Home > Name List By 1 > 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin- 1-yl]butan-1-one

CAS No 57648-21-2 , 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-
1-yl]butan-1-one

  • Name: 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-
    1-yl]butan-1-one
  • Synonyms: 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-
    1-yl]butan-1-one; DD 3480; EINECS 260-880-9; Timiperonum [INN-Latin]; 57648-21-2;Tolopelon; Timiperona [INN-Spanish];
  • CAS Registry Number:
  • Melting Point: 201-203 ºC
  • Flash Point: 293°C
  • Boiling Point: 560.8°C at 760 mmHg
  • Density: 1.31
  • Refractive index: 1.664
  • Safety Statements: Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Used as a tranquilizer. When heated to decomposition it emits toxic fumes of F−, SOx, and NOx.
  • Flash Point: 293°C
  • EINECS: 260-880-9
  • Molecular Weight: 397.508863
  • InchiKey: YDLQKLWVKKFPII-UHFFFAOYSA-N
  • InChI: InChI=1S/C22H24FN3OS/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-
    15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-10,18H,3,6,11-15H2,(H,
    24,28)
  • Molecular Formula: C22H24FN3OS
  • Molecular Structure:CAS No:57648-21-2 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-<br />1-yl]butan-1-one

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References of 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-
1-yl]butan-1-one
Title: Timiperone
CAS Registry Number: 57648-21-2
CAS Name: 4-[4-(2,3-Dihydro-2-thioxo-1H-benzimidazol-1-yl)-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone
Synonyms: 1-[1-[3-(4-fluorobenzoyl)propyl]-4-piperidyl]-2-mercaptobenzimidazole; 4-fluoro-4-[4-(2-thioxo-1-benzimidazolinyl)piperidino]butyrophenone; 1-[1-[3-(4-fluorobenzoyl)propyl]-4-piperidyl]-2,3-dihydrobenzimidazole-2-thione
Manufacturers' Codes: DD-3480
Trademarks: Tolopelon (Daiichi)
Molecular Formula: C22H24FN3OS
Molecular Weight: 397.51
Percent Composition: C 66.47%, H 6.09%, F 4.78%, N 10.57%, O 4.02%, S 8.07%
Literature References: Butyrophenone derivative with neuroleptic activity. Prepn: M. Sato et al., JP Kokai 75 84578; K. Ueno et al., US 3963727 (1975, 1976 both to Daiichi); M. Sato et al., J. Med. Chem. 21, 1116 (1978). Improved synthesis: M. Sato, M. Arimoto, Chem. Pharm. Bull. 30, 719 (1982). Pharmacology: T. Yamasaki et al., Jpn. J. Pharmacol. 27 (Suppl.), 124P (1977); eidem, Arzneim.-Forsch. 31, 701, 707 (1981); T. Shibuya et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 20, 251 (1982). Pharmacokinetics and metabolism: H. Tachizawa et al., Drug Metab. Dispos. 9, 442 (1981); K. Sudo et al., Xenobiotica 11, 685 (1981). Multicenter controlled clinical trials in schizophrenia: R. Takahashi et al., J. Int. Med. Res. 10, 257 (1982); T. Kariya et al., ibid. 11, 66 (1983).
Properties: Crystals from acetone, mp 201-203°. uv max (ethanol): 226.5, 246, 309 nm. Slightly sol in water. LD50 in male rats, mice (mg/kg): 232, 478 orally (Yamasaki).
Melting point: mp 201-203°
Absorption maximum: uv max (ethanol): 226.5, 246, 309 nm
Toxicity data: LD50 in male rats, mice (mg/kg): 232, 478 orally (Yamasaki)
Therap-Cat: Antipsychotic.
Keywords: Antipsychotic; Butyrophenones.