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Substance Name: Tirapazamine [USAN:INN]
RN: 27314-97-2
UNII: 1UD32YR59G
InChIKey: ORYDPOVDJJZGHQ-UHFFFAOYSA-N

Note

  • Has high toxicity for hypoxic mammalian cells.

Molecular Formula

  • C7-H6-N4-O2

Molecular Weight

  • 178.15
 

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Radiation-Sensitizing Agents
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Names and Synonyms

Name of Substance

  • Tirapazamine
  • Tirapazamine [USAN:INN]

Synonyms

  • 3-Amino-1,2,4-benzotriazine 1,4-dioxide
  • 3-Amino-1,2,4-benzotriazine-1,4-dioxide
  • 4-26-00-01120 (Beilstein Handbook Reference)
  • BRN 0179322
  • SR 4233
  • Tirapazamine
  • UNII-1UD32YR59G
  • WIN 59075

Systematic Names

  • 1,2,4-Benzotriazin-3-amine, 1,4-dioxide
  • 1,2,4-Benzotriazine, 3-amino-, 1,4-dioxide

Registry Numbers

CAS Registry Number

  • 27314-97-2

FDA UNII

  • 1UD32YR59G

System Generated Number

  • 0027314972

Structure Descriptors

InChI

1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)

InChIKey

ORYDPOVDJJZGHQ-UHFFFAOYSA-N

Smiles

c12c([n+](nc([n+]1[O-])N)[O-])cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 89mg/kg (89mg/kg)   International Journal of Radiation Oncology, Biology, Physics. Vol. 16, Pg. 977, 1989.
mouse LD50 intravenous 101mg/kg (101mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
British Journal of Cancer, Supplement. Vol. 20, Pg. 84, 1993.
rat LD intravenous > 36mg/kg (36mg/kg) ENDOCRINE: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
Toxicologist. Vol. 12, Pg. 154, 1992.
rat LD50 intraperitoneal 59390ug/kg (59.39mg/kg)   Archives of Toxicology. Vol. 66, Pg. 100, 1992.