Mexiletine
Title: Mexiletine
CAS Registry Number: 31828-71-4
CAS Name: 1-(2,6-Dimethylphenoxy)-2-propanamine
Additional Names: 1-(2,6-xylyloxy)-2-propylamine; 1-(2¢,6¢-dimethylphenoxy)-2-aminopropane; 1-methyl-2-(2,6-xylyloxy)ethylamine
Molecular Formula: C11H17NO
Molecular Weight: 179.26
Percent Composition: C 73.70%, H 9.56%, N 7.81%, O 8.93%
Literature References: Prepn: FR 1551055; H. Köppe et al., US 3954872 (1968, 1976 both to Boehringer, Ing.). Pharmacology: B. N. Singh, E. M. Vaughan Williams, Br. J. Pharmacol. 44, 1 (1972); J. D. Allen et al., ibid. 45, 561 (1972). Characterization of metabolites by mass spec and 13C-NMR: K. N. Scott et al., Drug Metab. Dispos. 1, 506 (1973). Toxicological study: A. Kast et al., Iyakuhin Kenkyu 13, 922 (1982), C.A. 97, 192878q (1982). Comprehensive description: M. A. Abounassif et al., Anal. Profiles Drug Subs. 20, 433-474 (1991). Review of pharmacology and clinical efficacy in arrhythmia: C. Y. C. Chew et al., Drugs 17, 161-181 (1979); in diabetic neuropathy: B. Jarvis, A. J. Coukell, ibid. 56, 691-707 (1998).
 
Derivative Type: Hydrochloride
CAS Registry Number: 5370-01-4
Manufacturers' Codes: Ko-1173
Trademarks: Mexitil (Boehringer, Ing.); Ritalmex (Alkaloida)
Molecular Formula: C11H17NO.HCl
Molecular Weight: 215.72
Percent Composition: C 61.24%, H 8.41%, N 6.49%, O 7.42%, Cl 16.43%
Properties: White to off-white crystals from ethanol-ether, mp 203-205°. pKa: 9.0. Slightly bitter taste. Freely sol in water, alcohol. LD50 in male, female rats, mice, rabbits (mg/kg): 350, 400, 310, 400, 180, 160 orally; in male, female rats, mice (mg/kg): 27, 30, 43, 50 i.v. (Kast).
Melting point: mp 203-205°
pKa: pKa: 9.0
Toxicity data: LD50 in male, female rats, mice, rabbits (mg/kg): 350, 400, 310, 400, 180, 160 orally; in male, female rats, mice (mg/kg): 27, 30, 43, 50 i.v. (Kast)
 
Therap-Cat: Antiarrhythmic (class IB).
Keywords: Antiarrhythmic.

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