1622-79-3 Usage
Uses
Used in Pharmaceutical Industry:
1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride is used as an atypical antipsychotic drug for the treatment of schizophrenia. It exhibits its effectiveness by targeting specific receptors in the brain, leading to the modulation of neurotransmitter levels and providing relief from psychotic symptoms.
Additionally, 1-[3-(p-fluorobenzoyl)propyl]-4-methylpiperazinium chloride is used as an antiarrhythmic agent in the medical field. Its application in this context is due to its ability to stabilize heart rhythm and prevent irregular heartbeats, which can be crucial in managing certain cardiovascular conditions.
Originator
Eunerpan,Nordmark,W. Germany,1965
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.
Check Digit Verification of cas no
The CAS Registry Mumber 1622-79-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,2 and 2 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1622-79:
(6*1)+(5*6)+(4*2)+(3*2)+(2*7)+(1*9)=73
73 % 10 = 3
So 1622-79-3 is a valid CAS Registry Number.
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
1622-79-3Relevant academic research and scientific papers
HETEROAROMATIC COMPOUNDS, METHOD FOR PREPARING THE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, USES AND METHOD FOR TREATING ACUTE AND CHRONIC PAIN
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Paragraph 0158, (2015/09/22)
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.
