10056. Xanomeline
Nomenclature
CAS number: 131986-45-3
3-[4-(Hexyloxy)-1,2,5-thiadiazol-3-yl]-1,2,5,6-tetrahydro-1-methylpyridine. C14H23N3OS; mol wt 281.42.
C 59.75%, H 8.24%, N 14.93%, O 5.69%, S 11.39%.
Description and references
Selective muscarinic M1-receptor agonist. Prepn: P. Sauerberg, P. H. Olesen, EP 384288 (1990 to Ferrosan); eidem, US 5043345 (1991 to Novo Nordisk); eidem et al., J. Med. Chem. 35, 2274 (1992). Prepn of crystalline tartrate: L. M. Osborne et al., WO 9429303 (1994 to Novo Nordisk). Muscarinic receptor binding study: H. E. Shannon et al., J. Pharmacol. Exp. Ther. 269, 271 (1994). Pharmacology: F. P. Bymaster et al., ibid. 282. HPLC determn in plasma: C. L. Hamilton et al., J. Chromatogr. 613, 365 (1993).
Derivative
Oxalate.Nomenclature
CAS number: 141064-23-5
C14H23N3OS.C2H2O4; mol wt 371.45.
C 51.74%, H 6.78%, N 11.31%, O 21.54%, S 8.63%.
Properties
Crystals from acetone, mp 148°.Derivative
(+)-l-Hydrogen tartrate.Nomenclature
CAS number: 152854-19-8
Xanomeline tartrate; LY-246708; NNC-11-0232; Lomeron (Lilly); Memcor (Lilly). C14H23N3OS.C4H6O6; mol wt 431.50.
C 50.10%, H 6.77%, N 9.74%, O 25.95%, S 7.43%.
Properties
Crystals from 2-propanol, mp 95.5°.Therapeutic Category
Cholinergic; nootropic.
Keywords
Cholinergic; Nootropic