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Typical antipsychotic
Perazine
Другие языки:

Perazine

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Not to be confused with Perzine.
Perazine
Perazine.svg
Clinical data
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • 10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.001.435
Chemical and physical data
Formula C20H25N3S
Molar mass 339.50 g·mol−1
3D model (JSmol)
  • CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=CC=CC=C42
  • InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3 ☒N
  • Key:WEYVCQFUGFRXOM-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Perazine (Taxilan) is a moderate-potency typical antipsychotic of the phenothiazine class. It is quite similar to chlorpromazine, and acts as a dopamine antagonist. A 2014 systematic review compared it with other antipsychotic drugs:

Perazine versus other antipsychotic drugs for schizophrenia
Summary
The number, size and reporting of randomized controlled perazine trials are insufficient to present firm conclusions about the properties of this antipsychotic. It is possible that perazine is associated with a similar risk of extrapyramidal side effects as some atypical antipsychotics but this is based on few comparisons of limited power.

Synthesis

Perazine synthesis: Patents: Alternate source:

Phenothiazine-10-propionitrile [1698-80-2] (1) is treated with a mixture of acid and alcohol giving Methyl phenothiazinepropionate, CID:368244 (2). Heating with 1-methylpiperazine (3) gives the amide [91508-47-3] (4). Reduction of this last by means of diborane yields Perazine (5).

See also

External links


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