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CHEBI:90185 - diaziquone

ChEBI IDCHEBI:90185
ChEBI Namediaziquone
Stars
DefinitionA 1,4-benzoquinone that is substituted at positions 2 and 5 have been replaced by aziridin-1-yl groups and at positions 3 and 6 by (ethoxycarbonyl)amino groups.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H20N4O6
Net Charge0
Average Mass364.358
Monoisotopic Mass364.13828
SMILESCCOC(=O)NC1=C(N2CC2)C(=O)C(NC(=O)OCC)=C(N2CC2)C1=O
InChIInChI=1S/C16H20N4O6/c1-3-25-15(23)17-9-11(19-5-6-19)14(22)10(18-16(24)26-4-2)12(13(9)21)20-7-8-20/h3-8H2,1-2H3,(H,17,23)(H,18,24)
InChIKeyWVYXNIXAMZOZFK-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
diaziquone (CHEBI:90185) has role alkylating agent (CHEBI:22333)
diaziquone (CHEBI:90185) has role antineoplastic agent (CHEBI:35610)
diaziquone (CHEBI:90185) is a 1,4-benzoquinones (CHEBI:132124)
diaziquone (CHEBI:90185) is a aziridines (CHEBI:22681)
diaziquone (CHEBI:90185) is a carbamate ester (CHEBI:23003)
diaziquone (CHEBI:90185) is a enamine (CHEBI:47989)
IUPAC Name 
diethyl [2,5-bis(aziridin-1-yl)-3,6-dioxocyclohexa-1,4-diene-1,4-diyl]biscarbamate
INNs  Source
diaziquonumWHO MedNet
diazicuonaWHO MedNet
diaziquoneWHO MedNet
diaziquoneWHO MedNet
Synonyms  Source
CI-904ChemIDplus
aziridinylbenzoquinoneChemIDplus
AZQChemIDplus
3,6-bis(carboxyamino)-2,5-diaziridinyl-1,4-benzoquinoneChemIDplus
2,5-diaziridinyl-3,6-bis(carboethoxyamino)-1,4-benzoquinoneChemIDplus
3,6-diaziridinyl-2,5-bis(carboethoxyamino)-1,4-benzoquinoneChemIDplus
Manual XrefsDatabases
US2913453Patent
US4146622Patent
D03774KEGG DRUG
853DrugCentral
Registry NumbersSources
Reaxys:1333277Reaxys
CAS:57998-68-2ChemIDplus
Citations