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procarbazine (CHEBI:71417)

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ChEBI Name procarbazine
ChEBI ID CHEBI:71417
Definition A benzamide obtained by formal condensation of the carboxy group of 4-[(2-methylhydrazino)methyl]benzoic acid with the amino group of isopropylamine. An antineoplastic chemotherapy drug used for treatment of Hodgkin's lymphoma. Metabolism yields azo-procarbazine and hydrogen peroxide, which results in the breaking of DNA strands.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:8432
Supplier Information
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Formula Source
C12H19N3O ChEBI
Net Charge 0
Average Mass 221.29880
InChI
InChI=1S/C12H19N3O/c1-9(2)15-12(16)11-6-4-10(5-7-11)8-14-13-3/h4-7,9,13-14H,8H2,1-3H3,(H,15,16)
InChIKey
CPTBDICYNRMXFX-UHFFFAOYSA-N
SMILES
CNNCc1ccc(cc1)C(=O)NC(C)C
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing procarbazine (CHEBI:71417) has role antineoplastic agent (CHEBI:35610)
procarbazine (CHEBI:71417) is a benzamides (CHEBI:22702)
procarbazine (CHEBI:71417) is a hydrazines (CHEBI:24631)
procarbazine (CHEBI:71417) is conjugate base of procarbazine(1+) (CHEBI:71431)
Incoming procarbazine(1+) (CHEBI:71431) is conjugate acid of procarbazine (CHEBI:71417)
IUPAC Name
N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]benzamide
INNs Sources
procarbazina DrugBank
procarbazine WHO MedNet
procarbazine KEGG DRUG
procarbazinum DrugBank
Synonyms Sources
1-Methyl-2-(p-(isopropylcarbamoyl)benzyl)hydrazine ChemIDplus
2-(p-Isopropylcarbamoylbenzyl)-1-methylhydrazine ChemIDplus
4-((2-Methylhydrazino)methyl)-N-isopropylbenzamide ChemIDplus
N-(1-Methylethyl)-4-((2-methylhydrazino)methyl)benzamide ChemIDplus
N-4-Isopropylcarbamoylbenzyl-N'-methylhydrazine ChemIDplus
N-isopropyl-4-[(2-methylhydrazino)methyl]benzamide IUPAC
N-Isopropyl-α-(2-methylhydrazino)-p-toluamide NIST Chemistry WebBook
N-Isopropyl-p-(2-methylhydrazinomethyl)-benzamide ChemIDplus
p-(2-Methylhydrazinomethyl)-N-isopropylbenzamide NIST Chemistry WebBook
Procarbazin DrugBank
Database Links Databases
BE618638 Patent
C07402 KEGG COMPOUND
D08423 KEGG DRUG
DB01168 DrugBank
HMDB15299 HMDB
Procarbazine Wikipedia
US2007122414 Patent
US2008107661 Patent
US3520926 Patent
US3830840 Patent
View more database links
Registry Numbers Types Sources
671-16-9 CAS Registry Number KEGG COMPOUND
671-16-9 CAS Registry Number ChemIDplus
671-16-9 CAS Registry Number NIST Chemistry WebBook
958270 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21420247 PubMed citation CiteXplore
21703849 PubMed citation CiteXplore
21740300 PubMed citation CiteXplore
21870118 PubMed citation CiteXplore
22423248 PubMed citation CiteXplore
22708037 PubMed citation CiteXplore
22744756 PubMed citation CiteXplore
22851558 PubMed citation CiteXplore
22913972 PubMed citation CiteXplore
23071237 PubMed citation CiteXplore
Last Modified
21 January 2013

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