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3-Amino-1,2,4-triazole (CAS 61-82-5)

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Synonym:Aminotriazole; Amitrole
Application:An irreversible catalase inhibitor
CAS Number:61-82-5
Purity:≥95%
Molecular Weight:84.08
Molecular Formula:C2H4N4
Refer to Certificate of Analysis for lot specific data (including water content).
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3-Amino-1,2,4-triazole sc-202016 10 g $31
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
Description
3-Amino-1,2,4-triazole is a small molecule irreversible inhibitor of catalase, an enzyme responsible for converting cellular H2O2 into H2O and O2. Impeding the natural clearance of H2O2 from the cell by catalase has proven useful in studies investigating free radical-mediated damage of cardiac tissue in ischemia. 3-Amino-1,2,4-triazole also shows inhibition of imidazoleglycerol-phosphate dehydratase (HIS3) activity, which interrupts the biosynthesis of histidines. When 3-Amino-1,2,4-triazole is diazotized, the resulting 3-Diazo-1,2,4-triazole is shown to react specifically with tryptophan at acidic pH, presenting a method for determining the tryptophan content of proteins.
Technical Information
Physical State:Solid
Solubility:Soluble in water (280 g/l) at 20 °C, methanol, ethanol, chloroform, and ethyl acetate (slightly). Insoluble in ether, and acetone.
Storage:Store at 4° C
Melting Point:150-153 °C (lit.)
Boiling Point:322.2-373.2 °C at 760 mmHg (Predicted)
Density:~1.5 g/cm3 at 20 °C
Refractive Index:n20D 1.67 (Predicted)
IC50:Human immunodeficiency virus type 1 integrase: IC50 = 170 nM (Human immunodeficiency virus 1)
Ki Data:Imidazolglycerol-phosphate dehydratase: Ki= 30 µM
pK Values:pKb: 9.40
Safety and Reference Information
Transport:UN 3077, Class 9, Packing group III
WGK Germany:2
RTECS:XZ3850000
PubChem CID:1639
Merck Index:14: 489
MDL Number:MFCD00005230
EC Number:200-521-5
Beilstein Registry:107687
SMILES:C1=NNC(=N1)N
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. DeTraglia, M.C., et al. 1979. Anal. Biochem. 99: 464-473. PMID: 574724
2. Brennan, M.B. and Struhl, K. 1980. J. Mol. Biol. 136: 333-338. PMID: 6990004
3. Kidd, G.L. and Gross, S.R. 1984. J. Bacteriol. 158: 121-127. PMID: 6325383
4. Aragon, C.M., et al. 1991. Biochem. Pharmacol. 42: 699-702. PMID: 1859472
5. Auyeung, Y., et al. 1995. Circulation. 92: 3318-3322. PMID: 7586320
6. Kingma, J.G., et al. 1996. Am. J. Physiol. 270: H1165-H1171. PMID: 8967353
7. Joung, J.K., et al. 2000. Proc. Natl. Acad. Sci. U.S.A. 97: 7382-7387. PMID: 10852947
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