Ethopropazine
Title: Ethopropazine
CAS Registry Number: 522-00-9
CAS Name: N,N-Diethyl-a-methyl-10H-phenothiazine-10-ethanamine
Additional Names: 10-(2-diethylaminopropyl)phenothiazine; 10-(2-diethylamino-2-methylethyl)phenothiazine; 2-diethylamino-1-propyl-N-dibenzoparathiazine; phenopropazine; profenamine
Manufacturers' Codes: RP-3356; W-483
Trademarks: Isothazine; Isothiazine; Parkin (Yoshitomi)
Molecular Formula: C19H24N2S
Molecular Weight: 312.47
Percent Composition: C 73.03%, H 7.74%, N 8.97%, S 10.26%
Literature References: Anticholinergic. Prepd from Grignard complexes of diethylaminopropyl halide and phenothiazine: S. S. Berg, J. N. Ashley, US 2607773 (1952 to Rhône-Poulenc). Pharmacology: M. E. Farquharson, R. G. Johnston, Br. J. Pharmacol. 14, 559 (1959). Pharmacokinetics: M. Maboudian-Esfahani, D. R. Brocks, Biopharm. Drug Dispos. 20, 159 (1999). HPLC determn in plasma: eidem, J. Chromatogr. B 715, 417 (1998).
Properties: Crystals, mp 53-55°. Usually obtained as an oil because of contamination with 10-(2-diethylamino-1-methylethyl)phenothiazine.
Melting point: mp 53-55°
 
Derivative Type: Hydrochloride
CAS Registry Number: 1094-08-2
Trademarks: Dibutil (Bayer); Lysivane (M & B); Pardisol; Parphezein; Parphezin; Parsidol (Warner-Chilcott; Specia); Parsitan; Parsotil; Rodipal
Molecular Formula: C19H24N2S.HCl
Molecular Weight: 348.93
Percent Composition: C 65.40%, H 7.22%, N 8.03%, S 9.19%, Cl 10.16%
Properties: Crystals from ethylene dichloride, mp 223-225° (some decompn). Lower melting points reported are caused by admixture with 10-(2-diethylamino-1-methylethyl)phenothiazine-HCl which melts at 166-168°. One gram dissolves in 400 ml water at 20°, in 20 ml water at 40°. Sol in ethanol, chloroform. Soly in abs ethanol at 25° = 1.0 g/30 ml. Sparingly sol in acetone. Practically insol in ether, benzene. pH of a 5% aq soln is about 5.8. LD50 s.c. in mice: 670 mg/kg (Farquharson, Johnston).
Melting point: mp 223-225° (some decompn)
Toxicity data: LD50 s.c. in mice: 670 mg/kg (Farquharson, Johnston)
 
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Antimuscarinic.

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