Structural Formula Vector Image
Title: Levomepate
CAS Registry Number: 428-07-9
CAS Name: [3(S)-endo]-a-(Hydroxymethyl)-a-methylbenzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
Additional Names: 1aH,5aH-tropan-3a-ol (-)-2-methyl-2-phenylhydracrylate (ester); (-)-2-methyl-2-phenylhydracrylic acid 3a-tropanyl ester; (-)-a-methylhyoscyamine; 3a-tropanyl (-)-2-methyl-2-phenylhydracrylate; tropine (-)-a-methyltropate
Molecular Formula: C18H25NO3
Molecular Weight: 303.40
Percent Composition: C 71.26%, H 8.31%, N 4.62%, O 15.82%
Literature References: Prepd from tropine and (-)-b-acetoxy-a-methyl-a-phenylpropionyl chloride: Vecchi et al., GB 874015 (1959 to Lepetit); Melone et al., J. Org. Chem. 25, 859 (1960). Pharmacology: Bianchi et al., Toxicol. Appl. Pharmacol. 10, 424 (1967).
Derivative Type: Hydrochloride
Molecular Formula: C18H25NO3.HCl
Molecular Weight: 339.86
Percent Composition: C 63.61%, H 7.71%, N 4.12%, O 14.12%, Cl 10.43%
Properties: Crystals from ethyl acetate, mp 210-212°. [a]D20 -6.8°.
Melting point: mp 210-212°
Optical Rotation: [a]D20 -6.8°
Therap-Cat: Antispasmodic.
Status: This monograph has been retired and is no longer subject to revision or update.

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