CHEBI:64159 - 2-methyl-6-(phenylethynyl)pyridine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 2-methyl-6-(phenylethynyl)pyridine
ChEBI ID CHEBI:64159
Definition A methylpyridine that coinsists of 2-methylp[yridine bearing an additional phenylethynyl group at position 6. Potent and highly selective non-competitive antagonist at the mGlu5 receptor subtype (IC50 = 36 nM) and a positive allosteric modulator at mGlu4 receptors. Centrally active following systemic administration in vivo. Reverses mechanical hyperalgesia in the inflamed rat hind paw.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C14H11N
Net Charge 0
Average Mass 193.24380
Monoisotopic Mass 193.08915
InChI InChI=1S/C14H11N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-9H,1H3
InChIKey NEWKHUASLBMWRE-UHFFFAOYSA-N
SMILES Cc1cccc(n1)C#Cc1ccccc1
Roles Classification
Biological Role(s): metabotropic glutamate receptor antagonist
An antagonist at the metabotropic glutamate receptor.
Application(s): anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) has parent hydride acetylene (CHEBI:27518)
2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) has role anxiolytic drug (CHEBI:35474)
2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) has role metabotropic glutamate receptor antagonist (CHEBI:63963)
2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) is a acetylenic compound (CHEBI:73474)
2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) is a methylpyridines (CHEBI:25340)
2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159) is conjugate base of 2-methyl-6-(phenylethynyl)pyridinium(1+) (CHEBI:64160)
Incoming 2-methyl-6-(phenylethynyl)pyridinium(1+) (CHEBI:64160) is conjugate acid of 2-methyl-6-(phenylethynyl)pyridine (CHEBI:64159)
IUPAC Name
2-methyl-6-(phenylethynyl)pyridine
Synonyms Sources
6-Methyl-2-(phenylethynyl)pyridine ChemIDplus
MPEP ChemIDplus
Manual Xref Database
LSM-4678 LINCS
View more database links
Registry Numbers Types Sources
140513 Reaxys Registry Number Reaxys
219911-35-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20579001 PubMed citation Europe PMC
21069781 PubMed citation Europe PMC
21255635 PubMed citation Europe PMC
21656124 PubMed citation Europe PMC
21833506 PubMed citation Europe PMC
21896278 PubMed citation Europe PMC
21964032 PubMed citation Europe PMC
21971021 PubMed citation Europe PMC
22034224 PubMed citation Europe PMC
22079159 PubMed citation Europe PMC
22172929 PubMed citation Europe PMC
22261382 PubMed citation Europe PMC
22267204 PubMed citation Europe PMC
Last Modified
25 February 2016