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653-03-2

653-03-2 Structure

653-03-2 Structure
IdentificationBack Directory
[Name]

butaperazine
[CAS]

653-03-2
[Synonyms]

AHR-712
653-03-2
Riker-595
Bayer-1362
butaperazine
Butaperazina
Butyrylperazine
Butyrylyperazine
1-[10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazin-2-yl]butan-1-one
1-[10-[3-(4-Methyl-1-piperazinyl)propyl]-10H-phenothiazin-2-yl]-1-butanone
1-Butanone, 1-[10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazin-2-yl]-
[EINECS(EC#)]

211-493-9
[Molecular Formula]

C24H31N3OS
[MDL Number]

MFCD00242848
[MOL File]

653-03-2.mol
[Molecular Weight]

409.59
Chemical PropertiesBack Directory
[Boiling point ]

bp0.05 270-280°
Safety DataBack Directory
[Hazardous Substances Data]

653-03-2(Hazardous Substances Data)
Hazard InformationBack Directory
[Originator]

Bayer 1362,Bayer
[Uses]

Antipsychotic.
[Definition]

ChEBI: Butaperazine is a member of phenothiazines.
[Manufacturing Process]

To a suspension of sodamide in liquid ammonia is added of 2- buterylphenothiazine. After stirring for one hour, there is added 1-bromo-3- chloropropane. The ammonia is allowed to evaporate and the residue is diluted with the water. The mixture is extracted with ether and the ether solution is dried over anhydrous sodium sulfate, filtered and concentrated. The residue consists of crude 10-(3-chloropropyl)-2-buterylphenothiazine as viscous oil and is used in the next step without further purification.
A mixture of 1-methylpiperazine and crude 10-(3-chloropropyl)-2- buterylphenothiazine is heated on a steam bath for 18 hours. The mixture is diluted with the water and extracted with ether. The ether solution is extracted with dilute hydrochloric acid. The aqueous acid solution is made alkaline with sodium hydroxide and the product is extracted with ether. The ether extracts are dried and concentrated to a residue consisting of the free base 2-butyryl-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine.
[Therapeutic Function]

Neuroleptic, Antiemetic
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