2062-84-2

Basic information

• Product Name: Benperidol
• Synonyms: 1-(1-(3-(p-fluorobenzoyl)propyl)-4-piperidyl)-2-benzimidazolinon;1-(1-(3-(p-fluorobenzoyl)propyl)-4-piperidyl)-2-benzimidazolinone;1-(4-Fluorophenyl)-4-[4-(2-hydroxy-1H-benzimidazol-1-yl)-1-piperidinyl]-1-butanone;1-[1-[4-(4-Fluorophenyl)-4-oxobutyl]-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one;1-1-(3-(p-Fluorobenzoyl)propyl)-4-piperidyl-2-benzimidazolinone;2-Benzimidazolinone, 1-[1-[3-(p-fluorobenzoyl)propyl]-4-piperidyl]-;2H-Benzimidazol-2-one, 1-[1-[4-(4-fluorophenyl)-4-oxobutyl]-4-piperidinyl]-1,3-dihydro-;2h-benzimidazol-2-one,1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidinyl)-1,
• CAS NO: 2062-84-2
• Molecular Formula: C₂₂H₂₄FN₃O₂
• Molecular Weight: 381.44
• EINECS: 218-172-2
• Mol File: 2062-84-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 170-171.8°
• Boiling Point: 230.3°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.1876 (estimate)
• Vapor Pressure: 7.96E-17mmHg at 25°C
• Solubility: Practically insoluble in water, freely soluble in dimethylformamide, soluble in methylene chloride, slightly soluble in ethanol (96 per cent).
• PKA: 12.04±0.30(Predicted)
• CAS DataBase Reference: Benperidol(CAS DataBase Reference)
• NIST Chemistry Reference: Benperidol(2062-84-2)
• EPA Substance Registry System: Benperidol(2062-84-2)

Safety Data

• Hazardous Substances Data: 2062-84-2(Hazardous Substances Data)

Usage

Chemical Properties

White or almost white powder.

Originator

Frenactil,Clin-Comar-Byla,France,1965

Uses

Antipsychotic.

Manufacturing Process

A mixture of 3.4 parts of γ-chloro-4-fluorobutyrophenone, 4 parts of 1-(4- piperidyl)-2-benzimidazolinone hydrochloride, 6 parts of sodium carbonate and 0.1 part of potassium iodide in 176 parts of 4-methyl-2-pentanone is stirred and refluxed for 48 hours. The reaction mixture is cooled and 120 parts of water is added. The separated organic layer is dried over magnesium sulfate and the solvent is evaporated to leave an oily residue which is dissolved in dilute hydrochloric acid and boiled. The acidic solution is filtered and cooled at room temperature whereupon there crystallizes from solution 1-(1-[γ-(4- fluorobenzoyl)propyl] -4-piperidyl)-2-benzimidazolinone hydrochloride hydrate melting at about 134°-142°C.

Therapeutic Function

Tranquilizer

InChI:InChI=1/C22H24FN3O2.ClH.H2O/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);1H;1H2

Upstream product

• 13530-68-2 dichromic acid 
• 34104-74-0 1-{1-[4-(4-fluoro-phenyl)-4-hydroxy-butyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one 

Relevant articles and documents

Phenylbutanol derivatives

Butyrophenone derivatives having excellent psychotropic activity and represented by the formula, SPC1 Wherein A represents a single or double bond linkage; R1 represents a hydrogen atom or a C1 - C4 alkyl group; R2, which is present only in case A represents a single bond linkage, represents a hydrogen atom, or a hydroxyl, C1 - C4 alkyl, or C1 - C4 alkoxy group; R3 represents a hydrogen atom, or a piperidino, pyrrolidino, morpholino, furyl, thienyl, C1 - C4 alkylamino, benzylamino, unsubstituted or halogen-substituted phenyl group, etc.; and X represents a hydrogen or halogen atom, or a C1 - C4 alkyl, C1 - C4 alkoxy, or trifluoromethyl group, can be prepared by reducing a benzoylpropionamide derivative of the formula, SPC2 Wherein A, R1, R2, R3 and X have the same meanings as defined above, to a phenylbutanol derivative of the formula, SPC3