Naphthylvinylpyridine

Naphthylvinylpyridine
Names
Preferred IUPAC name
4-[(E)-2-(Naphthalen-1-yl)ethen-1-yl]pyridine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.203.347 Edit this at Wikidata
MeSH D009286
UNII
  • InChI=1S/C17H13N/c1-2-7-17-15(4-1)5-3-6-16(17)9-8-14-10-12-18-13-11-14/h1-13H/b9-8+
    Key: FLKDRTOVVLNOLV-CMDGGOBGSA-N
  • C1=CC=C2C(=C1)C=CC=C2/C=C/C3=CC=NC=C3
Properties
C17H13N
Molar mass 231.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Naphthylvinylpyridine (NVP) is a naphthalene derivative that possesses anticholinergic activity similar to that of atropine. However, NVP's method of acetylcholine (ACh) antagonism involves inhibiting the enzyme choline acetyltransferase.[1]

Several NVP derivatives have been synthesized and evaluated for their ability to inhibit choline acetyltransferase and protect against nerve toxins.[2][3]

References

  1. ^ Haubrich, DR; Goldberg, ME (1975). "Homovanillic acid concentration in the rat brain: Effect of a choline acetyltransferase inhibitor and comparison with cholinergic and dopaminergic agents". Neuropharmacology. 14 (3). Squibb Institute for Medical Research: 211–214. doi:10.1016/0028-3908(75)90007-6. PMID 1134625. S2CID 28216329.
  2. ^ Cozzari, Costantino; Hartman, BK (1983). "Synthesis of a naphthylvinylpyridine derivative and its use for affinity chromatography of choline acetyltransferase". Analytical Biochemistry. 133 (1). Department of Psychiatry and Neurobiology, Washington University School of Medicine: 120–125. doi:10.1016/0003-2697(83)90231-2. PMID 6638474.
  3. ^ Gray, AP; Henderson, TR (1988). "Approaches to protection against nerve agent poisoning". J Med Chem. 31 (4). Dynamac Corporation: 807–814. doi:10.1021/jm00399a022. PMID 3351860.


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