5979. Methixene

Nomenclature

CAS number: 4969-02-2
1-Methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine; 9-(N-methyl-3-piperidylmethyl)thioxanthene.
C20H23NS; mol wt 309.47.
C 77.62%, H 7.49%, N 4.53%, S 10.36%.

Description and references

Anticholinergic. Prepn: Caviezel et al., Pharm. Acta Helv. 33, 447 (1958); J. Schmutz, US 2905590 (1959 to Wander). Metabolism and toxicity study: H. Lehner et al., Arzneim.-Forsch. 14, 89 (1964). Crystal structure: S. S. C. Chu, Acta Crystallogr. B28, 3625 (1972). Spectrofluorimetric determn: F. Belal et al., Anal. Chim. Acta 255, 103 (1991). Comprehensive description: E. M. Abdel-Moety et al., Anal. Profiles Drug Subs. Excip. 22, 317-358 (1993).

Chemical structure

Properties

Slightly yellow viscous liquid, bp0.07 171-175°. Insol in water.

Derivative

Hydrochloride monohydrate.

Nomenclature

CAS number: 7081-40-5
Tremoquil; Methixart (Fuso); Trest (Dorsey); Tremonil (Wander); Tremaril (Wander); Tremarit (Wander); Cholinfall (Tanabe Seiyaku); Methyloxan (Nippon Shoji).
C20H23NS.HCl.H2O; mol wt 363.94.
C 66.00%, H 7.20%, N 3.85%, S 8.81%, Cl 9.74%, O 4.40%.

Properties

Flakes from ether, mp 215-217°. uv max (dil HCl): 268 nm (ε 10250). Sol in water, alcohol, chloroform. Insol in ether.

Therapeutic Category

Antiparkinsonian.

Keywords

Antiparkinsonian; Antimuscarinic