Procyclidine
Title: Procyclidine
CAS Registry Number: 77-37-2
CAS Name: a-Cyclohexyl-a-phenyl-1-pyrrolidinepropanol
Additional Names: 1-cyclohexyl-1-phenyl-3-(1-pyrrolidinyl)-1-propanol; 1-cyclohexyl-1-phenyl-3-pyrrolidino-1-propanol
Molecular Formula: C19H29NO
Molecular Weight: 287.44
Percent Composition: C 79.39%, H 10.17%, N 4.87%, O 5.57%
Literature References: Anticholinergic. Prepn of free base and hydrochloride: Adamson et al., J. Chem. Soc. 1951, 52; Adamson, US 2891890 (1959 to Burroughs Wellcome). Prepn of methochloride: Bottorff, US 2826590 (1958 to Lilly); Harfenist, Magnien, US 2842555 (1958 to Burroughs Wellcome).
Properties: Crystals from petr ether, mp 85.5-86.5°. uv max (0.17% in ethanol): 258.5 nm (e 233).
Melting point: mp 85.5-86.5°
Absorption maximum: uv max (0.17% in ethanol): 258.5 nm (e 233)
 
Derivative Type: Hydrochloride
CAS Registry Number: 1508-76-5
Trademarks: Arpicolin (Rosemont); Kemadrin (Glaxo Wellcome); Osnervan (Glaxo Wellcome)
Molecular Formula: C19H29NO.HCl
Molecular Weight: 323.90
Percent Composition: C 70.45%, H 9.34%, N 4.32%, O 4.94%, Cl 10.95%
Properties: Crystals from ethanol + ethyl acetate, dec 226-227°. Moderately sol in water (about 3.0 g/100 ml); more sol in alcohol, chloroform; very slightly sol in ether.
 
Derivative Type: Methochloride
Additional Names: 1-(3-Cyclohexyl-3-hydroxy-3-phenylpropyl)-1-methylpyrrolidinium chloride; tricyclamol chloride
Trademarks: Lergine
Molecular Formula: C19H29NO.CH3Cl
Molecular Weight: 337.93
Percent Composition: C 71.08%, H 9.54%, N 4.14%, O 4.73%, Cl 10.49%
Properties: Crystals from nitroethane, mp 159-164°. Moderately sol in water, alcohol. Practically insol in ether.
Melting point: mp 159-164°
 
Derivative Type: Methosulfate
Molecular Formula: C21H35NO5S
Molecular Weight: 413.57
Percent Composition: C 60.99%, H 8.53%, N 3.39%, O 19.34%, S 7.75%
Properties: Crystals, mp ~100°. Soluble in water (about 2% at 25°), alcohol. Practically insol in ether.
Melting point: mp ~100°
 
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Antimuscarinic.

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