Apoatropine

Title: Apoatropine
CAS Registry Number: 500-55-0
CAS Name: endo-a-Methylenebenzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
Additional Names: 1aH,5aH-tropan-3a-ol atropate; atropamine; atropyltropeine
Molecular Formula: C17H21NO2
Molecular Weight: 271.35
Percent Composition: C 75.25%, H 7.80%, N 5.16%, O 11.79%
Literature References: Anticholinergic. Occurs in root of Atropa belladonna L., Solanaceae. Also obtained from atropine by splitting off water or by total synthesis: Ladenburg, Ann. 217, 102 (1883); Merck, Arch. Pharm. 230, 134 (1892); 231, 110 (1893); Hesse, Ann. 261, 87 (1891); 271, 124 (1892); 277, 290 (1893). Isoln by chromatography: Steinegger, Phokas, Pharm. Acta Helv. 31, 284 (1956).
Properties: Prisms from chloroform, mp 62°. Absorption spectrum: Gompel, Henri, Compt. Rend. 156, 1543 (1913). Freely sol in alcohol, ether, chloroform, benzene, carbon disulfide; slightly in petr ether, isoamyl alcohol. Almost insol in water.
Melting point: mp 62°
Derivative Type: Hydrochloride
Molecular Formula: C17H21NO2.HCl
Molecular Weight: 307.82
Percent Composition: C 66.33%, H 7.20%, N 4.55%, O 10.40%, Cl 11.52%
Properties: Scales, mp 239°. Sol in hot water; sparingly sol in alc, acetone. Nearly insol in ether.
Melting point: mp 239°
Derivative Type: Sulfate pentahydrate
Molecular Formula: (C17H21NO2)2.H2SO4.5H2O
Molecular Weight: 730.86
Percent Composition: C 55.87%, H 7.45%, N 3.83%, O 28.46%, S 4.39%
Properties: Crystals, sparingly sol in water.
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