Prochlorperazine
Title: Prochlorperazine
CAS Registry Number: 58-38-8
CAS Name: 2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine
Additional Names: 3-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine; 2-chloro-10-[3-(1-methyl-4-piperazinyl)propyl]phenothiazine; N-[g-(4¢-methylpiperazinyl-1¢)propyl]-3-chlorophenothiazine; chlormeprazine; prochlorpemazine; proclorperazine
Manufacturers' Codes: Bayer A 173; RP-6140; SKF-4657
Molecular Formula: C20H24ClN3S
Molecular Weight: 373.94
Percent Composition: C 64.24%, H 6.47%, Cl 9.48%, N 11.24%, S 8.57%
Literature References: Prepn: R. J. Horclois, GB 780193; FR 1167627; US 2902484 (1957, 1958, 1959 all to Rhône-Poulenc). Pharmacology and toxicity: S. Courvoisier et al., C.R. Seances Soc. Biol. Ses Fil. 152, 1371 (1958). Pharmacokinetics: W. B. Taylor, D. N. Bateman, Br. J. Clin. Pharmacol. 23, 137 (1987). Clinical efficacy as antiemetic and antipsychotic: J. Lapierre et al., Can. Psychiatr. Assoc. J. 14, 267 (1969). Clinical trial in treatment of nausea, dizziness and vertigo: A. E. Ward, Br. J. Clin. Pract. 42, 228 (1988).
 
Derivative Type: Dimaleate
CAS Registry Number: 84-02-6
Trademarks: Buccastem (Reckitt Benckiser); Compazine (GSK); Meterazine; Stemetil (Aventis); Vertigon (GSK)
Molecular Formula: C20H24ClN3S.2C4H4O4
Molecular Weight: 606.09
Percent Composition: C 55.49%, H 5.32%, Cl 5.85%, N 6.93%, S 5.29%, O 21.12%
Properties: Minute crystals, mp 228°. Very slightly sol in water (<0.1% at 20°). Slightly sol in methanol, ethanol. Practically insol in ether, benzene, chloroform. LD50 in mice (mg/kg): 400 s.c.; 120 i.p.; 90 i.v., 400 orally (Courvoisier).
Melting point: mp 228°
Toxicity data: LD50 in mice (mg/kg): 400 s.c.; 120 i.p.; 90 i.v., 400 orally (Courvoisier)
 
Derivative Type: Dimethanesulfonate
CAS Registry Number: 51888-09-6
Additional Names: Prochlorperazine mesylate
Trademarks: Novamin (Shionogi); Tementil (Aventis)
Molecular Formula: C20H24ClN3S.2CH4O3S
Molecular Weight: 566.15
Percent Composition: C 46.67%, H 5.70%, Cl 6.26%, N 7.42%, S 16.99%, O 16.96%
 
Therap-Cat: Antiemetic; antipsychotic. In treatment of vertigo.
Therap-Cat-Vet: Antiemetic.
Keywords: Antiemetic; Antipsychotic; Phenothiazines.

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