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CHEBI:75270 - nimustine

ChEBI IDCHEBI:75270
ChEBI Namenimustine
Stars
DefinitionAn organochlorine compound that is urea in which the two hydrogens on one of the amino groups are replaced by nitroso and 2-chloroethyl groups and one hydrogen from the other amino group is replaced by a 4-amino-2-methylpyrimidin-5-ylmethyl] group. An antineoplastic agent especially effective against malignant brain tumors.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC9H13ClN6O2
Net Charge0
Average Mass272.696
Monoisotopic Mass272.07885
SMILESCc1ncc(CNC(=O)N(CCCl)N=O)c(N)n1
InChIInChI=1S/C9H13ClN6O2/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14)
InChIKeyVFEDRRNHLBGPNN-UHFFFAOYSA-N
Wikipedia
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)
nimustine (CHEBI:75270) has role alkylating agent (CHEBI:22333)
nimustine (CHEBI:75270) has role antineoplastic agent (CHEBI:35610)
nimustine (CHEBI:75270) is a N-nitrosoureas (CHEBI:76551)
nimustine (CHEBI:75270) is a aminopyrimidine (CHEBI:38338)
nimustine (CHEBI:75270) is a organochlorine compound (CHEBI:36683)
nimustine (CHEBI:75270) is conjugate base of nimustine(1+) (CHEBI:75271)
Incoming Relation(s)
nimustine(1+) (CHEBI:75271) is conjugate acid of nimustine (CHEBI:75270)
IUPAC Name 
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea
INNs  Source
nimustineKEGG DRUG
nimustinumChemIDplus
nimustinaChemIDplus
nimustineWHO MedNet
Synonyms  Source
1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosoureaChemIDplus
3-(4-Amino-2-methyl-5-pyrimidinyl)methyl-1-(2-chloroethyl)-1-nitrosoureaChemIDplus
Manual XrefsDatabases
D08276KEGG DRUG
NimustineWikipedia
3384DrugCentral
Registry NumbersSources
Reaxys:685903Reaxys
CAS:42471-28-3KEGG DRUG
CAS:42471-28-3ChemIDplus
Citations