nimustine (CHEBI:75270)

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ChEBI Name	nimustine

ChEBI ID	CHEBI:75270

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C9H13ClN6O2

Net Charge

Average Mass

272.69200

Monoisotopic Mass

272.07885

InChI

InChI=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)

InChIKey

VFEDRRNHLBGPNN-UHFFFAOYSA-N

SMILES

Cc1ncc(CNC(=O)N(CCCl)N=O)c(N)n1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

ChEBI Ontology
Outgoing	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	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

Synonyms	Sources
1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea	ChemIDplus
3-(4-Amino-2-methyl-5-pyrimidinyl)methyl-1-(2-chloroethyl)-1-nitrosourea	ChemIDplus

Last Modified

22 February 2017