SIB-1893

Last updated
SIB-1893
SIB-1893.svg
Identifiers
  • (E)-2-methyl-6-(2-phenylethenyl)pyridine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H13N
Molar mass 195.265 g·mol−1
3D model (JSmol)
  • c1ccccc1\C=C\c(nc2C)ccc2
  • InChI=1S/C14H13N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-11H,1H3/b11-10+ X mark.svgN
  • Key:SISOFUCTXZKSOQ-ZHACJKMWSA-N X mark.svgN
 X mark.svgNYes check.svgY  (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. S2CID   21528282.
  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. S2CID   800526.
  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.


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