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CAS No 50-52-2 , 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine

  • Name: 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine
  • Synonyms: Thioridazin;Mellaril; Mellerets; Meleril; Malloryl; Mellerette; Melleril;10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine; Melleretten; Mallorol;
  • CAS Registry Number:
  • Boiling Point: 230 DEG C @ 0.02 MM HG
  • Density: 1.237 g/cm3
  • Safety Statements: Human poison by ingestion. Experimental poison by ingestion, subcutaneous, and intraperitoneal routes. Human systemic effects by ingestion: heart rate change, muscle contraction or spasticity, parasympatholytic, toxic psychosis, visual field and retinal changes. Human reproductive effects. Experimental reproductive effects. Mutation data reported. An antipsychotic and sedative. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • EINECS: 200-044-2
  • Molecular Weight: 370.57454
  • InchiKey: KLBQZWRITKRQQV-UHFFFAOYSA-N
  • InChI: InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-
    21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
  • Molecular Formula: C21H26N2S2
  • Molecular Structure:CAS No:50-52-2 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine

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References of 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine
Title: Thioridazine
CAS Registry Number: 50-52-2
CAS Name: 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylthio)-10H-phenothiazine
Synonyms: 2-methylmercapto-10-[2-(N-methyl-2-piperidyl)ethyl]phenothiazine; 3-methylmercapto-N-[2￠-(N￠-methyl-2-piperidyl)ethyl]phenothiazine
Molecular Formula: C21H26N2S2
Molecular Weight: 370.57
Percent Composition: C 68.06%, H 7.07%, N 7.56%, S 17.31%
Literature References: Dopamine receptor blocker; parent compound of sulforidazine and mesoridazine, q.q.v. Prepn: Bourquin et al., Helv. Chim. Acta 41, 1072 (1958). Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Effect on dopaminergic function: D. M. Niedzwiecki et al., J. Pharmacol. Exp. Ther. 228, 636 (1984); C. D. Kilts et al., ibid. 231, 334 (1984). GLC determn in plasma: E. C. Dinovo et al., J. Pharm. Sci. 65, 667 (1976). HPLC sepn of isomers: R. Whelpton et al., J. Chromatogr. 426, 223 (1988). Clinical evaluation: R. Axelsson et al., Curr. Ther. Res. 21, 587 (1977). Comprehensive description: E. M. Abdel-Moety, K. A. Al-Rashood, Anal. Profiles Drug Subs. 18, 459-525 (1989).
Properties: Crystals from acetone, mp 72-74°. bp0.02 230°. uv max (95% ethanol): 263, 314 nm (e 38172, 4595); (0.1N HCl): 230, 263 nm (e 20939, 45954); (0.1 N NaOH): 313 nm (e 5226). pKa 9.5. Sol in alcohol (1 in 6), chloroform (1 in 0.81), ether (1 in 3); freely sol in dehydrated alcohol. Insol in water. LD50 orally in rats: 995 ±39 mg/kg (Goldenthal).
Melting point: mp 72-74°
Boiling point: bp0.02 230°
pKa: pKa 9.5
Absorption maximum: uv max (95% ethanol): 263, 314 nm (e 38172, 4595); (0.1N HCl): 230, 263 nm (e 20939, 45954); (0.1 N NaOH): 313 nm (e 5226)
Toxicity data: LD50 orally in rats: 995 ±39 mg/kg (Goldenthal)
 
Derivative Type: Hydrochloride
CAS Registry Number: 130-61-0
Manufacturers' Codes: TP-21
Trademarks: Aldazine (Alphapharm); Mellaril (Novartis); Melleretten (Novartis); Melleril (Novartis); Mallorol (Novartis); Novoridazine (Novopharm); Orsanil (Orion); Ridazin (Taro); Stalleril (Pharmacal)
Molecular Formula: C21H26N2S2.HCl
Molecular Weight: 407.04
Percent Composition: C 61.97%, H 6.69%, N 6.88%, S 15.76%, Cl 8.71%
Properties: Crystals from acetone, mp 158-160°. uv max (water): 262, 310 nm (e 41842, 3215); (95% ethanol): 264, 310 nm (e 41598, 3256); (0.1N HCl): 264, 305 nm (e 42371, 5495); (0.1N NaOH): 263 nm (e 18392). Sol in water (1 in 9); freely sol in ethanol (1 in 10), methanol, chloroform (1 in 5). Insol in ether.
Melting point: mp 158-160°
Absorption maximum: uv max (water): 262, 310 nm (e 41842, 3215); (95% ethanol): 264, 310 nm (e 41598, 3256); (0.1N HCl): 264, 305 nm (e 42371, 5495); (0.1N NaOH): 263 nm (e 18392)
 
Therap-Cat: Antipsychotic.
Keywords: Antipsychotic; Phenothiazines.