CHEBI:75473 - etanidazole

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ChEBI Name etanidazole
ChEBI ID CHEBI:75473
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H10N4O4
Net Charge 0
Average Mass 214.179
Monoisotopic Mass 214.07020
InChI InChI=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)
InChIKey WCDWBPCFGJXFJZ-UHFFFAOYSA-N
SMILES N1(C=CN=C1[N+]([O-])=O)CC(NCCO)=O
Roles Classification
Biological Role(s): 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.
Application(s): 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.
radiosensitizing agent
A drug that makes increases the sensitivity of tumour cells to radiation therapy.
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ChEBI Ontology
Outgoing 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
etanidazole KEGG DRUG
Synonyms Sources
Etanidazol ChemIDplus
Etanidazolum ChemIDplus
N-(2-Hydroxyethyl)-1-(2-nitro-1-imidazolyl)acetamide ChemIDplus
N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamide ChemIDplus
N-(2-Hydroxyethyl)-2-nitroimidazole-1-acetamide ChemIDplus
Manual Xrefs Databases
D04075 KEGG DRUG
Etanidazole Wikipedia
LSM-4774 LINCS
WO2011109387 Patent
View more database links
Registry Numbers Types Sources
22668-01-5 CAS Registry Number KEGG DRUG
22668-01-5 CAS Registry Number ChemIDplus
919296 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
11 August 2016