Thiethylperazine

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Thiethylperazine
Thiethylperazine structure.png
Systematic (IUPAC) name
2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status ?
Pharmacokinetic data
Protein binding 60%
Identifiers
CAS number 1420-55-9 YesY
ATC code R06AD03
PubChem CID 5440
DrugBank DB00372
ChemSpider 5245 YesY
UNII 8ETK1WAF6R YesY
KEGG D02354 YesY
ChEBI CHEBI:9544 YesY
ChEMBL CHEMBL1378 YesY
Chemical data
Formula C22H29N3S2 
Mol. mass 399.618 g/mol
 YesY (what is this?)  (verify)

Thiethylperazine (Torecan) is an antiemetic of the phenothiazine class. Though it was never licensed or used as an antipsychotic, it may have such effects.

Synthesis[edit]

Treatment of o-chlorobenzoic acid with the substituted aniline affords the corresponding anthranilic acid. Decarboxylation removes the activating group.

Thiethylperazine synthesis:[1]

Thiethylperazine activates the transport protein ABCC1 that clears beta-amyloid from brains of mice. [2]

References[edit]

  1. ^ Bourquin, J. -P.; Schwarb, G.; Gamboni, G.; Fischer, R.; Ruesch, L.; Guldimann, S.; Theus, V.; Schenker, E.; Renz, J. (1958). "Synthesen auf dem Phenothiazin-Gebiet. 2. Mitteilung. N-substituierte Mercaptophenothiazin-Derivate". Helvetica Chimica Acta 41 (4): 1072. doi:10.1002/hlca.19580410420.  edit
  2. ^ Science Daily (September 1, 2011). "Alzheimer Disease: Transport Protein ABCC1 Plays Key Role in Clearing Beta-Amyloid from Brains of Mice.". Retrieved September 1, 2011.