI-C55425;component of Cidex;Caswell No. 468;Glutaraldehyd [Czech];1,3-Diformyl propane

;Glutaralum [INN-Latin];Glutaraldehyde; Pentanedial; Glutaral; 111-30-8; Glutaric dialdehyde; Cidex; Bioglan Brand of Glutaral Bode Brand of Glutaral; Cahill May Roberts Brand of Glutaral; Cidex; Dermal Brand of Glutaral; Dermatech Brand of Glutaral; Diswart; Gludesin; Glutaral; Glutaraldehyde; Glutardialdehyde; Glutarol; Korsolex; Novaruca; Sekumatic; Sonacide; Sporicidin; 111-30-8; glutaral; Glutaraldehyd; Glutaraldehyde; Glutaraldéhyde; glutaralum; Glutardialdehyde; Glutaric acid dialdehyde; Glutaric aldehyde; glutaric dialdehyde; Gluteraldehyde; PENTANE-1,5-DIAL; Pentanedial; [111-30-8]; 1,3-Diformyl propane; 1,3-Diformylpropane; 1,5-Pentanedial; 203-856-5; 4-01-00-03659; 5-Pentanedial; Aldehyd glutarowy; Aldehyd glutarowy; Aldesan; Aldesen; Alhydex; Aqucar; Bactron K31; Cidex; Cidex 7; Coldcide-25 microbiocide; Dioxopentane; Diswart; EINECS 203-856-5; Gludesin; Glutaclean; Glutaral; Glutaraldehyd; Glutaraldehyde solution; Glutaraldehyde solution, 25% in water; Glutaralum; Glutaralum; Glutarex 28; Glutaric dialdehyde solution, 50 wt. % in H2O; Glutaricdialdehyde; Glutarol; Glutarol-1,5-pentanedial; Glutural; Hospex; MA2450000; MFCD00007025; Novaruca; Pentanedial, 50 % aqueous solution; PTD; Relugan GT; Relugan GT 50; Relugan GTW; Sonacide; Sporicidin; Sterihyde; Sterihyde L; Ucarcide; Ucarcide 225; Ucarcide 250; Ucarset; UNII-T3C89M417N; Verucasep; Veruca-sep; Virsal; Glutaric acid dialdehyde; Glutardialdehyde; Glutaral;

1,3-Diformylpropane; 1,5-Pentanedial; 1,5-Pentanedione; Glutaric aldehyde; Glutarol; Gluteraldehyde; Pentanedial; Sonacide; Aldehyd glutarowy; Aldesan; Ucarcide; Other RN: 37245-61-7, 79215-57-9, 107950-89-0;1,5-PENTANEDIAL;FIXATIVE 15960;FIXATIVE 15970;FIXATIVE 15980;GLUTARALDEHYDE;GLUTARDIALDEHYDE;GLUTARIC DIALDEHYDE;PANTHANEDIAL;PENTANE-1,5-DIAL;1,3-diformalpropane;1,3-Diformylpropane;1,5-Pentanedione;aldehydglutarowy;Aldesan;aldesen;Alhydex;Aqucar;Cidex;Cidex 7;Coldcide-25 microbiocide;;glutaraldehyde;Pentanedial;Glutaral;111-30-8;Glutaric dialdehyde;Cidex;Glutardialdehyde;1,5-Pentanedial;Sonacide;Glutarol;Glutaric aldehyde;Glutaraldehyd;Glutaralum;Aldesan;Alhydex;Ucarcide;1,5-Pentanedione;Hospex;Glutaric acid dialdehyde;Pentane-1,5-dial;1,3-Diformylpropane;Gluteraldehyde;Aldesen;NCI-C55425;Caswell No. 468;Glutaraldehyd [Czech];Glutaraldehyde solution;Glutaralum [INN-Latin];Aldehyd glutarowy [Polish];component of Cidex;NSC 13392;UNII-T3C89M417N;CCRIS 3800;HSDB 949;1,3-Diformyl propane;EINECS 203-856-5;Glutarol-1,5-pentanedial;EPA Pesticide Chemical Code 043901;BRN 0605390;CHEBI:64276;SXRSQZLOMIGNAQ-UHFFFAOYSA-N;MFCD00007025;Glutaraldehyde solution (50% or less);Glutaraldehyde solution, 25% in water;NCGC00091110-01;DSSTox_CID_5355;DSSTox_RID_77761;DSSTox_GSID_25355;Sporicidin;Novaruca;Aldehyd glutarowy;Polyglutaraldehyde;79215-57-9;CAS-111-30-8;PTD;Poly(glutaraldehyde);Glutaclean;Glutaral [USAN:INN:JAN];Sterihyde;Aqucar;Glutaraldehyde solution, for electron microscopy, ~25% in H2O;Glutardialdehydl;Veruca-sep;Glutaric aldehydl;Relugan GT;Relugan GTW;Glutaral [USAN:USP:INN:JAN];Glutaric dialdehydl;Glutarex 28;Sonacide (TN);Cidex 7;Ucarcide 250;Sterihyde L (TN);Relugan GT 50;Ginkgo biloba extract;Glutaraldehyde,solution;Glutaric acid dialdehydl;Pentanedial, homopolymer;ACMC-1BGTC;pentane-1,5-dialdehyde;AC1Q6QKG;Coldcide-25 microbiocide;SCHEMBL836;WLN: VH3VH;Glutaric dialdehyde solution;AC1L1G1H;Glutaral (JAN/USP/INN);4-01-00-03659 (Beilstein Handbook Reference); KSC175E5H;BIDD:ER0299; Potentiated acid glutaraldehyde;CHEMBL1235482;DTXSID6025355;CTK0H5253;GLUTARALDEHYDE, 25% SOLN;MolPort-001-781-859;Bio1_000462;Bio1_000951;Bio1_001440;T3C89M417N;NSC13392;ZINC1729593;Tox21_111083;Tox21_201742;Tox21_303295;ANW-43543;LS-529;NSC13392; STL281872;ZINC01729593;AKOS008967285;DB03266;MCULE-6802048757;NE10465;RL00461;RP18697;RTR-034054;Glutaric dialdehyde, 25%sol. In water;NCGC00091110-02;NCGC00091110-03;NCGC00257231-01;NCGC00259291-01;29257-65-6;AJ-31184;AK156425;AN-22657;CJ-29390;DR000111;I856;KB-52255;LP067495;SC-22641;Glutaraldehyde solution, 25 wt. % in H2O;Glutaraldehyde solution, 50 wt. % in H2O;TR-034054;FT-0626730;G0067;G0068;ST24047332;EN300-18037;C12518;D01120;Glutaraldehyde solution, for synthesis, 25.0%;49147-EP2270505A1;49147-EP2280274A2;49147-EP2282200A2;49147-EP2287152A2;49147-EP2287155A1;49147-EP2298312A1;49147-EP2301940A1;49147-EP2308848A1;49147-EP2311823A1;49147-EP2372017A1;49147-EP2377842A1;49147-EP2377845A1;Glutaraldehyde solution, Grade II, 25% in H2O;Glutaric dialdehyde solution, 50 wt. % in H2O;A802339;Glutaraldehyde solution, 50 wt. % in water 100g;Glutaraldehyde solution, for in vitro diagnostic use;I14-1782;Q-201162;Glutaric dialdehyde solution, 50 wt. % in H2O, FCC;I14-10112;F2191-0161;Glutaraldehyde solution, SAJ first grade, 20.0-26.0%;Glutaraldehyde solution, technical, ~25% in H2O (2.6 M);Glutaraldehyde solution, technical, ~50% in H2O (5.6 M);Glutaraldehyde solution, 1.2 % (w/v) glutaraldehyde in H2O;Glutaraldehyde solution, for electron microscopy, ~50% in H2O;Glutaraldehyde solution, for electron microscopy, ~8% in H2O;Glutaraldehyde solution, 50% in H2O, suitable for photographic applications;107950-89-0;37245-61-7;Glutaraldehyde solution, Grade I, 25% in H2O, specially purified for use as an electron microscopy fixative; 1,5-Pentanedial; Glutaraldehyde; Pentane-1,5-dial; Glutaric acid dialdehyde, Glutaric aldehyde, Glutaric dialdehydeCas No: 111-30-8Bioglan Brand of GlutaralBode Brand of GlutaralCahill May Roberts Brand of GlutaralCidexDermal Brand of GlutaralDermatech Brand of GlutaralDiswartEcolab Brand of Glutaral;Gludesin;Glutaral;Glutaraldehyde;Glutardialdehyde;Glutarol;Johnson and Johnson Brand of Glutaral;Korsolex;Novaruca;Sekumatic;Sonacide;Sporicidin;glutaraldehyde;Pentanedial;Glutaral;111-30-8;Glutaric dialdehyde;Cidex;Glutardialdehyde;1,5-Pentanedial;Glutarol;Sonacide;Glutaric aldehyde;1,5-Pentanedione;Glutaric acid dialdehyde;Glutaraldehyd;Glutaralum;Ucarcide;Aldesan;Alhydex;Hospex;Pentane-1,5-dial;1,3-Diformylpropane;Gluteraldehyde;Glutaraldehyde solution;Aldesen;NCI-C55425;component of Cidex;Caswell No. 468;Glutaraldehyd [Czech];1,3-Diformyl propane

1,3-Diformylpropane; 1,5-Pentanedial; 1,5-Pentanedione; Glutaric aldehyde; Glutarol; Gluteraldehyde; Pentanedial; Sonacide; Aldehyd glutarowy; Aldesan; Ucarcide; Other RN: 37245-61-7, 79215-57-9, 107950-89-0;1,5-PENTANEDIAL;FIXATIVE 15960;FIXATIVE 15970;FIXATIVE 15980;GLUTARALDEHYDE;GLUTARDIALDEHYDE;GLUTARIC DIALDEHYDE;PANTHANEDIAL;PENTANE-1,5-DIAL;1,3-diformalpropane;1,3-Diformylpropane;1,5-Pentanedione;aldehydglutarowy;Aldesan;aldesen;Alhydex;Aqucar;Cidex;Cidex 7;Coldcide-25 microbiocide;;glutaraldehyde;Pentanedial;Glutaral;111-30-8;Glutaric dialdehyde;Cidex;Glutardialdehyde;1,5-Pentanedial;Sonacide;Glutarol;Glutaric aldehyde;Glutaraldehyd;Glutaralum;Aldesan;Alhydex;Ucarcide;1,5-Pentanedione;Hospex;Glutaric acid dialdehyde;Pentane-1,5-dial;1,3-Diformylpropane;Gluteraldehyde;Aldesen;NCI-C55425;Caswell No. 468;Glutaraldehyd [Czech];Glutaraldehyde solution;Glutaralum [INN-Latin];Aldehyd glutarowy [Polish];component of Cidex;NSC 13392;UNII-T3C89M417N;CCRIS 3800;HSDB 949;1,3-Diformyl propane;EINECS 203-856-5;Glutarol-1,5-pentanedial;EPA Pesticide Chemical Code 043901;BRN 0605390;CHEBI:64276;SXRSQZLOMIGNAQ-UHFFFAOYSA-N;MFCD00007025;Glutaraldehyde solution (50% or less);Glutaraldehyde solution, 25% in water;NCGC00091110-01;DSSTox_CID_5355;DSSTox_RID_77761;DSSTox_GSID_25355;Sporicidin;Novaruca;Aldehyd glutarowy;Polyglutaraldehyde;79215-57-9;CAS-111-30-8;PTD;Poly(glutaraldehyde);Glutaclean;Glutaral [USAN:INN:JAN];Sterihyde;Aqucar;Glutaraldehyde solution, for electron microscopy, ~25% in H2O;Glutardialdehydl;Veruca-sep;Glutaric aldehydl;Relugan GT;Relugan GTW;Glutaral [USAN:USP:INN:JAN];Glutaric dialdehydl;Glutarex 28;Sonacide (TN);Cidex 7;Ucarcide 250;Sterihyde L (TN);Relugan GT 50;Ginkgo biloba extract;Glutaraldehyde,solution;Glutaric acid dialdehydl;Pentanedial, homopolymer;ACMC-1BGTC;pentane-1,5-dialdehyde;AC1Q6QKG;Coldcide-25 microbiocide;SCHEMBL836;WLN: VH3VH;Glutaric dialdehyde solution;AC1L1G1H;Glutaral (JAN/USP/INN);4-01-00-03659 (Beilstein Handbook Reference);KSC175E5H;BIDD:ER0299;Potentiated acid glutaraldehyde;CHEMBL1235482;DTXSID6025355;CTK0H5253;GLUTARALDEHYDE, 25% SOLN;MolPort-001-781-859;Bio1_000462;Bio1_000951;Bio1_001440;T3C89M417N;NSC13392;ZINC1729593;Tox21_111083;Tox21_201742;Tox21_303295;ANW-43543;LS-529;NSC-13392;STL281872;ZINC01729593;AKOS008967285;DB03266;MCULE-6802048757;NE10465;RL00461;RP18697;RTR-034054;Glutaric dialdehyde, 25%sol. In water;NCGC00091110-02;NCGC00091110-03;NCGC00257231-01;NCGC00259291-01;29257-65-6;AJ-31184;AK156425;AN-22657;CJ-29390;DR000111;I856;KB-52255;LP067495;SC-22641;Glutaraldehyde solution, 25 wt. % in H2O;Glutaraldehyde solution, 50 wt. % in H2O;TR-034054;FT-0626730;G0067;G0068;ST24047332;EN300-18037;C12518;D01120;Glutaraldehyde solution, for synthesis, 25.0%;49147-EP2270505A1;49147-EP2280274A2;49147-EP2282200A2;49147-EP2287152A2;49147-EP2287155A1;49147-EP2298312A1;49147-EP2301940A1;49147-EP2308848A1;49147-EP2311823A1;49147-EP2372017A1;49147-EP2377842A1;49147-EP2377845A1;Glutaraldehyde solution, Grade II, 25% in H2O;Glutaric dialdehyde solution, 50 wt. % in H2O;A802339;Glutaraldehyde solution, 50 wt. % in water 100g;Glutaraldehyde solution, for in vitro diagnostic use;I14-1782;Q-201162;Glutaric dialdehyde solution, 50 wt. % in H2O, FCC;I14-10112;F2191-0161;Glutaraldehyde solution, SAJ first grade, 20.0-26.0%;Glutaraldehyde solution, technical, ~25% in H2O (2.6 M);Glutaraldehyde solution, technical, ~50% in H2O (5.6 M);Glutaraldehyde solution, 1.2 % (w/v) glutaraldehyde in H2O;Glutaraldehyde solution, for electron microscopy, ~50% in H2O;Glutaraldehyde solution, for electron microscopy, ~8% in H2O;Glutaraldehyde solution, 50% in H2O, suitable for photographic applications;107950-89-0;37245-61-7;Glutaraldehyde solution, Grade I, 25% in H2O, specially purified for use as an electron microscopy fixative;Glutaraldehyde solution, Grade I, 50% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use;Glutaraldehyde solution, Grade I, 70% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use;Glutaraldehyde solution, Grade I, 8% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use;GLUTRALDEHT;GLUTERALDEHİT;GLUTERALDEHİT;GLUTERALDEHT;GLUTARALDEHT;GLUTER ALDEHİT;GLUTER ALDEHIT;gluteraldeht;gluteraldehit;gluteraldeht;glutaraldeht;gluter aldehit;gluter aldehıt; Glutaraldehyde solution, Grade I, 50% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use;Glutaraldehyde solution, Grade I, 70% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use;Glutaraldehyde solution, Grade I, 8% in H2O, specially purified for use as an electron microscopy fixative or other sophisticateduse;GLUTRALDEHT 50; GLUTERALDEHİT50;GLUTERALDEHİT 50; GLUTERALDEHT 50;GLUTARALDEHT 50;GLUTERALDEHİT 50;GLUTERALDEHIT 50;gluteraldeht 50; gluteraldehit;gluteraldeht;glutaraldeht; gluteraldehit 50; gluter aldehıt 50; Glutaraldehit %50; Glutaraldehit 50%; Glutaraldehit ; Glutaraldehit50; Glutar aldehit; Glutar aldehit 50%; Glutar aldehit%50 Glutaraldehit50; Glutaraldehit50%; GLUTARALDEHİT; GLUTARALDEHIT; GLUTARALDEHITE; GLUTARALDEHIDE;GLUTAR ALDEHITE; GLUTAR ALDEHIDE

Glutaraldehyde 50%

General description

Glutaraldehyde solution is 50% solution of glutaraldehyde in water. Antibacterial action of 2% solution of alkaline glutaraldehyde against various atypical mycobacteria has been investigated.[8]

Related Categories Aldehydes, Biochemicals and Reagents, Building Blocks, C1 to C6, Carbohydrates,

Carbohydrates A to Z, Carbohydrates G, Carbonyl Compounds, Chemical Synthesis, Core Bioreagents, Monosaccharide, Organic Building Blocks, Research Essentials

Less…

Quality Level 200

vapor density 1.05 (vs air)

vapor pressure 15 mmHg ( 20 °C)

concentration 50 wt. % in H2O

refractive index n20/D 1.42

density 1.106 g/mL at 25 °C

SMILES string [H]C(CCCC([H])=O)=O

InChI 1S/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2

InChI key SXRSQZLOMIGNAQ-UHFFFAOYSA-N

Application

Cross-linking agent for gelatin,[1][2] poly(vinyl alcohol),[3] and polyheptapeptides.[4]

Glutaraldehyde may be used in the following studies:

• To compose the fixative solution (Glutaraldehyde + Paraformaldehyde + NaPO4) for use in high-resolution light microscopy and electron microscopy studies.[5]

• To study the conjugation of goat anti-horseradish peroxidase with alkaline phosphatase by a reported method.[6]

• To compose the primary fixative, which is employed to protect the deterioration of cytoplasmic features of yeast cells during permanganate fixation.[7]

Packaging

1 L in glass bottle

25 mL in glass bottle

Glutaraldehyde

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Glutaraldehyde

Skeletal formula of glutaraldehyde

Ball-and-stick model of the glutaraldehyde molecule

Names

Preferred IUPAC name

Pentanedial[1]

Other names

Glutaraldehyde

Glutardialdehyde

Glutaric acid dialdehyde

Glutaric aldehyde

Glutaric dialdehyde

1,5-Pentanedial

Identifiers

CAS Number

111-30-8 ☑

3D model (JSmol)

Interactive image

ChemSpider

3365 ☑

DrugBank

DB03266 ☑

ECHA InfoCard 100.003.506

KEGG

D01120 ☑

PubChem CID

3485

UNII

T3C89M417N ☑

CompTox Dashboard (EPA)

DTXSID6025355 Edit this at Wikidata

InChI[show]

SMILES[show]

Properties

Chemical formula

C5H8O2

Molar mass 100.117

Appearance Clear liquid

Odor pungent[2]

Density 1.06 g/mL

Melting point -14 °C (7 °F; 259 K)

Boiling point 187 °C (369 °F; 460 K)

Solubility in water

Miscible, reacts

Vapor pressure 17 mmHg (20°C)[2]

Hazards

Safety data sheet CAS 111-30-8

GHS pictograms GHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard

GHS Signal word Danger

GHS hazard statements

H302, H314, H317, H331, H334, H400

GHS precautionary statements

P260, P264, P270, P271, P272, P273, P280, P284, P301+312, P330, P302+352, P332+313, P304+340, P305+351+338, P311, P403+233, P405, P501

NFPA 704 (fire diamond)

NFPA 704 four-colored diamond

220

Flash point noncombustible[2]

Threshold limit value (TLV)

0.2 ppm (0.82 mg/m3) (TWA), 0.05 ppm (STEL)

Lethal dose or concentration (LD, LC):

LD50 (median dose)

134 mg/kg (rat, oral); 2,560 mg/kg (rabbit, dermal)

NIOSH (US health exposure limits):

REL (Recommended)

0.2 ppm (0.8 mg/m3)[2]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Infobox references

Glutaraldehyde, sold under the brandname Cidex and Glutaral among others, is a disinfectant, medication, preservative, and fixative.[3][4][5][6] As a disinfectant, it is used to sterilize surgical instruments and other areas of hospitals.[3] As a medication, it is used to treat warts on the bottom of the feet.[4] Glutaraldehyde is applied as a liquid.[3]

Side effects include skin irritation.[4] If exposed to large amounts, nausea, headache, and shortness of breath may occur.[3] Protective equipment is recommended when used, especially in high concentrations.[3] Glutaraldehyde is effective against a range of microorganisms including spores.[3][7] Glutaraldehyde is a dialdehyde.[8] It works by a number of mechanisms.[7]

Glutaraldehyde came into medical use in the 1960s.[9] It is on the World Health Organization’s List of Essential Medicines, the safest and most effective medicines needed in a health system.[10] The wholesale cost in the developing world is about US$1.50-7.40 per liter of 2% solution.[11] There are a number of other commercial uses such as leather tanning.[12]

Contents

1 Uses

1.1 Disinfection

1.2 Fixative

1.3 Wart treatment

2 Safety

3 Mechanism of action

4 Production and reactions

5 History and culture

6 References

7 External links

Uses

Disinfection

Glutaraldehyde is used as a disinfectant and medication.[3][4][13]

Usually applied as a solution, it is used to sterilize surgical instruments and other areas.[3]

Fixative

Glutaraldehyde is used in biochemistry applications as an amine-reactive homobifunctional crosslinker and fixative prior to SDS-PAGE, staining, or electron microscopy. It kills cells quickly by crosslinking their proteins. It is usually employed alone or mixed with formaldehyde[14] as the first of two fixative processes to stabilize specimens such as bacteria, plant material, and human cells. A second fixative procedure uses osmium tetroxide to crosslink and stabilize cell and organelle membrane lipids. Fixation is usually followed by dehydration of the tissue in ethanol or acetone, followed by embedding in an epoxy resin or acrylic resin.[citation needed]

Another application for treatment of proteins with glutaraldehyde is the inactivation of bacterial toxins to generate toxoid vaccines, e.g., the pertussis (whooping cough) toxoid component in the Boostrix Tdap vaccine produced by GlaxoSmithKline.[15]

In a related application, glutaraldehyde is sometimes employed in the tanning of leather and in embalming.[citation needed]

Wart treatment

As a medication it is used to treat warts on the bottom of the feet.[4] For this purpose, a 10% w/w solution is used. It dries the skin, facilitating physical removal of the wart.[16] Trade names include Diswart Solution and Glutarol.[citation needed]

Safety

As a strong sterilant, glutaraldehyde is toxic and a strong irritant.[17] There is no strong evidence of carcinogenic activity.[18] Some occupations that work with this chemical have an increased risk of some cancers.[18]

Mechanism of action

A number of mechanisms have been invoked to explain the biocidal properties of glutaraldehyde.[7] Like many other aldehydes, it reacts with amines and thiol groups, which are common functional groups in proteins. Being bi-function, it is also a potential crosslinker.[19]

Production and reactions

Synthesis of glutaraldehyde via the Diels-Alder reaction.

Glutaraldehyde is produced industrially by the oxidation of cyclopentene. Alternatively it can be made by the Diels-Alder reaction of acrolein and vinyl ethers followed by hydrolysis.[20]

Like many other dialdehydes, (e.g., glyoxal) and simple aldehydes (e.g., formaldehyde), glutaraldehyde converts in aqueous solution to various hydrates that in turn convert to other equilibrating species.[clarification needed][21][20]

GlutaldehydeHydrateEquilibria.png

Monomeric glutaraldehyde polymerizes by aldol condensation reaction yielding alpha, beta-unsaturated poly-glutaraldehyde. This reaction usually occurs at alkaline pH values.[medical citation needed]

History and culture

Glutaraldehyde came into medical use in the 1960s.[22] It is on the World Health Organization’s List of Essential Medicines, the safest and most effective medicines needed in a health system.[10] The wholesale cost in the developing world is about US$1.50-7.40 per liter of 2% solution.[11] There are a number of other commercial uses such as leather tanning.[23]

A glutaraldehyde solution of 0.1% to 1.0% concentration may be used as a biocide for system disinfection and as a preservative for long-term storage. It is a sterilant, killing endospores in addition to many microorganisms and viruses.[24]

As a biocide, glutaraldehyde is a component of hydraulic fracturing (“fracking”) fluid. It is included in the additive called Alpha 1427.[25] Bacterial growth impairs extraction of oil and gas from these wells. Glutaraldehyde is pumped as a component of the fracturing fluid to inhibit microbial growth.[medical citation needed]

Glutaraldehyde is a colorless, oily liquid with a sharp, pungent odor. Glutaraldehyde is used for industrial, laboratory, agricultural, medical, and some household purposes, primarily for disinfecting and sterilization of surfaces and equipment. For example, it is used in oil and gas recovery operations and pipelines, waste water treatment, x-ray processing, embalming fluid, leather tanning, paper industry, in fogging and cleaning of poultry houses, and as a chemical intermediate in the production of various materials. It may be used in select goods, such as paint and laundry detergent.

CDC-ATSDR Toxic Substances Portal

Glutaral is used as an antimicrobial agent in sugar mills and as a fixing agent in the immobilisation of glucose isomerase enzyme preparations for use in the manufacture of high fructose corn syrup A polymerized isomer of glutaraldehyde known as polycycloglutaracetal is a fertilizer for aquatic plants. It is claimed that it provides a bioavailable source of carbon for higher plants that is not available to algae. Though not marketed as such due to federal regulations, the biocidal effect of glutaraldehyde kills most algae at concentrations of 0. 5 – 5. 0 ppm. These levels are not harmful to most aquatic fauna and flora. Adverse reactions have been observed by some aquarists at these concentrations in some aquatic mosses, liverworts, and vascular plants. Glutaraldehyde is a colorless liquid with a pungent odor used to disinfect medical and dental equipment. It is also used for industrial water treatment and as a chemical preservative. Glutaraldehyde is an oily liquid at room temperature (density 1. 06 g/mL), and miscible with water, alcohol, and benzene. It is used as a tissue fixative in electron microscopy. It is employed as an embalming fluid, is a component of leather tanning solutions, and occurs as an intermediate in the production of certain industrial chemicals. Glutaraldehyde is frequently used in biochemistry applications as an amine-reactive homobifunctional crosslinker. The oligomeric state of proteins can be examined through this application. However, it is toxic, causing severe eye, nose, throat and lung irritation, along with headaches, drowsiness and dizziness. It is a main source of occupational asthma among health care providers.

Human Metabolome Database (HMDB)

Glutaraldehyde is a dialdehyde comprised of pentane with aldehyde functions at C-1 and C-5. It has a role as a cross-linking reagent, a disinfectant and a fixative.

Glutaraldehyde

Glutaraldehyde is a commonly used chemical cross-linking agent that forms cross-links between the aldehyde and the e-amine groups of lysine or hydroxylysine in collagen.

From: Peptides and Proteins as Biomaterials for Tissue Regeneration and Repair, 2018

Related terms:

ResinAntibodyProteinFormaldehydeCacodylic AcidElectron MicroscopyParaformaldehydeUranyl Acetate

ChEBI

EC NUMBER: 203-856-5

Names and Identifiers of GLUTARALDEHYDE

Computed Descriptors of GLUTARALDEHYDE

IUPAC Name of GLUTARALDEHYDE

pentanedial

Molecular Formula Molecular Formula

C5H8O2

PHYSICAL AND CHEMICAL PROPERTIES of GLUTARALDEHYDE

PHYSICAL STATE: Clear to yellowish liquid

MELTING POINT: -14 C

BOILING POINT: 187 C

SOLUBILITY IN WATER: soluble

SOLVENT SOLUBILITY: Soluble in alcohol

pH: 3.2 – 4.2

log P: -0.18

VAPOR PRESSURE: 0.6 (mmHg at 25 C)

Glutaraldehyde is an organic compound with the formula CH2(CH2CHO)2. A pungent colorless oily liquid, glutaraldehyde is used to sterilise medical and dental equipment. It is also used for industrial water treatment and as a preservative. It is mainly available as an aqueous solution, and in these solutions the aldehyde groups are hydrated. Glutaraldehyde is a chemical frequently used as a disinfectant and sterilizing agent against bacteria and viruses (2% solution), an embalming fluid and tissue fixative, a component of leather tanning solutions, and an intermediate in the production of certain sealants, resins, dyes, and electrical products (HSDB, 1996). For commercial purposes, solutions of 99%, 50%, and 20% are available. Glutaraldehyde is also an atmospheric reaction product of cyclohexene. The annual statewide industrial emissions from facilities reporting under the Air Toxics Hot Spots Act in California based on the most recent inventory were estimated to be 29,603 pounds of glutaraldehyde

Glutaraldehyde can help to eliminate microbial contamination problems. Based on the powerful and unparalleled antimicrobial action of glutaraldehyde, these high-performance antimicrobials provide excellent control over a wide variety of microorganisms. It has antimicrobial efficacy against bacteria, mold, and yeast at low use concentrations (0.01-0.1% active ingredient). It shows excellent compatibility with anionic, nonionic, and cationic surfactants and biocidal activity over a broad pH and temperature range.

Glutaraldehyde containing two aldehyde groups, is used as a disinfectant. It is used in sterilizing medical and dental equipment which cannot be heat sterilized. It is used as a fixative for biological tissues and for leather tanning. It is used as a chemical intermediate to produce other compounds.

Glutaraldehyde is a colorless, oily, liquid-chemical with a pungent odor. It is used for a number of applications such as the following:

-A cold sterilant in the health care industry

-A cross-linking and tanning agent

-A biocide in metalworking fluids and in oil and gas pipelines

-An antimicrobial in water-treatment systems

-A slimicide in paper manufacturing

-A preservative in cosmetics

-A disinfectant in animal housing

-A tissue fixative in histology and pathology labs

-A hardening agent in the development of X-rays

-In embalming solutions

-In the preparation of grafts and bioprostheses

-In various clinical applications

-In the health care industry, glutaraldehyde is most often used to disinfect equipment that cannot be heat sterilized such as dialysis instruments, surgical instruments, suction bottles, bronchoscopes, endoscopes, and ear, nose, and throat instruments.

EC NUMBER: 203-856-5

Names and Identifiers of GLUTARALDEHYDE

Computed Descriptors of GLUTARALDEHYDE

IUPAC Name of GLUTARALDEHYDE

pentanedial

Molecular Formula Molecular Formula

C5H8O2

PHYSICAL AND CHEMICAL PROPERTIES of GLUTARALDEHYDE

PHYSICAL STATE: Clear to yellowish liquid

MELTING POINT: -14 C

BOILING POINT: 187 C

SOLUBILITY IN WATER: soluble

SOLVENT SOLUBILITY: Soluble in alcohol

pH: 3.2 – 4.2

log P: -0.18

VAPOR PRESSURE: 0.6 (mmHg at 25 C)

Glutaraldehyde is a colorless, oily, liquid-chemical with a pungent odor.

Glutaraldehit

Glutaraldehit Model Yapısı

IUPAC adı[gizle]

Pentanedial[1]

Diğer adlar[gizle]

Glutardialdehit

Glutaril asit dialdehit

Glutarik aldehit

Glutarik dialdehit

1,5-Pentanedial

Tanımlayıcılar

CAS numarası 111-30-8

PubChem 3485

SMILES

[göster]

InChI

[göster]

Özellikler

Molekül formülü C5H8O2

Molekül kütlesi 100,117 g/mol

Görünüm renksiz sıvı

Koku keskin

Yoğunluk 1.06 gr/cm3

Glutaraldehit Erime noktası

-14 °C (7 °F; 259 K)

Glutaraldehit Kaynama noktası

187 °C (369 °F; 460 K)

Glutaraldehit Çözünürlük (su içinde) karışıp reaksiyona girebilir

glutaraldehit ne demek?

Dezenfektan madde.

(en)Glutaraldehide.

dezenfektan

Mikrop kırma özelliği olan (madde).

Mikropsavan

Canlı için kullanılmayan ancak, aygıt ve malzemeler için kullanılan, mikropları öldüren kimyasal maddeler.

Cansız objeler üzerindeki mikroorganizmaları öldürmek için kullanılan kimyasal madde, patojenik etkenleri öldürücü etki yapan madde, hastalık etkenlerini yok edici.

(en)Disinfectant.

glutaraldehid

Proteinlerin amino gruplarını ve DNA bazlarını alkilleyerek onların yapı ve işlevini bozarak hücre üzerinde zehirli etki oluşturan geniş spektrumlu bir jermisit.

(en)Glutaraldehyde.

glutaraldehyde

Glutaraldehid

Glutaraldehit

Dezenfektan ve Antiseptik Çeşitleri

Etil alkol

Vegetatif bakterilere bakterisit etkilidir.

%95’lik etil alkol tüberkilosiddir.

Antiseptik olarak %70’lik solüsyonu kullanılır.

Alkolün gerek sporisit etkisinin olmayışı, gerekse kan pıhtılarına nüfus edemeyişi nedeniyle aletlerin sterilizasyonda kullanılmaz.

Glutaraldehit En az 10 dk. %70’lik alkolle tutulan termometreler bu yolla dezenfekte edilebilir.

Glutaraldehit Eğer tam nem sağlanabilirse iki dakika içinde cilt üzerindeki bakteri sayısını %90’a yakın bir oranda azaltır.

Glutaraldehit Mercekli aletleri bozduğu (metalleri paslandırdığı) için tıbbi alet ve cihazda dezenfektan olarak tercih edilmez.

Glutaraldehit Alkol proteinleri çökeltmesi nedeniyle açık yarada ve mukozada kullanılmamalıdır.

Glutaraldehit Antiseptik ve dezenfektan olarak kullanılabilir.

Glutaraldehit Gram pozitif ve bazı gram negatif bakterilere etkilidir.

Glutaraldehit Sabunlar ile etkilerinin inaktive oluşu,ayrıca lastik,plastik ve pamuk gibi maddelerin de üzerine absorbe olması ile temasta etkinliklerini kaybetmeleri dezavantajdır.

Glutaraldehit mikroorganizmalarla kontaminasyona eğilimlidir.

Glutaraldehit Geçmiş yıllarda kontakt lenlerin saklanmasında kullanılmışsa da ,kornea ülserlerine yol açması nedeni ile kullanımı terk edilmiştir.

Glutaraldehit günümüzde kullanılması önerilmeyen bir solüsyondur.

Povidon-iyodin(batikon-betadin)

Geniş spektrumlu bir antiseptiktir.

Sporlara da etkili olduğu bilinmektedir.

Preoperatif cilt temizliğinde ve yanık tedavisinde kullanılır

Glutaraldehit

Kauçuk ve plastik gibi aletlerin sterilizasyonu için kullanılır.

Glutaraldehit ciltte temas dermatiti yaptığından antiseptik olarak kullanılmaz.

İzopropil alkol

%70’lik ve daha yoğun eriyikleri etil alkolden daha güçlü bakterisit etkiye sahiptir.

Alkol vegetatif bakterileri süratle öldürürse de spor, virüs ve mantar üzerine etkili değildir.

Uygulandığı yerde daha güçlü vazodilatasyon yaptığından kanmaya eğilim artar.

GLUTERALDEHİT

Glutaraldehit; Onaylanmış sterilizasyon etkisi olan tek sıvı ürün Glutaraldehittir.

Hem asit hem bazik ortamda aktiftir. Pratikte kullanımı sınırlı olmasına rağmen dezenfeksiyonu 60 dakikada, sterisizasyonu 10 saatte sağlar.

Saf ve orjinal bir ürün olan Glutaraldehit %50’liktir. Seyreltme işlemi yapılmamıştır. Piyasadakilerin hepsi %50’liktir.

Glutaraldehit, ticari ismiyle Glutaral dezenfektan, ilaçlarda ve dericilikte kullanılan bir bileşiktir.[2][3] Dezenfektan olarak ameliyatlarda ve diğer alanlarda kullanılır.[2] İlaç olarak ise ayakta oluşan siğilin giderilmesinde kullanılır.[3] Sıvı olarak uygulanır.[2] Deride ise formaldehitin yerine tabaklamadan sonra retenajda kullanılır.[4]

Deride tahrişe sebep olabilir.[3] Fazla kullanımında baş ağrısı , nefes alıp vermede zorlanma ve bulantı görülebilir.[2] Kullanırken koruyucu ekipman kullanılması önerilir. Glutardialdehitler sporlara karşı etkilidir.[2][5] Bu bir dizi aşama sonrasında etkisini gösterir.[5]

Glutaraldehitlerin ilaçlarda kullanımı 1960’lara dayanmaktadır.[6] Bunlar WHO’nun temel gerekli ilaçlar listesinde, sağlık sitemi için en önemli ve kullanımı uygun maddelerden biri olarak geçer.[7] Fiyatı yaklaşık %2’lik çözeltisinin litresi 1.50 ile 7.40 USD arasında değişmektedir.[8] Cidex adı altında satılmaktadır.[9] Deri tabaklamada ise çok çeşitli isimler altında satılmaktadır.[4]

BİORAD – Glutaraldehit 2%

KİMYASAL BİLEŞİMİ:

%2 Glutaraldehit, Antikorozif maddeler, formül yapıcılar ve deoyinize su.

ÜRÜN ÖZELLİKLERİ:

Glutaraldehit %2 formülasyonu ile cerrahi aletlerin ve endoskopların yüksek düzey dezenfeksiyonu için tasarlanmış, antimikrobiyal, antikorozif 30 gün kullanım özelliği olan etkin bir üründür. Tıbbi aletlerin, flexible ve rijid endoskopların dezenfeksiyonu için kullanılan, fenol, klor ve formaldehit içermeyen renksiz, kokusuz, toksik olmayan kullanıma hazır alet dezenfektanıdır.

Glutaraldehit KULLANIM ŞEKLİ:

Glutaraldehit %2 Endoskop yıkama makinelerinde ve manuel kullanıma uygundur. Solüsyonu dezenfektan küvetine doldurunuz ön temizliği yapılmış aletleri demonte ederek, tüm yüzeyleri solüsyonla temas edecek şekilde küvete yerleştiriniz. Küvetin ağzını kapatınız. Etki süresi kadar bekletildikten sonra aletleri solüsyondan çıkarıp bol su ile durulayınız. S olüsyon etkinliği test stripleri ile kolayca kontrol edilebilir. Solüsyonda gözle görülür bir kirlilik oluştuğunda değiştirilmesi tavsiye edilir. Etkisini kaybetmiş solüsyona 5lt için 25-32 gr sodyumbisülfat karıştırarak uygun yönetmeliklere göre bertaraf edilir. Otomatik endoskopi yıkama ve dezenfeksiyon makinelerinde kullanılırken üretici tarafından verilen kullanıcı talimatlarına uyunuz.

Glutaraldehit KULLANIM ALANLARI:

Glutaraldehit 2% solüsyonu, her türlü cerrahi aletlerin, ısıya dayanıksız anestezi aksesuarlarının (maske ambu, vb) ve Karl storz, Olympus, Pentax, Fujinon, flexible ve rijid gibi tüm sabit ve esnek endoskopların dezenfeksiyonu yanı sıra her türdeki cerrahi aletin ve laparoskopik aletlerin dezenfeksiyonu için çok uygundur. Endoskop kılıflarında paslanma,korozyon, yumuşama,renk değişikliği gibi zedelenmelere neden olmaz. Glutaraldehit 2% solüsyonu kauçuk, plastik, cam, Pvc ,akrilik, polimer, polikarbon, polistren , HDPE, porselen ve paslanmaz çelik malzemelerden yapılmış tıbbi cihazların dezenfeksiyonuna uygundur.

Glutaraldehit ANTİBİKROBİYAL ÖZELLİKLERİ :

Bakterisid, Fungusid, Sporosid, Virüsid, Tüberkülosid, Mikobakterisid.

Glutaraldehit AMBALAJ ŞEKLİ:

5 litre PE bidonlarda.

EC NUMARASI: 203-856-5

Glutaraldehit isimleri ve tanımlayıcıları

Glutaraldehit ‘nin Hesaplanan Tanımlayıcıları

IUPAC Glutaraldehit ismi

pentandioldur

Moleküler Formül Moleküler Formül

C5H8O2

GLUTARALDEHİTİN FİZİKSEL VE KİMYASAL ÖZELLİKLERİ

Glutaraldehit FİZİKSEL DURUM: Sarı sıvıya dönüşür

Glutaraldehit ERGİTE NOKTASI: -14 C

Glutaraldehit KAYNAMA NOKTASI: 187 C

Glutaraldehit SUDA ÇÖZÜNÜRLÜK: çözünür

Glutaraldehit ÇÖZÜCÜ ÇÖZÜCÜĞÜ: Alkolde Çözünür

Glutaraldehit PH: 3.2-4.2

Glutaraldehit Log P: -0.18

Glutaraldehit BUHAR BASINCI: 0,6 (mmHg, 25 ° C’de)

Glutaraldehit, CH2 (CH2CHO) 2 formülüne sahip organik bir bileşiktir. Tıbbi ve dişçilik ekipmanlarının sterilizasyonu için keskin kokulu, yağsız sıvı glutaraldehit kullanılır. Endüstriyel su arıtımında ve koruyucu olarak da kullanılır. Çoğunlukla sulu bir solüsyon olarak bulunur ve bu solüsyonlarda aldehid grupları hidratlıdır. Glutaraldehit, bakteri ve virüslere karşı (2% çözelti), dezenfekte edici bir akışkan ve doku sabitleyiciye, deri tabaklama çözümünde kullanılan bir dezenfektan ve sterilize edici ajan olarak sıkça kullanılan bir kimyasaldır ve belirli sızdırmazlık maddeleri, reçineler, boyalar, Ve elektrikli ürünler (HSDB, 1996). Ticari amaçlar için,% 99,% 50 ve% 20’lik çözeltiler mevcuttur. Glutaraldehid ayrıca siklohekzen’in atmosferik bir reaksiyon ürünüdür. Kaliforniya’daki Hava Toksik Sıcak Nokta Yasası uyarınca en son envantere dayanan tesislerden gelen yıllık eyalet çapında endüstriyel emisyonların 29.660 kilo glutaraldehid olduğu tahmin edilmektedir

Glutaraldehit, mikrobik kontaminasyon sorunlarının ortadan kaldırılmasına yardımcı olabilir. Bu yüksek performanslı antimikrobik maddeler, glutaraldehidin güçlü ve benzersiz antimikrobiyal etkisine dayanılarak çok çeşitli mikroorganizmalar üzerinde mükemmel kontrol sağlar. Düşük kullanım konsantrasyonlarında bakteri, küf ve mayaya karşı antimikrobiyal etkilidir (% 0.01-0.1 aktif madde). Anyonik, noniyonik ve katyonik yüzeyaktif maddeler ve biyosidal etkinlik ile geniş bir pH ve sıcaklık aralığı boyunca mükemmel uyumluluk gösterir.

İki aldehit grubu içeren glutaraldehit bir dezenfektan olarak kullanılır. Isı sterilize edilemeyen tıbbi ve diş hekimliği ekipmanlarının sterilizasyonu için kullanılır. Biyolojik dokular için ve deri tabaklamada fiksatif olarak kullanılır. Diğer bileşikler üretmek için bir kimyasal ara madde olarak kullanılır.

Glutaraldehit, keskin kokusu olan, renksiz, yağlı, sıvı kimyasal bir maddedir. Aşağıdakiler gibi bir çok uygulama için kullanılır:

-Glutaraldehit Sağlık sektöründe soğuk sterilatör

-Glutaraldehit A çapraz bağlama ve tabaklama maddesi

-Glutaraldehit Metal işleme sıvıları ve petrol ve gaz boru hatlarında biyosit

-Glutaraldehit Su arıtma sistemlerinde antimikrobiyal

-Glutaraldehit Kağıt imalatında bir slimicide

-Glutaraldehit Kozmetikte koruyucu madde

-Glutaraldehit Ev hayvan barınağındaki dezenfektan

-Glutaraldehit Histoloji ve patoloji laboratuarlarında doku fiksatifi

-Glutaraldehit Röntgen ışınlarının gelişiminde bir sertleştirici madde

-Glutaraldehit Kım delme çözümlerinde

-Glutaraldehit Gram ve biyoprotezlerin hazırlanmasında

-Glutaraldehit Çeşitli klinik uygulamalarda

Sağlık sektöründe, glutaraldehit, diyaliz cihazları, cerrahi aletler, emme şişeleri, bronkoskoplar, endoskoplar, kulak burun ve boğaz aletleri gibi sterilize edilemeyen cihazların dezenfeksiyonunda sıkça kullanılır.

Glutardialdehit, ticari ismiyle Glutaral dezenfektan, ilaçlarda ve dericilikte kullanılan bir bileşiktir.[2][3Glutaraldehit ] Dezenfektan olarak ameliyatlarda ve diğer alanlarda kullanılır.[2] İlaç olarak ise ayakta oluşan siğilin giderilmesinde kullanılır.[3]Glutaraldehit Sıvı olarak uygulanır.[2] Glutaraldehit Deride ise formaldehitin yerine tabaklamadan sonra retenajda kullanılır.[4]

Glutaraldehit Deride tahrişe sebep olabilir.[3] Fazla kullanımında baş ağrısı , nefes alıp vermede zorlanma ve bulantı görülebilir.[2] Glutaraldehit Kullanırken koruyucu ekipman kullanılması önerilir. Glutardialdehitler sporlara karşı etkilidir.[2][5] Bu bir dizi aşama sonrasında etkisini gösterir.[5]

Glutardialdehit lerin ilaçlarda kullanımı 1960’lara dayanmaktadır.[6] Bunlar WHO’nun temel gerekli ilaçlar listesinde, sağlık sitemi için en önemli ve kullanımı uygun maddelerden biri olarak geçer.[7] Fiyatı yaklaşık %2’lik çözeltisinin litresi 1.50 ile 7.40 USD arasında değişmektedir.[8] Cidex adı altında satılmaktadır.[9] Deri tabaklamada ise çok çeşitli isimler altında satılmaktadır.

EC NUMARASI: 203-856-5

Glutaraldehit isimleri ve tanımlayıcıları

Glutaraldehit in Hesaplanan Tanımlayıcıları

IUPAC Glutaraldehit ismi

pentandioldur

Moleküler Formül Moleküler Formül

C5H8O2

GLUTARALDEHİTİN FİZİKSEL VE ??KİMYASAL ÖZELLİKLERİ

FİZİKSEL DURUM: Sarı sıvıya dönüşür

ERGİTE NOKTASI: -14 C

KAYNAMA NOKTASI: 187 C

SUDA ÇÖZÜNÜRLÜK: çözünür

ÇÖZÜCÜ ÇÖZÜCÜĞÜ: Alkolde Çözünür

PH: 3.2-4.2

Log P: -0.18

BUHAR BASINCI: 0,6 (mmHg, 25 ° C’de)

Glutaraldehit, keskin kokusu olan, renksiz, yağlı, sıvı kimyasal bir maddedir.

Glutaraldéhyde

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Glutaraldéhyde

Image illustrative de l’article Glutaraldéhyde

Identification

Nom UICPA Pentane-1,5-dial

No CAS 111-30-8

No ECHA 100.003.506

No CE 203-856-5

Apparence liquide incolore, limpide, visqueux, d’odeur âcre. (pur).

Ou liquide incolore, limpide, d’odeur âcre. (solution à 50 %)1

Propriétés chimiques

Formule brute C5H8O2 [Isomères]

Masse molaire2 100,1158 ± 0,0052 g/mol

C 59,98 %, H 8,05 %, O 31,96 %,

Propriétés physiques

T° fusion -14 °C (pur)1,

-6 °C (solution à 50 %)1

T° ébullition (décomposition) : 187 à 189 °C (pur)1,

(décomposition) : 101 °C (solution à 50 %)1

Solubilité dans l’eau : miscible1.

Miscible à l’éthanol et au benzène

Masse volumique 0,7 g·cm-3 (pur)1,

1,1 g·cm-3 (solution à 50 %)1

Pression de vapeur saturante à 20 °C : 2,3 kPa1

Précautions

SGH3

SGH05 : CorrosifSGH06 : ToxiqueSGH08 : Sensibilisant, mutagène, cancérogène, reprotoxiqueSGH09 : Danger pour le milieu aquatique

Danger

H301, H314, H317, H331, H334, H400,

[+]

SIMDUT4

D1B : Matière toxique ayant des effets immédiats gravesE : Matière corrosive

D1B, D2B, E,

[+]

Transport

–

2810

[+]

Écotoxicologie

LogP -0,221

Seuil de l’odorat bas : 0,04 ppm5

Unités du SI et CNTP, sauf indication contraire.

modifier Consultez la documentation du modèle

Le glutaraldéhyde est une substance utilisée pour la fixation des protéines et la stérilisation mais aussi dans certains processus industriels.

Sommaire

1 Nature du produit

2 Toxicité

3 Usages

3.1 Biologie

3.2 Médical

3.3 Industrie

3.4 Autres

4 Divers

5 Voir aussi

5.1 Bibliographie

5.2 Liens internes

5.3 Liens externes

5.4 Notes et références

Nature du produit

C’est un liquide incolore très odorant, à l’aspect huileux, soluble dans l’eau, dans l’alcool et dans le benzène.

Toxicité

C’est un produit toxique (toxicité cellulaire et systémique), qui, une fois inhalé, peut causer une irritation sévère des yeux, du nez, de la gorge et des poumons, ainsi que des maux de tête et des troubles de la perception.

Usages

Biologie

Le glutaraldéhyde est utilisé pour la fixation des tissus en microscopie optique et électronique. Par exemple, il permet de fixer les protéines avant la coloration lors d’électrophorèses SDS-PAGE. Il est aussi utilisé comme intermédiaire de « cross-linking » (ou réticulation) intermoléculaire entre protéines. Il a des propriétés de fluorescence : il absorbe la lumière à une longueur d’onde de 540 nm et émet à 560 nm6.

Médical

En milieu hospitalier dans le cadre de la décontamination des endoscopes, le glutaraldéhyde permet un nettoyage des appareils et dépose un film de protection. Aujourd’hui, à la suite de plusieurs décrets, ce produit tend à être remplacé par l’acide peracétique.

On le trouve dans la composition de certains vaccins : Pentavac (coqueluche, diphtérie, tétanos, poliomyélite, hiB) Tetravac-Acellulaire (coqueluche, diphtérie, tétanos, poliomyélite).

Industrie

Dans le secteur industriel, le glutaraldéhyde peut être utilisé dans le tannage du cuir ou comme un intermédiaire chimique de la fabrication des adhésifs et de matériel électrique. Il peut également être utilisé comme agent de conservation de certains produits chimiques comme les adoucisseurs et les cosmétiques mais aussi dans les processus d’embaumement en thanatopraxie.

Le glutaraldéhyde est utilisé comme biocide dans les fluides de fracturation hydraulique, pour protéger contre les bactéries du sol les gommes naturelles (guar) présentes dans le fluide.

Autres

Récemment, le glutaraldéhyde a commencé à être utilisé dans le domaine de l’aquariophilie. En fort petites doses, dans les aquariums plantés, le carbone de ce composé est assimilé par les plantes aquatiques pour la photosynthèse. Il faut faire attention, car une dose trop forte pourrait endommager la faune et la flore aquatique.

Divers

Le glutaraldéhyde fait partie de la liste des médicaments essentiels de l’Organisation mondiale de la santé (liste mise à jour en avril 2013)7.

Voir aussi

Bibliographie

BOURBONNAIS, R., C. LAFORTUNE, S. LEVERT. « Exposition au glutaraldéhyde au service d’endoscopie », Objectif prévention, vol. 20, no 1, 1997, p. 34-35.

PISANIELLO, D.L. et al. Glutaraldehyde Exposure and Symptoms Among Endoscopy Nurses in South Australia. Appl.Occup.Environ.Hyg. 12(3), 1997, p. 171-177.

MARANDE, J.-L. « Mesures des niveaux d’exposition au glutaraldéhyde dans différents secteurs d’un hôpital ». Cahier des conférences et des abrégés (4e Conférence internationale de la CIST sur la santé au travail des travailleurs de la santé, Montréal, 1999).

COURTOIS, G. Avis du ministère de l’Environnement et de la Faune, Service des matières dangereuses, Québec, Canada, Avril 1998.

Liens internes

Désinfection, Désinfectant

Toxicologie, écotoxicologie

Liens externes

Fiche toxicologique [archive] (REPTOX Canada)

Fiche toxicologique [archive] (CHU Rouen, France)

Fiche toxicologique [archive] (INRS, France)

Page CDC [archive](USA)

Description

Formule moléculaire brute : C5H8O2

Principaux synonymes

Noms français :

1,3-Diformal propane

1,3-Diformylpropane

1,5-Pentanedione

Aldéhyde glutarique

Glutaral

Glutaraldéhyde

Glutardialdéhyde

Glutaric acid dialdehyde

Glutaric aldehyde

Glutarol

Pentanedial

Pentanedial-1,5

Noms anglais :

1,5-Pentanedial

Glutaraldehyde

Glutaraldehyde, activated or inactivated

Glutaric dialdehyde

Famille chimique

Aldéhyde

Commentaires

Le glutaraldéhyde est très rarement vendu ou utilisé sous forme pure. Généralement, on le trouve en solution aqueuse dont la concentration varie entre 1 et 50 %. Ces solutions commerciales contiennent habituellement un stabilisant en faible concentration (ex. méthanol, entre 0,05 et 0,5 %), pour ralentir la polymérisation graduelle du glutaraldéhyde.

Utilisation et sources d’émission

Le glutaraldéhyde est utilisé dans les secteurs médical et dentaire

comme agent désinfectant (les solutions aqueuses à 2 % sont utilisées pour la stérilisation à froid des instruments)

dans les solutions de développement de films de rayons -X (solutions aqueuses 0,5 à 1 %)

comme fixateur de matériel biologique (solutions aqueuses de 3 % à 8 %)

comme agent thérapeutique (solutions aqueuses à 2 %, 10 % et 25 % utilisées dans le traitement contre la transpiration excessive, les infections fongiques, les verrues).

Il est également utilisé dans le secteur industriel

comme agent de tannage du cuir

comme agent de conservation en thanatopraxie (embaumement)

comme intermédiaire chimique de la fabrication des adhésifs et de matériel électrique

comme biocide dans les boues de forage, les conduites d’huile et de gaz ainsi que dans les procédés de traitements des eaux de refroidissement industrielles

comme agent de conservation de plusieurs produits chimiques tels que les adoucisseurs et les cosmétiques.

Formule Chimique Détails

C H O

Nom Glutaraldéhyde

Numéro CAS 111-30-8

Numéro CE 203-856-5

Numéro index 605-022-00-X

Synonymes Glutaral, Pentane-1,5-dial, Aldéhyde glutarique

Propriétés physiques

Nom Substance Détails

Glutaraldéhyde N° CAS 111-30-8

Etat Physique Liquide

Masse molaire 100,12

Point de fusion -14 °C

Point d’ébullition 187 à 189 °C avec décomposition

Densité 0,72 à 1,061

Densité gaz / vapeur 3,4 à 3,5

Pression de vapeur 2,2 à 2,3 kPa à 20 °C

Point d’éclair 71 °C

Coefficient de partage noctanol / eau (log Pow)

-0,22 à 25 °C

Propriétés chimiques

Récipients de stockage

Valeurs Limites d’Exposition Professionnelle

Substance Pays

VME

(ppm)

VME

(mg/m³)

VLCT

(ppm)

VLCT

(mg/m³)

Valeur Plafond

/ppm

Valeur Plafond

/mg/m³

Glutaraldéhyde France (Valeur indicative – circulaire 1996) 0,1 0,4 0,2 0,8

Glutaraldéhyde Etats-Unis (ACGIH – 1998) (*) TLV-C, valeur

plafond

– – 0,05 0,2

Glutaraldéhyde Allemagne (valeur MAK) 0,05 0,21 0,2 0,83

[1 à 7]

Intermédiaire en synthèse organique.

Agent de réticulation des protéines et de composés polyhydroxylés.

Composant de solutions de développement de films de rayons X.

Substance active biocide entrant dans la composition de produits biocides.

Dans la pratique, le glutaraldéhyde est très rarement vendu ou utilisé tel quel. Généralement, il est livré sous forme de solutions aqueuses dont la concentration varie

entre 1 et 50 %. Ces solutions commerciales contiennent habituellement un stabilisant en faible concentration (ex. méthanol, entre 0,05 et 0,5 %), pour ralentir la

polymérisation graduelle du glutaraldéhyde.

[1 à 11]

À l’état pur, le glutaraldéhyde se présente sous la forme d’un liquide huileux incolore, d’odeur caractéristique avec une limite de détection olfactive de l’ordre de 0,04

ppm. Il est soluble en toutes proportions dans l’eau et l’éthanol.

À 20 °C et 101,3 kPa, 1 ppm = 4,16 mg/m .

Solution aqueuse à 50 % :

Point de fusion : – 6 °C ; Point d’ébullition : 101 °C ; Densité : 1,1 ; Pression de vapeur : 2,3 kPa à 20 °C ; Point d’éclair : > 100 °C (donnée fournisseur).

[2, 4, 5, 6, 12, 13]

Le glutaraldéhyde est un produit très réactif qui peut se polymériser en présence d’eau. La réaction de condensation est plus rapide en milieu alcalin et peut devenir

violente au contact de bases fortes.

Ses solutions aqueuses acides (pH < 5) sont relativement stables et peuvent se conserver plusieurs mois ; ses solutions alcalines sont moins stables suite à une réaction de polymérisation qui est plus rapide à pH plus élevé. Ainsi, à pH 9, les solutions aqueuses ne se conservent que quelques semaines. L'addition d'un stabilisant (par exemple le méthanol) permet de conserver les solutions aqueuses plus longtemps. C'est également un agent réducteur puissant qui peut réagir vivement avec les acides forts et les agents oxydants forts. Le glutaraldéhyde et ses solutions aqueuses corrodent de nombreux matériaux, notamment l'acier, le fer galvanisé, l'aluminium, l'étain et le zinc. Les solutions aqueuses peuvent être stockées dans des récipients en polyéthylène ou en acier inoxydable. Des valeurs limites d'exposition professionnelle (VLEP) dans l'air des lieux de travail ont été établies pour le glutaraldéhyde. Base de données FICHES TOXICOLOGIQUES www.inrs.fr/fichetox Glutaraldéhyde - Edition : Juillet 2018 Page 3 / 10 Méthodes de détection et de détermination dans l'air Incendie - Explosion Pathologie - Toxicologie Toxicocinétique - Métabolisme Chez l'animal Schéma métabolique Prélèvement par passage de l'air au travers d'un tube ou d'une cartouche rempli(e) de gel de silice imprégné de 2,4-dinitrophénylhydrazine (2,4-DNPH). Le dérivé formé (dinitrophénylhydrazone) est désorbé à l'aide d'acétoni- trile ou d'un mélange acétonitrile/dichlorométhane puis dosé par chromatographie liquide haute performance avec détection UV [33 à 35]. Prélèvement par passage de l'air au travers d'une cassette porte-filtre contenant deux filtres en fibre de verre imprégnés de 2,4-DNPH. Désorption du dérivé formé à l'aide d'acétonitrile. Dosage par chromatographie liquide haute performance avec détection UV [36]. L'utilisation d'un échantillonneur passif est possible : le prélèvement se fait alors par diffusion au travers d'un badge contenant un filtre imprégné de 2,4-DNPH. Désorption du dérivé formé à l'aide d'acétonitrile. Dosage par chromatographie liquide haute performance avec détection UV. [8, 12, 14] Les solutions de glutaraldéhyde ne sont pas combustibles. Il faut néanmoins noter la présence de méthanol comme stabilisant (< 0,5 %). D'autre part, le départ de l'eau, dans des cas exceptionnels, laisse un résidu combustible donnant lieu à des émanations de fumées acres. Les agents d'extinction préconisés sont le dioxyde de carbone, les mousses spéciales et les poudres chimiques. L'eau n'est pas recommandée (risque de dispersion de l'in‐ cendie). On pourra toutefois l'utiliser sous forme pulvérisée, ou sous forme de brouillard en grande quantité, pour éteindre un feu peu important ou pour refroidir les fûts exposés et disperser les vapeurs. Les intervenants, qualifiés, seront équipés d'appareils de protection respiratoire autonomes isolants et de combinaisons de protection spéciales. Toxicité aigüe [15, 16] Le glutaraldéhyde est un irritant local fort quelle que soit la voie d'exposition ; c'est également un irritant respiratoire et un sensibilisant cutané. La toxicité par voie orale est inversement proportionnelle à la concentration de glutaraldéhyde dans l'eau ; l'irritation du tractus gastro-intestinal induite à plus forte concentration et la tendance du glutaraldéhyde à se polymériser en présence d'eau, ce qui diminue la quantité d'aldéhyde libre actif, pourraient en être la cause. Les animaux meurent en 1 à 3 jours ; la souris semble plus sensible que le rat. Symptômes Les signes d'une toxicité par inhalation sont limités au tractus respiratoire et à une irritation oculaire (blépharos- pasme, larmoiements, écoulement nasal, respiration buccale et abdominale). Les vapeurs de glutaraldéhyde générées à haute température (60 °C) sont plus toxiques que celles générées à température ambiante qui n'engendrent pas de létalité chez les animaux. Après une exposition orale, les rats présentent une pilo- érection, des croûtes péri-oculaires et péri-nasales, des mouvements ralentis, une respiration rapide et des diarrhées. À l'autopsie, on note une distension et une congestion de l'estomac avec des zones hémorragiques de la paroi, ainsi que de l'intestin grêle et un épaississement du pylore. À l'occasion, on observe également une congestion des surrénales, du foie, des reins, de la rate et des poumons. Après exposition cutanée, des effets locaux apparaissent chez le lapin : érythème, œdème, nécrose, desquamation et escarres. Il n'y a pas de toxicité systémique chez les survivants ; à l'autopsie, on note une congestion du foie, des reins, de la rate et des poumons. Irritation-Sensibilisation Les solutions à plus de 10 % de glutaraldéhyde sont irritantes pour la peau du lapin, provoquant érythème, œdème et nécrose disséminée ; celles à 45 ou 50 % provo‐ quent une inflammation locale sévère avec desquamation et nécrose. Les solutions à plus de 1 % de glutaraldéhyde provoquent, chez le lapin, des lésions cornéennes qui s'amplifient avec la concentration ; l'inflammation de la conjonctive apparaît à la concentration de 0,2 %. Chez la souris, le glutaraldéhyde induit une irritation respiratoire (RD50 = 13,9 ppm). Ce n'est pas un irritant respiratoire chez le cobaye. C'est également un sensibilisant cutané chez l'animal (test du gonflement de l'oreille et test du ganglion local chez la souris, test de maximisation chez le cobaye et la souris) ; il augmente, chez la souris, le taux des cytokines spécifiques d'une réponse allergique humorale et, à des concentrations > 10 %, le taux d’IgE.

Toxicité subchronique, chronique

Effets génotoxiques

Effets cancérogènes

Inhalatoire Rat 0,1-0,8 mg/l/4 h (24-192 ppm)

Vapeurs : 96 (mâles) – 154 (femelles) mg/m

Aérosol : 350 (mâles) – 280 (femelles) mg/m

605-735 mg/kg 45-50 %

Rat 409-500 mg/kg 25 %

99-183 mg/kg 1-15 %

Orale Souris 325-352 mg/kg

110-130 mg/kg

25 %

2 %

Lapin 125 mg/kg 25 %

Cobaye 50 mg/kg ?

Rat > 2000 mg/kg

Cutanée Souris > 5840 mg/kg

Lapin 897-1432 mg/kg 45-50 %

2128-3045 mg/kg 25 %

Tableau 2. DL50, CL50 [1, 3]

[17 à 20]

Les effets d’une exposition prolongée ou répétée au glutaraldéhyde sont essentiellement dus à l’irritation engendrée localement.

Des rats et des souris ont été exposés au glutaraldéhyde par inhalation :

pendant 2 semaines (0 – 0,16 – 0,5 – 1,6 – 5 – 16 ppm, 6 h/j, 5 j/sem.) : les deux plus fortes concentrations sont létales pour les deux espèces, les animaux meurent en

détresse respiratoire. À l’autopsie, on observe nécrose, inflammation et métaplasie squameuse au niveau du nez et du larynx ; aux plus fortes concentrations, des

lésions semblables sont présentes dans la trachée et, chez le rat, dans les poumons et sur la langue.

pendant 13 semaines (0 – 0,0625 – 0,125 – 0,250 – 0,51 ppm, 6 h/j, 5 j/sem.) : la plus forte concentration est létale pour la souris. Chez le rat, en dehors d’une perte de

poids et d’une dyspnée, aucun signe clinique n’est observé. À l’autopsie, les lésions du tractus respiratoire sont semblables à celles observées lors de l’exposition

pendant 2 semaines : lésions de l’épithélium respiratoire et olfactif chez le rat (NOAEL 0,125 ppm), métaplasie squameuse modérée de l’épithélium du larynx et

des cornets du nez et inflammation suppurante de la partie antérieure de la cavité nasale chez la souris à 1 ppm, nécrose et inflammation aux concentrations

inférieures.

pendant 104 semaines (rats 0 à 0,75 ppm, souris 0 à 0,25 ppm, 6 h/j, 5 j/sem.) : les résultats sont semblables à ceux obtenus lors d’une exposition pendant 13

semaines.

Des rats, exposés dans l’eau de boisson (0 – 50 – 250 – 1000 ppm, soit 0 – 4 – 17 – 64 mg/kg/j pour les mâles et 0 – 6 – 25 – 86 mg/kg/j pour les femelles) pendant 104

semaines, présentent une réduction de la prise de poids, de nourriture et de boisson, avec pour conséquence une diminution du volume urinaire et du poids des

reins et une irritation gastrique à la forte dose. Des observations identiques ont été faites chez la souris (jusqu’à 1000 ppm) et le chien (jusqu’à 250 ppm).

Une exposition par voie cutanée n’induit, chez le rat (50 – 100 – 150 mg/kg/j, 26 j), qu’une irritation locale et une légère baisse de poids [15].

[15, 16]

Le glutaraldéhyde n’est pas génotoxique dans les tests pratiqués in vitro et in vivo .

In vitro, les tests effectués avec le glutaraldéhyde ne mettent pas en évidence d’effet mutagène sur les souches bactériennes habituellement utilisées. Les études

révèlent un taux faible ou nul de mutations ponctuelles, d’échange entre chromatides sœurs sur cellules ovariennes de hamster chinois ou de synthèse non

programmée de l’ADN sur hépatocyte de rat.

In vivo, le glutaraldéhyde n’induit pas de mutation létale récessive liée au sexe chez la drosophile ni de mutation létale dominante chez la souris. Il n’est pas clastogène

(pas de micronoyaux ou d’aberrations chromosomiques) chez le rat ou la souris.

[15, 16 ]

Le glutaraldéhyde n’est pas cancérogène pour l’animal.

Les expositions à long terme (2 ans) de rats et de souris n’ont pas montré d’effet cancérogène du glutaraldéhyde chez ces animaux, en dehors d’une augmentation

du taux de leucémies lymphoïdes chroniques (néoplasme spontané chez le rat) uniquement chez les femelles. Cet effet n’est pas considéré par les auteurs comme

représentatif d’un effet cancérogène

Le glutaraldéhyde n’est pas toxique pour la reproduction ou le développement de l’animal à des doses non toxiques pour les mères.

Les expositions à long terme n’ont pas montré d’effet du glutaraldéhyde sur l’appareil reproducteur des animaux. Dans le test de létalité dominante chez la souris, il

n’y a pas de réduction de fertilité ou de modification de la viabilité embryonnaire.

Dans une étude chez le rat, sur deux générations (50 – 100 – 250 ppm), le glutaraldéhyde ne provoque pas d’effet sur la reproduction malgré une baisse du poids

parental.

Des souris et des rats ont reçu, du 6 au 15 jour de gestation, entre 16 et 100 mg/kg/j. À 50 et 100 mg/kg/j, on note des signes d’intoxication chez les femelles

gestantes et dans les portées. Il n’y a pas de fœtotoxicité aux doses non toxiques pour les mères.

Des lapins gavés avec 5 – 15 – 45 mg/kg/j du 7 au 19 jour de gestation prés

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