CHEBI:8654 - pyrantel

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ChEBI Name pyrantel
ChEBI ID CHEBI:8654
Definition A carboxamidine that is 1,4,5,6-tetrahydropyrimidine that is substituted at position 1 by a methyl group and at position 2 by an (E)-2-(2-thienyl)vinyl group. It is used, particularly as the embonate [4,4'-methylenebis(3-hydroxy-2-naphthoate)] salt, as an anthelmintic that is effective against intestinal nematodes including threadworms, roundworms and hookworms, and is included in the WHO 'Model List of Essential Medicines'.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H14N2S
Net Charge 0
Average Mass 206.30700
Monoisotopic Mass 206.088
InChI InChI=1S/C11H14N2S/c1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10/h2,4-6,9H,3,7-8H2,1H3/b6-5+
InChIKey YSAUAVHXTIETRK-AATRIKPKSA-N
SMILES CN1CCCN=C1\C=C\c1cccs1
Roles Classification
Application(s): antinematodal drug
A substance used in the treatment or control of nematode infestations.
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ChEBI Ontology
Outgoing pyrantel (CHEBI:8654) has role antinematodal drug (CHEBI:35444)
pyrantel (CHEBI:8654) is a 1,4,5,6-tetrahydropyrimidines (CHEBI:78715)
pyrantel (CHEBI:8654) is a carboxamidine (CHEBI:35359)
pyrantel (CHEBI:8654) is a thiophenes (CHEBI:26961)
IUPAC Name
1-methyl-2-[(E)-2-(2-thienyl)vinyl]-1,4,5,6-tetrahydropyrimidine
INNs Sources
pirantel WHO MedNet
pyrantel WHO MedNet
pyrantel ChemIDplus
pyrantelum WHO MedNet
Manual Xrefs Databases
2999 DrugCentral
BE658987 Patent
C07409 KEGG COMPOUND
D08451 KEGG DRUG
Pyrantel Wikipedia
US3502661 Patent
View more database links
Registry Numbers Types Sources
15686-83-6 CAS Registry Number KEGG COMPOUND
15686-83-6 CAS Registry Number ChemIDplus
518505 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20307935 PubMed citation Europe PMC
21689886 PubMed citation Europe PMC
2619378 PubMed citation Europe PMC
5124439 PubMed citation Europe PMC
552733 PubMed citation Europe PMC
7402460 PubMed citation Europe PMC
Last Modified
22 February 2017