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2-methyl-6-(phenylethynyl)pyridine
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.


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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > antagonist [CHEBI:48706] > metabotropic glutamate receptor antagonist [CHEBI:63963]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 antagonist [CHEBI:48706] (126) 
 metabotropic glutamate receptor antagonist [CHEBI:63963] (3) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 central nervous system drug [CHEBI:35470] (217) 
 psychotropic drug [CHEBI:35471] (130) 
 tranquilizing drug [CHEBI:35473] (83) 
 anxiolytic drug [CHEBI:35474] (31) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 acetylenic compound [CHEBI:73474] (106) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 monocyclic compound [CHEBI:33661] (2007) 
 heteromonocyclic compound [CHEBI:33670] (2004) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 heteromonocyclic compound [CHEBI:33670] (2004) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridines [CHEBI:26421] (254) 
 methylpyridines [CHEBI:25340] (21) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
 acetylenic compound [CHEBI:73474] (106) 
 2-methyl-6-(phenylethynyl)pyridine [CHEBI:64159] (1)
ChEBI Compound Accession Identifier  [CHEBI:64159]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  64159
ChEBI InChI Value  InChI=1S/C14H11N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-9H,1H3
ChEBI InChIKey Value  NEWKHUASLBMWRE-UHFFFAOYSA-N
ChEBI Compound Name  2-methyl-6-(phenylethynyl)pyridine
ChEBI SMILES Value  Cc1cccc(n1)C#Cc1ccccc1
ChEBI Substance ID  135610598
ChEBI URL  ChEBI:64159
ChemSpider ID  2291589
Ontomatica Chemical Accession Key (OnChAKey)  NEWKHUASLBMWRE_UHFFFAOYSA_N_000_000000
PubChem Compound ID  3025961