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Merck
CN

D26202

3,5-Diamino-1,2,4-triazole

98%

Synonym(s):

Guanazole

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About This Item

Empirical Formula (Hill Notation):
C2H5N5
CAS Number:
Molecular Weight:
99.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
215-937-2
Beilstein/REAXYS Number:
112467
MDL number:
Assay:
98%
Form:
solid
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InChI

1S/C2H5N5/c3-1-5-2(4)7-6-1/h(H5,3,4,5,6,7)

InChI key

PKWIYNIDEDLDCJ-UHFFFAOYSA-N

SMILES string

Nc1n[nH]c(N)n1

assay

98%

form

solid

Quality Level

General description

3,5-Diamino-1,2,4-triazole, also known as Guanazole is a heterocyclic compound and is commonly used as a building block in the synthesis of gallium complexes of tert-butyl-substituted acyclic and cyclic compounds. It is also being investigated as a corrosion inhibitor for copper.

Application

Inhibitor of DNA synthesis.

pictograms

Health hazardEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2 - STOT RE 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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W Suter et al.
Mutation research, 231(2), 251-264 (1990-08-01)
Guanazole and aphidicolin were chosen as candidates in the search for a selective, non-genotoxic inhibitor of DNA replication which could be used instead of hydroxyurea to measure DNA repair synthesis in rat hepatocyte primary cultures by liquid scintillation counting. The
A Sato et al.
Advances in enzyme regulation, 22, 231-241 (1984-01-01)
The data presented here show that while the non-heme iron subunit of ribonucleotide reductase is inhibited by IMPY, hydroxyurea and MAIQ, the mechanism of inhibition by hydroxyurea and IMPY is distinct from that for MAIQ. This difference in mechanisms is
L Guennoun et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(1), 347-353 (2010-11-30)
The 3,5-diamino-1,2,4-triazole (guanazole) was investigated by vibrational spectroscopy and quantum methods. The solid phase FT-IR and FT-Raman spectra were recorded in the region 4000-400 cm(-1) and 3600-50 cm(-1) respectively, and the band assignments were supported by deuteration effects. The results
V M Kolb et al.
Journal of molecular evolution, 38, 549-557 (1994-01-01)
Urazole is a five-membered heterocyclic compound which is isosteric with uracil's hydrogen-bonding segment. Urazole reacts spontaneoulsy with ribose (and other aldoses) to give a mixture of four ribosides: alpha and beta pyranosides and furanosides. This reaction occurs in aqueous solution
T Spector et al.
The Journal of biological chemistry, 260(15), 8694-8697 (1985-07-25)
Several known inhibitors of mammalian ribonucleotide reductase were studied for their interactions with herpes simplex virus type 1 (HSV-1) ribonucleotide reductase. MAIQ (4-methyl-5-amino-1-formylisoquinoline thiosemicarbazone) produced apparent inactivation of HSV-1 ribonucleotide reductase. Only catalytically cycling, not resting, enzyme could be inactivated.

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