Clemastine
Title: Clemastine
CAS Registry Number: 15686-51-8
CAS Name: (2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
Additional Names: (+)-2-[2-[(p-chloro-a-methyl-a-phenylbenzyl)oxy]ethyl]-1-methylpyrrolidine; 1-methyl-2-[2-(a-methyl-p-chlorobenzhydryloxy)ethyl]pyrrolidine; 1-methyl-2-[2-(methyl-p-chlorodiphenylmethyloxy)ethyl]pyrrolidine; meclastine
Molecular Formula: C21H26ClNO
Molecular Weight: 343.89
Percent Composition: C 73.34%, H 7.62%, Cl 10.31%, N 4.07%, O 4.65%
Literature References: Prepn: GB 942152 (1963 to Sandoz). Synthesis and abs config: A. Ebnöther, H. P. Weber, Helv. Chim. Acta 59, 2462 (1976). Pharmacology and toxicology of the hydrogen fumarate: Weidmann et al., Boll. Chim. Farm. 106, 467 (1967). HPLC determn in plasma: V. Horváth et al., J. Chromatogr. B 816, 153 (2005).
Properties: Free base, bp0.02 154°. nD22 1.5582. [a]D20 +33.6° (ethanol).
Boiling point: bp0.02 154°
Optical Rotation: [a]D20 +33.6° (ethanol)
Index of refraction: nD22 1.5582
 
Derivative Type: Hydrogen fumarate
CAS Registry Number: 14976-57-9
Manufacturers' Codes: HS-592
Trademarks: Aloginan (Tobishi); Alphamin (SS Pharm.); Anhistan (Nippon Zoki); Fuluminol (Tatsumi); Inbestan (Maruko); Kinotomin (Toa Eiyo); Lacretin (Tokyo Tanabe); Lecasol (Kaken); Maikohis (Nichiiko); Mallermin-F (Taiyo); Marsthine (Towa Yakuhin); Masletine (Sioe); Piloral (Nippon Kayaku); Reconin (Toyama); Tavegil (Novartis); Tavegyl (Novartis); Tavist (Novartis); Telgin-G (Takeda); Trabest (Hoei); Xolamin (Sanko)
Molecular Formula: C25H30ClNO5
Molecular Weight: 459.96
Percent Composition: C 65.28%, H 6.57%, Cl 7.71%, N 3.05%, O 17.39%
Properties: mp 177-178°. [a]D21 +16.9° (methanol). LD50 in mice, rats (mg/kg): 730, 3550 orally; 43, 82 i.v. (Weimann).
Melting point: mp 177-178°
Optical Rotation: [a]D21 +16.9° (methanol)
Toxicity data: LD50 in mice, rats (mg/kg): 730, 3550 orally; 43, 82 i.v. (Weimann)
 
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic; Aminoalkylethers.

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