clopenthixol

clopenthixol Basic information
Product Name:clopenthixol
Synonyms:2-(4-(3-(2-Chloro-9H-thioxanthen-9-ylidene)propyl)piperazin-1-yl)ethanol;clopenthixol;CHLORPENTHIXOL;4-[3-(2-Chloro-9H-thioxanthen-9-ylidene)propyl]-1-piperazineethanol;AY-62021;N-746;Neo-ciatyl;NSC-64087
CAS:982-24-1
MF:C22H25ClN2OS
MW:400.96
EINECS:213-566-0
Product Categories:
Mol File:982-24-1.mol
clopenthixol Structure
clopenthixol Chemical Properties
Boiling point 577.4±50.0 °C(Predicted)
density 1.289±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pkapKa 6.69 (Uncertain)
Safety Information
MSDS Information
clopenthixol Usage And Synthesis
OriginatorCiatyl,Tropon,W. Germany,1961
UsesAntipsychotic.
DefinitionChEBI: A thioxanthene derivative having a chloro substituent at the 2-position and an alkylidene group at the 10-position with undefined double bond stereochemistry.
Manufacturing ProcessA mixture of 31 5 g (0.1 mol) of 2-chloro-9-(3'-dimethylaminopropylidene)- thiaxanthene (MP 97°C) and 100 g of N-(β-hydroxyethyl)piperazine is heated to 130°C and boiled under reflux at this temperature for 48 hours. After cooling,the excess of N-(β-hydroxyethyl)piperazine is evaporated in vacuo, and the residue is dissolved in ether. The ether phase is washed with water and extracted with dilute acetic acid, and 2-chloro-9-[3'-N-(N'-β- hydroxyethyl)piperazinylpropylidene]-thiaxanthene separated from the aqueous acetic acid solution by addition of dilute sodium hydroxide solution to basic reaction. The free base is extracted with ether, the ether phase dried over potassium carbonate, the ether evaporated and the residue dissolved in absolute ethanol. By complete neutralization of the ethanolic solution with a solution of dry hydrogen chloride in absolute ethanol, the dihydrochloride of 2- chloro-9-[3'-N-(N'-β-hydroxyethyl)piperazinylpropylidene]-thiaxanthene is produced and crystallizes out as a white substance melting at about 250°C to 260°C with decomposition. The yield is 32 g.
Therapeutic FunctionAntipsychotic
clopenthixol Preparation Products And Raw materials
Raw materialsPiperazine-->Allyl bromide-->2-Chlorothioxanthone-->Diallyl sulfide
Chlorprothixene cis-Clopenthixol Clopenthixol-Cis(Z) Prothixene Clopenthixol Hydrochloride clopenthixol decanoate Zuclopenthixol acetate clopenthixol trans-Clopenthixol CLOPENTHIXOL DIHYDROCHLORIDE

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