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D26202

Sigma-Aldrich

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

98%

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Synonym(s):
Guanazole
Empirical Formula (Hill Notation):
C2H5N5
CAS Number:
Molecular Weight:
99.09
Beilstein:
112467
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

202-205 °C (lit.)

SMILES string

Nc1n[nH]c(N)n1

InChI

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

InChI key

PKWIYNIDEDLDCJ-UHFFFAOYSA-N

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Application

Inhibitor of DNA synthesis.

Pictograms

Health hazardEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Repr. 2 - STOT RE 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R G Hards et al.
Canadian journal of biochemistry and cell biology = Revue canadienne de biochimie et biologie cellulaire, 61(2-3), 120-129 (1983-02-01)
N-Carbamoyloxyurea is cytotoxic for cells in culture and, like hydroxyurea and guanazole, the drug is an effective inhibitor of mammalian ribonucleotide reductase and thus DNA synthesis. In addition to ribonucleotide reductase, N-carbamoyloxyurea has a second site of action which also
G R Gale et al.
Cancer treatment reports, 63(3), 449-456 (1979-03-01)
Each of three ribonucleoside diphosphate reductase inhibitors was used as a third drug in combination with selected antitumor platinum (Pt) agents and cyclophosphamide (CY) in the treatment of advanced L1210 leukemia in C57BL/6 x DBA/2 mice. Each was synergistic with
Effect of iron-chelating agents on inhibitors of ribonucleotide reductase.
J G Cory et al.
Biochemical pharmacology, 30(9), 979-984 (1981-05-01)
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.
A A Alhaider et al.
Journal of pharmaceutical sciences, 71(1), 89-94 (1982-01-01)
A series of guanazole prodrugs, which are less water soluble than the parent compound and have relatively higher molecular weights, was recently synthesized, and their antineoplastic activities were measured in vitro. In present work, the ionization constants and partition coefficients

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