Thiopropazate (Artalan, Dartal, Dartalan, Dartan) is a

typical antipsychotic Typical antipsychotics (also known as major tranquilizers, and first generation antipsychotics) are a class of antipsychotic drugs first developed in the 1950s and used to treat psychosis (in particular, schizophrenia). Typical antipsychotics m ...

of the

phenothiazine Phenothiazine, abbreviated PTZ, is an organic compound that has the formula S(C6H4)2NH and is related to the thiazine-class of heterocyclic compounds. Derivatives of phenothiazine are highly bioactive and have widespread use and rich history. ...

class. It is a prodrug to

perphenazine Perphenazine is a typical antipsychotic drug. Chemically, it is classified as a piperazinyl phenothiazine. Originally marketed in the United States as Trilafon, it has been in clinical use for decades. Perphenazine is roughly ten times as pote ...

. Thiopropazate is manufactured by Searle (US, UK) & Boehringer Mannheim (Germany) Thiopropazate is sold by Chembase, AAA Chemistry, ZINC, AKos Consulting & Solutions, Boc Sciences, ChemFrog, and ChemMol

Synthesis

The alkylation of 2-chloro-10-(3-chloropropyl)phenothiazine 765-59-5(1) with

Piperazine Piperazine () is an organic compound with the formula . In term of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as deliquescent solid with a saline taste. Piperazine is freely sol ...

(2) gives N-Desmethylprochlorperazine

0323-85-1 3 (three) is a number, numeral and digit. It is the natural number following 2 and preceding 4, and is the smallest odd prime number and the only prime preceding a square number. It has religious and cultural significance in many societies ...

(3). Further alkylation with 2-Bromoethyl acetate 27-68-4(4) gives ''Thiopropazate'' (5).

References

Acetate esters Chloroarenes Phenothiazines Piperazines Typical antipsychotics {{nervous-system-drug-stub

Synthesis

See also

References