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CHEBI:4305 - dacarbazine

Default Structure
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:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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
dacarbazineWHO MedNet
dacarbazineWHO MedNet
dacarbazinumWHO MedNet
Synonyms  Source
4-(3,3-dimethyl-1-triazeno)imidazole-5-carboxamideChemIDplus
4-(5)-(3,3-dimethyl-1-triazeno)imidazole-5(4)-carboxamideChemIDplus
4-(dimethyltriazeno)imidazole-5-carboxamideChemIDplus
5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamideChemIDplus
5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamideChemIDplus
5-(3,3-dimethyltriazeno)imidazole-4-carboxamideChemIDplus
Manual XrefsDatabases
773DrugCentral
C06936KEGG COMPOUND
D00288KEGG DRUG
DacarbazineWikipedia
DB00851DrugBank
HMDB0014989HMDB
LSM-5487LINCS
Registry NumbersSources
Reaxys:521487Reaxys
CAS:4342-03-4ChemIDplus
CAS:4342-03-4NIST Chemistry WebBook
CAS:4342-03-4KEGG DRUG
Citations