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57648-21-2

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Basic Information
CAS No.: 57648-21-2
Name: Timiperone
Article Data: 4
Molecular Structure:
Molecular Structure of 57648-21-2 (Timiperone)
Formula: C22H24 F N3 O S
Molecular Weight: 397.516
Synonyms: DD 3480;Timeperone; Timiperone; Tolopelon
EINECS: 260-880-9
Density: 1.31
Melting Point: 201-203 ºC
Boiling Point: 560.8°C at 760 mmHg
Flash Point: 293°C
Safety: 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.
PSA: 73.12000
LogP: 5.07590
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Chemistry


IUPAC Name: 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-1-yl]butan-1-one
Molecular Weight: 397.508863 g/mol
Molecular Formula: C22H24FN3OS 
EINECS of Timiperone (CAS NO.57648-21-2): 260-880-9
Density: 1.31 g/cm3
Melting Point: 202 °C
Boiling Point: 560.8 °C at 760 mmHg 
Flash Point: 293 °C
Index of Refraction: 1.664
Molar Refractivity: 112.41 cm3
Molar Volume: 302.9 cm3
Polarizability: 44.56×10-24 cm3
Surface Tension: 63.5 dyne/cm
Enthalpy of Vaporization: 84.35 kJ/mol 
log P (octanol-water): 4.510
XLogP3: 4.3
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 6
Tautomer Count: 4
Exact Mass: 397.162411
MonoIsotopic Mass: 397.162411
Topological Polar Surface Area: 35.6
Heavy Atom Count: 28
Complexity: 558
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)
InChIKey: YDLQKLWVKKFPII-UHFFFAOYSA-N

Uses

 Timiperone (CAS NO.57648-21-2) (0.03 to 0.3 mg/kg, i.p.) dose-dependently can increase the slow wave sleep (SWS) time and decrease the paradoxical sleep (PS) time.

Toxicity Data With Reference

dog LD50 intravenous 20mg/kg (20mg/kg)   Drugs in Japan Vol. -, Pg. 647, 1990.
dog LD50 oral 85mg/kg (85mg/kg)   Drugs in Japan Vol. -, Pg. 647, 1990.
mouse LD50 oral 500mg/kg (500mg/kg)   Journal of Medicinal Chemistry. Vol. 21, Pg. 1116, 1978.
rabbit LD50 oral 237mg/kg (237mg/kg)   Drugs in Japan Vol. -, Pg. 647, 1990.
rat LD50 intravenous > 12100ug/kg (12.1mg/kg)   Drugs in Japan Vol. -, Pg. 647, 1990.
rat LD50 oral 232mg/kg (232mg/kg)   Japanese Journal of Pharmacology. Vol. 27(Suppl), Pg. 124P, 1977.
rat LD50 subcutaneous > 2600mg/kg (2600mg/kg)   Drugs in Japan Vol. -, Pg. 647, 1990.

Safety Profile

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.

Specification

The Timiperone (CAS NO.57648-21-2) is also known as 1-(1-(3-(p-Fluorobenzoyl)propyl)-4-piperidyl)-2-benzimidazolinethione , 2-Benzimidazolinethione , 1-(1-(3-(p-fluorobenzoyl)propyl)-4-piperidyl)- , 4'-Fluoro-4-
(4-(2-thioxo-1-benzimidazolinyl)piperidino)butyrophenone , 4-Fluoro-4-(4-(2-thioxo-1-benzimidazolinyl)piperidino)butyrophenone , Timiperona , Timiperona [INN-Spanish] , Timiperonum , Timiperonum [INN-Latin] , Tolopelon .