CHEBI:71417 - procarbazine

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ChEBI Name procarbazine
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
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Formula C12H19N3O
Net Charge 0
Average Mass 221.29880
Monoisotopic Mass 221.15281
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)
SMILES CNNCc1ccc(cc1)C(=O)NC(C)C
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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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)
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
Manual Xrefs Databases
2272 DrugCentral
BE618638 Patent
DB01168 DrugBank
HMDB0015299 HMDB
Procarbazine Wikipedia
US2007122414 Patent
US2008107661 Patent
US3520926 Patent
US3830840 Patent
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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 Europe PMC
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22423248 PubMed citation Europe PMC
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22744756 PubMed citation Europe PMC
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Last Modified
22 February 2017