Chlorpromazine
Structural Formula Vector Image
Title: Chlorpromazine
CAS Registry Number: 50-53-3
CAS Name: 2-Chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine
Additional Names: 2-chloro-10-(3-dimethylaminopropyl)phenothiazine; 3-chloro-10-(3-dimethylaminopropyl)phenothiazine; N-(3-dimethylaminopropyl)-3-chlorophenothiazine
Manufacturers' Codes: 2601-A; HL-5746; RP-4560; SKF-2601-A
Molecular Formula: C17H19ClN2S
Molecular Weight: 318.86
Percent Composition: C 64.03%, H 6.01%, Cl 11.12%, N 8.79%, S 10.06%
Literature References: Prepn: Charpentier et al., Compt. Rend. 235, 59 (1952); Charpentier, US 2645640 (1953 to Rhône-Poulenc). Effects of neuroleptics on dopamine receptors: N.-E. Anden et al., Eur. J. Pharmacol. 11, 303 (1970). Toxicity study: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Review of analytical methods for determn in pharmaceutical prepns: L. F. S. Chagonda, J. S. Millership, J. Pharm. Biomed. Anal. 7, 271-278 (1989). Brief historical review: G. Curzon, Trends Pharmacol. Sci. 11, 61-63 (1990).
Properties: Oily liq. Amine odor. Alkaline reaction. bp0.8 200-205°.
Boiling point: bp0.8 200-205°
 
Derivative Type: Hydrochloride
CAS Registry Number: 69-09-0
Trademarks: Ampliactil (Aventis); Amplictil (Aventis); Chloractil (DDSA); Chlorazin (Streuli); Contomin (Takeda); Fenactil (Jelfa); Hibernal (Aventis); Largactil (Aventis); Plegomazin (Servier); Promacid (CID); Promactil (Combiphar); Propaphenin (Rodleben); Prozin (Lusofarmaco); Taroctyl (Taro); Thorazine (GSK); Wintermin (Shionogi)
Molecular Formula: C17H19ClN2S.HCl
Molecular Weight: 355.33
Percent Composition: C 57.46%, H 5.67%, Cl 19.95%, N 7.88%, S 9.02%
Properties: Crystals, dec 179-180° (capillary); 194-196° (microblock). uv curve: Neuhoff, Auterhoff, Arch. Pharm. 288, 400 (1955). pH of 5% aq soln 4.0-5.5. One gram dissolves in 2.5 ml water. Sol in methanol, ethanol, chloroform. Practically insol in ether, benzene. Slightly acid to litmus. LD50 orally in rats: 225 mg/kg (Goldenthal).
Toxicity data: LD50 orally in rats: 225 mg/kg (Goldenthal)
 
Therap-Cat: Antiemetic; antipsychotic.
Therap-Cat-Vet: Antiemetic; tranquilizer.
Keywords: Antiemetic; Antipsychotic; Phenothiazines.

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