CHEBI:4305 - dacarbazine

ChEBI IDCHEBI:4305
ChEBI Namedacarbazine
Stars
DefinitionA monocarboxylic acid amide that is 1H-imidazole-4-carboxamide which is substituted at position 5 by a 3,3-dimethyltriaz-1-en-1-yl group. It is used for the treatment of metastatic malignant melanoma, and in combination with other drugs for the treatment of Hodgkin's disease and soft-tissue sarcoma.
Last Modified4 November 2021
DownloadsMolfile
FormulaC6H10N6O
Net Charge0
Average Mass182.187
Monoisotopic Mass182.09161
SMILESCN(C)N=Nc1ncnc1C(N)=O
InChIInChI=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)
InChIKeyFDKXTQMXEQVLRF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
dacarbazine (CHEBI:4305) has role alkylating agent (CHEBI:22333)
dacarbazine (CHEBI:4305) has role antineoplastic agent (CHEBI:35610)
dacarbazine (CHEBI:4305) has role carcinogenic agent (CHEBI:50903)
dacarbazine (CHEBI:4305) has role prodrug (CHEBI:50266)
dacarbazine (CHEBI:4305) is a imidazoles (CHEBI:24780)
dacarbazine (CHEBI:4305) is a monocarboxylic acid amide (CHEBI:29347)
dacarbazine (CHEBI:4305) is a triazene derivative (CHEBI:72573)
Incoming Relation(s)
(E)-dacarbazine (CHEBI:177836) is a dacarbazine (CHEBI:4305)
IUPAC Name 
5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide
INNs  Source
dacarbazinaWHO MedNet
dacarbazinumWHO MedNet
dacarbazineWHO MedNet
dacarbazineWHO MedNet
Synonyms  Source
Dtic-Dome (TN)KEGG DRUG
5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamideChemIDplus
Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-NIST Chemistry WebBook
4-(3,3-dimethyl-1-triazeno)imidazole-5-carboxamideChemIDplus
NSC 45388ChemIDplus
5-(dimethyltriazeno)imidazole-4-carboxamideChemIDplus
Manual XrefsDatabases
C06936KEGG COMPOUND
LSM-5487LINCS
D00288KEGG DRUG
DB00851DrugBank
DacarbazineWikipedia
773DrugCentral
HMDB0014989HMDB
Registry NumbersSources
Reaxys:521487Reaxys
CAS:4342-03-4KEGG DRUG
CAS:4342-03-4NIST Chemistry WebBook
CAS:4342-03-4ChemIDplus
Citations