Melperone hydrochloride
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Melperone hydrochloride
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CAS No:
1622-79-3
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Formula:
C16H22FNO.ClH
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Chemical Name:
Melperone hydrochloride
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Synonyms:
1-Butanone,1-(4-fluorophenyl)-4-(4-methyl-1-piperidinyl)-,hydrochloride (1:1);Butyrophenone,4′-fluoro-4-(4-methylpiperidino)-,hydrochloride;1-Butanone,1-(4-fluorophenyl)-4-(4-methyl-1-piperidinyl)-,hydrochloride;FG 5111;Methylperone hydrochloride;Eunerpan;Methylperone chloride;Melperone hydrochloride;Melpax;1-(4-Fluorophenyl)-4-(4-methylpiperidin-1-yl)butan-1-one hydrochloride
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CAS No:
Characteristics
20.31000
4.26040
209-211 °C
376.1ºC at 760mmHg
181.3ºC
Desiccate at RT
6.9E-06mmHg at 25°C
LD50 in rats, mice (mg/kg): 330, 230 orally; 40, 35 i.v. (Christensen)
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 50 companies from 3 notifications to the ECHA C&L Inventory.
Drug Information
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)
Buronil
Melperone hydrochloride Use and Manufacturing
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.
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.
Computed Properties
Molecular Weight:299.81
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:299.1452202
Monoisotopic Mass:299.1452202
Topological Polar Surface Area:21.5
Heavy Atom Count:20
Complexity:279
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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