1622-79-3

Basic information

• Product Name: 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride
• Synonyms: 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride;1(4-Fluorophenol)-4-(4-methyl-1-piperidinyl)-1-butanone;1-(4-Fluorophenyl)-4-(4-methyl-1-piperidinyl)-1-butanonehydrochloride;1-(4-Fluorophenyl)-4-(4-Methylpiperidin-1-yl)butan-1-one hydrochloride;Melperone-d4 HCl;Methylperone hydrochloride;Melperone HCl
• CAS NO: 1622-79-3
• Molecular Formula: C15H22ClFN2O
• Molecular Weight: 300.7993832
• EINECS: 216-599-9
• Mol File: 1622-79-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 209-211℃
• Boiling Point: 376.1°Cat760mmHg
• Flash Point: 181.3°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 6.9E-06mmHg at 25°C
• Storage Temp.: Desiccate at RT
• Solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride(1622-79-3)
• EPA Substance Registry System: 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride(1622-79-3)

Safety Data

• Hazardous Substances Data: 1622-79-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Originator

Eunerpan,Nordmark,W. Germany,1965

Uses

Different sources of media describe the Uses of 1622-79-3 differently. You can refer to the following data:
1. Melperone hydrochloride is a neuroleptic butyrophenone. Melperone is also an antiarrhythmic agent. Melperone is an effective atypical antipsychotic drug used in the treatment of schizophrenia.
2. Melperone Hydrochloride is an atypical antipsychotic drug.

Manufacturing Process

A solution or dispersion consisting of 20.1 g (0.1 mol) of γ-chloro-pfluorobutyrophenone, 19.8 g (0.2 mol) of 4-methylpiperidine and 0.1 g of potassium iodide in 150 ml toluene is heated in a sealed glass tube for 15 hours at 100°C to 110°C. The potassium iodide and the 4-methylpiperidine hydrochloride formed in the reaction are separated by filtration and the solvent removed from the filtrate by evaporation in vacuum on a steam bath. The residue is distilled and the fraction obtained at 120°C to 125°C and at a pressure lower than 0.1 mm Hg is collected. The base is dissolved in ether and the 4-fluoro-γ-(4-methylpiperidino)-butyrophenone precipitated as the hydrochloride. The reaction product is purified by recrystallization in ethanol/ether.Yield 22.0 g (73% of theory). MP 209°C to 211°C.

Therapeutic Function

Neuroleptic

Biological Activity

Atypical neuroleptic; 5-HT 2A /D 2 receptor antagonist (K i values are 120 and 180 nM respectively). Causes an increase in dopamine levels in the medial prefrontal cortex (mPFC) and nucleus accumbens and an increase in ACh in the mPFC. Also binds adrenergic α 1 and α 2 receptors (K i values are 180 and 150 nM respectively).

Safety Profile

Poison by ingestion, subcutaneous, and intravenous routes. Experimental teratogenic effects. A neuroleptic drug used to treat anxiety and confusion. When heated to decomposition it emits very toxic fumes of F-, NOx, and HCl.

InChI:InChI=1/C15H21FN2O.ClH/c1-17-9-11-18(12-10-17)8-2-3-15(19)13-4-6-14(16)7-5-13;/h4-7H,2-3,8-12H2,1H3;1H

Upstream product

• 626-58-4 4-methylpiperidin 
• 3874-54-2 4-(4-fluorophenyl)-4-oxo-n-butyl chloride 

Relevant articles and documents

HETEROAROMATIC COMPOUNDS, METHOD FOR PREPARING THE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, USES AND METHOD FOR TREATING ACUTE AND CHRONIC PAIN

The present invention refers to a compound of formula (I) or a pharmaceutically acceptable salt thereof, having analgecic activity. Particularly, the compounds of the instant invention are useful to treat or prevent acute and chronic pain, especially neuropathic pain. Additionally, the present invention provides a procces for preparing the compounds, a pharmaceutical composition that comprises a compound of formula (I), and a method for treatment of acute and chronic pain.