Dacarbazine

• Catalog No.: D2390
• CAS Number: 4342-03-4
• M. F.: C6H10N6O
• M. W.: 182.1832

SYNONYMS

• IUPAC name: 5-[(1E)-dimethyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: dacarbazine
• Synonyms: 5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide; DTIC

DATABASE IDS

• CAS Number: 4342-03-4
• PubChem SID: 24893683
• EC Number: 224-396-1
• MDL Number: MFCD00057167

PROPERTIES

• GHS Signal Word: Danger
• GHS Hazard statements: H312-H315-H319-H332-H335-H350
• European Hazard Symbols: Toxic (T)
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313
• Risk Statements: 45-46-20/21/22-36/37/38
• RTECS: NI3950000
• Safety Statements: 53-36/37/39-45
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

Application
Dacarbazine is a triazine antineoplastic agent that is used for DNA methylation via formation of methyl adducts. It is used to treat metastatic malignant melanomas and Hodgkin′s when used in combination with other antineoplastic agents. It is used to induce apoptosis in human cells1. It has been used to induce hepatotoxicity in mice2.
Biochem/physiol Actions
Dacarbazine has significant activity against melanomas. It is a synthetic analog of naturally occurring purine precursor 5-amino-1H-imidazole-4-carboxamide (AIC). Dacarbazine appears to exert cytotoxic effects by acting as an alkylating agent, by inhibiting DNA synthesis as a purine analog, and by inducing apoptosis1. Dacarbazine is not cell cycle-phase specific.