Title: Trihexyphenidyl Hydrochloride
CAS Registry Number: 52-49-3
CAS Name: a-Cyclohexyl-a-phenyl-1-piperidinepropanol hydrochloride
Synonyms: 3-(1-piperidyl)-1-cyclohexyl-1-phenyl-1-propanol hydrochloride; 1-phenyl-1-cyclohexyl-3-piperidyl-1-propanol hydrochloride; benzhexol chloride
Trademarks: Aparkane (ICN); Artane (Wyeth); Broflex (Bioglan); Cyclodol; Pacitane (Wyeth); Paralest (Parachemie); Pargitan (Abigo); Parkinane (Wyeth); Parkopan (Hexal); Peragit (AFI); Pipanol (Winthrop); Sedrena (Daiichi); Tremin (Schering-Plough); Triphedinon (Toho); Triphenidyl (Leciva); Tsiklodol
Molecular Formula: C20H32ClNO
Molecular Weight: 337.93
Percent Composition: C 71.08%, H 9.54%, Cl 10.49%, N 4.14%, O 4.73%
Literature References: Anticholinergic. Synthesis: Denton
et al., J. Am. Chem. Soc. 71, 2053 (1949); Adamson, Wilkinson,
US 2682543 (1954 to Burroughs Wellcome); Denton,
US 2716121 (1955 to Am. Cyanamid). Resolution into isomers: Adamson, Duffin,
GB 750156 (1956 to Wellcome Found.).
Properties: Crystals, dec 258.5°. Free base, mp 114.3-115.0°. Soly (g/100 ml): water at 25°, 1.0; alcohol 6; chloroform 5. More sol in methanol; very slightly sol in ether, benzene. pH of a 1% aq soln 5.5-6.0.
Melting point: Free base, mp 114.3-115.0°
Derivative Type: l-Form
Properties: Crystals from isopropyl alc, mp 264°. [a]D20 -30° (c = 0.4 in chloroform). Free base, mp 112-113°. [a]D20 -25° (c = 0.4 in ethanol).
Melting point: mp 264°; Free base, mp 112-113°
Optical Rotation: [a]D20 -30° (c = 0.4 in chloroform); [a]D20 -25° (c = 0.4 in ethanol)
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Antimuscarinic.
