EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:75473 - etanidazole

Default Structure
ChEBI IDCHEBI:75473
ChEBI Nameetanidazole
Stars
DefinitionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells.
Last Modified11 August 2016
SubmitterSteve
DownloadsMolfile
FormulaC7H10N4O4
Net Charge0
Average Mass214.181
Monoisotopic Mass214.07020
SMILESO=C(Cn1ccnc1[N+](=O)[O-])NCCO
InChIInChI=1S/C7H10N4O4/c12-4-2-8-6(13)5-10-3-1-9-7(10)11(14)15/h1,3,12H,2,4-5H2,(H,8,13)
InChIKeyWCDWBPCFGJXFJZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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:
radiosensitizing agent  A drug that makes increases the sensitivity of tumour cells to radiation therapy.
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)
etanidazole (CHEBI:75473) has functional parent ethanolamine (CHEBI:16000)
etanidazole (CHEBI:75473) has role alkylating agent (CHEBI:22333)
etanidazole (CHEBI:75473) has role antineoplastic agent (CHEBI:35610)
etanidazole (CHEBI:75473) has role prodrug (CHEBI:50266)
etanidazole (CHEBI:75473) has role radiosensitizing agent (CHEBI:132992)
etanidazole (CHEBI:75473) is a C-nitro compound (CHEBI:35716)
etanidazole (CHEBI:75473) is a imidazoles (CHEBI:24780)
etanidazole (CHEBI:75473) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name 
N-(2-hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide
INN  Source
etanidazoleKEGG DRUG
Synonyms  Source
EtanidazolChemIDplus
EtanidazolumChemIDplus
N-(2-Hydroxyethyl)-1-(2-nitro-1-imidazolyl)acetamideChemIDplus
N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamideChemIDplus
N-(2-Hydroxyethyl)-2-nitroimidazole-1-acetamideChemIDplus
Manual XrefsDatabases
D04075KEGG DRUG
EtanidazoleWikipedia
LSM-4774LINCS
WO2011109387Patent
Registry NumbersSources
Reaxys:919296Reaxys
CAS:22668-01-5ChemIDplus
CAS:22668-01-5KEGG DRUG
Citations