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

ChEBI IDCHEBI:64159
ChEBI Name2-methyl-6-(phenylethynyl)pyridine
Stars
DefinitionA 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.
Last Modified25 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC14H11N
Net Charge0
Average Mass193.249
Monoisotopic Mass193.08915
SMILESCc1cccc(C#Cc2ccccc2)n1
InChIInChI=1S/C14H11N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-9H,1H3
InChIKeyNEWKHUASLBMWRE-UHFFFAOYSA-N
Roles Classification
Biological Role:
metabotropic glutamate receptor antagonist  An antagonist at the metabotropic glutamate receptor.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
6-Methyl-2-(phenylethynyl)pyridineChemIDplus
MPEPChemIDplus
Manual XrefsDatabases
LSM-4678LINCS
Registry NumbersSources
Reaxys:140513Reaxys
CAS:219911-35-0ChemIDplus
Citations