SIB-1893

SIB-1893
Systematic (IUPAC) name
(E)-2-methyl-6-(2-phenylethenyl)pyridine
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 6266-99-5 Y
ATC code  ?
PubChem CID 235382
ChEMBL CHEMBL88612 N
Chemical data
Formula C14H13N 
Mol. mass 195.259 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

SIB-1893 is a drug used in scientific research which was one of the first compounds developed that acts as a selective antagonist for the metabotropic glutamate receptor subtype mGluR5.[1] It has anticonvulsant and neuroprotective effects,[2] and reduces glutamate release.[3] It has also been found to act as a positive allosteric modulator of mGluR4.[4]

References

  1. ^ Varney MA, Cosford ND, Jachec C, Rao SP, Sacaan A, Lin FF, Bleicher L, Santori EM, Flor PJ, Allgeier H, Gasparini F, Kuhn R, Hess SD, Veliçelebi G, Johnson EC (July 1999). "SIB-1757 and SIB-1893: selective, noncompetitive antagonists of metabotropic glutamate receptor type 5". The Journal of Pharmacology and Experimental Therapeutics 290 (1): 170–81. PMID 10381773. 
  2. ^ Chapman AG, Nanan K, Williams M, Meldrum BS (July 2000). "Anticonvulsant activity of two metabotropic glutamate group I antagonists selective for the mGlu5 receptor: 2-methyl-6-(phenylethynyl)-pyridine (MPEP), and (E)-6-methyl-2-styryl-pyridine (SIB 1893)". Neuropharmacology 39 (9): 1567–74. doi:10.1016/S0028-3908(99)00242-7. PMID 10854901. 
  3. ^ Wang SJ, Sihra TS (June 2004). "Noncompetitive metabotropic glutamate5 receptor antagonist (E)-2-methyl-6-styryl-pyridine (SIB1893) depresses glutamate release through inhibition of voltage-dependent Ca2+ entry in rat cerebrocortical nerve terminals (synaptosomes)". The Journal of Pharmacology and Experimental Therapeutics 309 (3): 951–8. doi:10.1124/jpet.103.064881. PMID 14982967. 
  4. ^ Mathiesen JM, Svendsen N, Bräuner-Osborne H, Thomsen C, Ramirez MT (March 2003). "Positive allosteric modulation of the human metabotropic glutamate receptor 4 (hmGluR4) by SIB-1893 and MPEP". British Journal of Pharmacology 138 (6): 1026–30. doi:10.1038/sj.bjp.0705159. PMC 1573757. PMID 12684257. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1573757.