Thiopropazate
Title: Thiopropazate
CAS Registry Number: 84-06-0
CAS Name: 4-[3-(2-Chlorophenothiazin-10-yl)propyl]-1-piperazineethanol acetate
Additional Names: 2-chloro-10-[3-[1-(2-acetoxyethyl)-4-piperazinyl]propyl]phenothiazine; 10-[3-[1-(2-acetoxyethyl)-4-piperazinyl]propyl]-2-chlorophenothiazine; N-(b-acetoxyethyl)-N¢-[g-(2¢-chloro-10¢-phenothiazinyl)propyl]piperazine; 1-(2-acetoxyethyl)-4-[3-(2-chloro-10-phenothiazinyl)propyl]piperazine
Molecular Formula: C23H28ClN3O2S
Molecular Weight: 446.01
Percent Composition: C 61.94%, H 6.33%, Cl 7.95%, N 9.42%, O 7.17%, S 7.19%
Literature References: Prepd from 2-chloro-10-(g-chloropropyl)phenothiazine and piperazine in butanone followed by treatment with b-bromoethyl acetate in toluene: Cusic, US 2766235 (1956); Anderson et al., Arzneim.-Forsch. 12, 937 (1962).
Properties: Free base, bp0.1 214-218°. Sol in ether.
Boiling point: bp0.1 214-218°
 
Derivative Type: Dihydrochloride
CAS Registry Number: 146-28-1
Trademarks: Dartal (Searle); Dartalan (Searle)
Molecular Formula: C23H28ClN3O2S.2HCl
Molecular Weight: 518.93
Percent Composition: C 53.23%, H 5.83%, Cl 20.50%, N 8.10%, O 6.17%, S 6.18%
Properties: Crystals from 95% ethanol, dec 223-229°. Freely sol in water; much less sol in alc, chloroform; almost insol in ether.
 
Derivative Type: Dimaleate
CAS Registry Number: 104999-18-0
Molecular Formula: C23H28ClN3O2S.2C4H4O4
Molecular Weight: 678.15
Percent Composition: C 54.90%, H 5.35%, Cl 5.23%, N 6.20%, O 23.59%, S 4.73%
Properties: Crystals from methanol + ethanol, mp 167-169°.
Melting point: mp 167-169°
 
Therap-Cat: Antipsychotic.
Keywords: Antipsychotic; Phenothiazines.

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