1233. Biperiden

Nomenclature

CAS number: 514-65-8
α-Bicyclo[2.2.1]hept-5-en-2-yl-α-phenyl-1-piperidinepropanol; α-5-norbornen-2-yl-α-phenyl-1-piperidinepropanol; 3-piperidino-1-phenyl-1-bicycloheptenyl-1-propanol; 1-bicycloheptenyl-1-phenyl-3-piperidinopropanol; 3-piperidino-1-phenyl-(Δ5-bicyclo[2.2.1]hepten-2-yl)-1-propanol; KL-373.
C21H29NO; mol wt 311.46.
C 80.98%, H 9.38%, N 4.50%, O 5.14%.

Description and references

Prepn: W. Klavehn, US 2789110 (1957 to Knoll). Toxicology study: C. Hanna, Toxicol. Appl. Pharmacol. 2, 379 (1960).

Chemical structure

Properties

Crystals, mp 101°. Difficultly sol in water; slightly sol in ethanol; readily sol in methanol. LD50 in mice (mg/kg): 195 s.c., 56 i.v. (Klavehn).

Derivative

Hydrochloride.

Nomenclature

CAS number: 1235-82-1
Akineton (Knoll); Akinophyl (Knoll).
C21H29NO.HCl; mol wt 347.92.
C 72.50%, H 8.69%, N 4.03%, O 4.60%, Cl 10.19%.

Properties

Fluffy white powder, mp 238°. Soly in water (mg/100 ml) at 30°: 220 (pH 3.8), 280 (pH 5.5), 290 (pH 6.7), 264 (pH 7.9), 244 (9.2-10.1). LD50 in rats, dogs (mg/kg): 750, 340 orally (Hanna).

Therapeutic Category

Antiparkinsonian.

Keywords

Antiparkinsonian; Antimuscarinic