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Substance Name: Azaguanine
RN: 134-58-7
UNII: Q150359I72
InChIKey: LPXQRXLUHJKZIE-UHFFFAOYSA-N

Note

  • One of the early purine analogs showing antineoplastic activity. It functions as an antimetabolite and is easily incorporated into ribonucleic acids.

Molecular Formula

  • C4-H4-N6-O

Molecular Weight

  • 152.1166
 

Classification Codes

  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Mutation Data
  • Noxae
  • Reproductive Effect
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Names and Synonyms

Results Name

  • Azaguanine

Name of Substance

  • 8-Azaguanine
  • Azaguanine

MeSH Heading

  • Azaguanine

Synonyms

  • 5-Amino-1,4-dihydro-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-one
  • 5-Amino-1,6-dihydro-7H-v-triazolo(4,5-d)pyrimidin-7-one
  • 5-Amino-1H-v-triazolo(d)pyrimidin-7-ol
  • 5-Amino-7-hydroxy-1H-v-triazolo(d)pyrimidine
  • 8 AG
  • 8-Azaguanine
  • AI3-25015
  • Azaguanine
  • Azaguanine-8
  • Azan
  • AZG
  • B-28
  • CCRIS 2758
  • EINECS 205-148-1
  • Guanazol
  • Guanazolo
  • NSC 223526
  • NSC 749
  • NSC-749
  • Pathocidin
  • Pathocidine
  • SF-337
  • SK 1150
  • Triazologuanine
  • UNII-Q150359I72
  • v-Triazolo(4,5-d)pyrimidin-7-ol, 5-amino-

Systematic Names

  • 5-Amino-1H-triazolo(4,5-d)pyrimidin-7-ol
  • 7H-1,2,3-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,4-dihydro-
  • 7H-1,2,3-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,4-dihydro- (9CI)
  • 7H-1,2,3-Triazolo(4,5-d)pyrimidinone, 5-amino-1,4-dihydro-
  • 7H-v-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,6-dihydro-
  • 8-Azaguanine

Registry Numbers

CAS Registry Number

  • 134-58-7

FDA UNII

  • Q150359I72

System Generated Number

  • 0000134587

Structure Descriptors

InChI

1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)

InChIKey

LPXQRXLUHJKZIE-UHFFFAOYSA-N

Smiles

c12c(c([nH]c(n1)N)=O)[nH]nn2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD10 unreported 90mg/kg (90mg/kg)   Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 193, 1981.
mouse LD50 intravenous 30mg/kg (30mg/kg)   Journal of Antibiotics, Series A. Vol. 13, Pg. 19, 1960.
mouse LD50 oral 1500mg/kg (1500mg/kg)   Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 17, Pg. 491, 1968.
rat LD50 intraperitoneal 1gm/kg (1000mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 300 deg C   EXP
log P (octanol-water) -0.71 (none)   EXP
Water Solubility 1.47E+04 mg/L 25 EST
Vapor Pressure 8.37E-10 mm Hg 25 EST
Henry's Law Constant 1.05E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.11E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.