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QuickView for dacarbazine (compound)
PubChem
| Name: | Dacarbazine |
|---|---|
| PubChem Compound ID: | 5281007 |
| Description: | An antineoplastic agent. It has significant activity against melanomas. (from Martindale, The Extra Pharmacopoeia, 31st ed, p564) |
| Molecular formula: | C6H10N6O |
| Molecular weight: | 182.183 g/mol |
| Synonyms: |
Dacarbazine; 4342-03-4; CHEBI:4305; 5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide; 5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide; DTIC-Dome (TN); Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-
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DrugBank
Identification
| Name: | Dacarbazine |
|---|---|
| Name (isomeric): | DB00851 |
| Drug Type: | small molecule |
| Description: | An antineoplastic agent. It has significant activity against melanomas. (from Martindale, The Extra Pharmacopoeia, 31st ed, p564) |
| Synonyms: |
ICDMT; Dtic-Dome; ICDT; Imidazole Carboxamide; Biocarbazine R; Dacarbazino [INN-Spanish]; DTIC; DTIE; DIC; Dacarbazinum [INN-Latin]
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| Brand: | Deticene |
| Category: | Antineoplastic Agents, Antineoplastic Agents, Alkylating |
| CAS number: | 4342-03-4 |
Pharmacology
| Indication: | For the treatment of metastatic malignant melanoma. In addition, dacarbazine is also indicated for Hodgkin's disease as a secondary-line therapy when used in combination with other antineoplastic agents. |
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| Pharmacology: |
Dacarbazine is a synthetic analog of naturally occurring purine precursor 5-amino-1H-imidazole-4-carboxamide (AIC). After intravenous administration of dacarbazine, the volume of distribution exceeds total body water content suggesting localization in some body tissue, probably the liver. Its disappearance from the plasma is biphasic with initial h...
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| Mechanism of Action: | The mechanism of action is not known, but appears to exert cytotoxic effects via its action as an alkylating agent. Other theories include DNA synthesis inhibition by its action as a purine analog, and interaction with SH groups. Dacarbazine is not cell cycle-phase specific. |
| Absorption: | Erratic, slow and incomplete |
| Protein binding: | Less than 5% |
| Biotransformation: | Hepatic |
| Route of elimination: | Dacarbazine is subject to renal tubular secretion rather than glomerular filtration. In man, dacarbazine is extensively degraded. Besides unchanged dacarbazine, 5-aminoimidazole -4 carboxamide (AIC) is a major metabolite of dacarbazine excreted in the urine. |
| Half Life: | 5 hours |
| Toxicity: | LD50=350mg/kg (orally in mice) |
| Affected organisms: | Humans and other mammals |
Interactions
| Drug interaction: |
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Targets
Enzymes
