Naphthylvinylpyridine

Naphthylvinylpyridine
Names
	IUPAC name 4-[(E)-2-naphthalen-1-ylethenyl]pyridine
Identifiers
CAS Number	16375-56-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	4584076;
ECHA InfoCard	100.203.347
MeSH	D009286
PubChem CID	5475238;
	InChI 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;
	SMILES C1=CC=C2C(=C1)C=CC=C2/C=C/C3=CC=NC=C3;
Properties
Chemical formula	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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	Infobox references

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

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. Squibb Institute for Medical Research. 14 (3): 211–214. doi:10.1016/0028-3908(75)90007-6. PMID 1134625.
Cozzari, Costantino; Hartman, BK (1983). "Synthesis of a naphthylvinylpyridine derivative and its use for affinity chromatography of choline acetyltransferase". Analytical Biochemistry. Department of Psychiatry and Neurobiology, Washington University School of Medicine. 133 (1): 120–125. doi:10.1016/0003-2697(83)90231-2.
Gray, AP; Henderson, TR (1988). "Approaches to protection against nerve agent poisoning". J Med Chem. Dynamac Corporation. 31 (4): 807–814. doi:10.1021/jm00399a022. PMID 3351860.

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[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. Squibb Institute for Medical Research. 14 (3): 211–214. doi:10.1016/0028-3908(75)90007-6. PMID 1134625.

[2] Cozzari, Costantino; Hartman, BK (1983). "Synthesis of a naphthylvinylpyridine derivative and its use for affinity chromatography of choline acetyltransferase". Analytical Biochemistry. Department of Psychiatry and Neurobiology, Washington University School of Medicine. 133 (1): 120–125. doi:10.1016/0003-2697(83)90231-2.

[3] Gray, AP; Henderson, TR (1988). "Approaches to protection against nerve agent poisoning". J Med Chem. Dynamac Corporation. 31 (4): 807–814. doi:10.1021/jm00399a022. PMID 3351860.