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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: ANTIPSYCHOTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
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: ANTIPSYCHOTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 3105, 1981.
rat LD50 oral 2147mg/kg (2147mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
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.