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Substance Name: Dacarbazine [USAN:USP:INN:BAN:JAN]
RN: 4342-03-4
UNII: 7GR28W0FJI
InChIKey: FDKXTQMXEQVLRF-ZHACJKMWSA-N

Note

  • An antineoplastic agent. It has significant activity against melanomas. (from Martindale, The Extra Pharmacopoeia, 31st ed, p564)

Molecular Formula

  • C6-H10-N6-O

Molecular Weight

  • 182.186
 

Classification Codes

Classification Codes

  • Alkylating Agents
  • Antineoplastic
  • Antineoplastic Agents
  • Antineoplastic Agents, Alkylating
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Noxae
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reasonably Anticipated to be a Carcinogen

Names and Synonyms

Name of Substance

  • Dacarbazine
  • Dacarbazine [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Dacarbazine

Synonyms

  • (Dimethyltriazeno)imidazolecarboxamide
  • 1H-Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
  • 4(5)-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide
  • 4-(3,3-Dimethyl-1-triazeno)imidazole-5-carboxamide
  • 4-(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamide
  • 4-(Dimethyltriazeno)imidazole-5-carboxamide
  • 4-(or 5)-(3,3-Dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide
  • 5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide
  • 5-(3,3-Dimethyltriazeno)imidazole-4-carboxamide
  • 5-(Dimethyltriazeno)imidazole-4-carboxamide
  • AI3-52825
  • Biocarbazine
  • Biocarbazine R
  • Carboxamide, 5-(3,3-dimethyl-1-triazeno)imidazole-4-
  • CCRIS 190
  • Dacarbazine
  • Dacarbazino
  • Dacarbazino [INN-Spanish]
  • Dacarbazinum
  • Dacarbazinum [INN-Latin]
  • Decarbazine
  • Deticene
  • Di-me-triazenoimidazolecarboxamide
  • DIC
  • DTIC
  • DTIC-Dome
  • EINECS 224-396-1
  • HSDB 3219
  • ICDMT
  • Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
  • NCI-C04717
  • NSC 45388
  • NSC-45388
  • UNII-7GR28W0FJI

Systematic Names

  • 1H-Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
  • Dacarbazine
  • Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-

Superlist Names

  • 1H-Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
  • Dacarbazine

Registry Numbers

CAS Registry Number

  • 4342-03-4

FDA UNII

  • 7GR28W0FJI

Other Registry Number

  • 37626-23-6

System Generated Number

  • 0004342034

Structure Descriptors

InChI

1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)/b11-10+

InChIKey

FDKXTQMXEQVLRF-ZHACJKMWSA-N

Smiles

c1(c(nc[nH]1)C(=O)N)/N=N/N(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
hamster LD10 parenteral 250mg/kg (250mg/kg)   Journal of Surgical Oncology. Vol. 15, Pg. 355, 1980.
human TDLo intravenous 3500ug/kg (3.5mg/kg) BLOOD: LEUKOPENIA

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 83, 1973.
mouse LD50 intraperitoneal 567mg/kg (567mg/kg)   Cancer Treatment Reports. Vol. 62, Pg. 721, 1978.
mouse LD50 intravenous 466mg/kg (466mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 3105, 1981.
mouse LD50 oral 2032mg/kg (2032mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 3105, 1981.
rat LD50 intraperitoneal 350mg/kg (350mg/kg)   Archiv fuer Geschwulstforschung. Vol. 50, Pg. 306, 1980.
rat LD50 intravenous 411mg/kg (411mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 3105, 1981.
rat LD50 oral 2147mg/kg (2147mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 3105, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 205 deg C   EXP
log P (octanol-water) -0.24 (none)   EXP
Water Solubility 4220 mg/L 25 EST
Vapor Pressure 2.20E-08 mm Hg 25 EST
Henry's Law Constant 1.54E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.75E-11 cm3/molecule-sec 25 EST

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