Carfenazine (

INN Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...

) (former developmental code name WY-2445), or carphenazine ( BAN), also known as carphenazine maleate (

USAN 280px, "Samguk Sagi" Book 04. Silla's Records. In 512, Usan-guk（于山國）was Ulleungdo（鬱陵島） Usan-guk, or the State of Usan, occupied Ulleung-do and the adjacent islands during the Korean Three Kingdoms period. According to th ...

) (brand name Proketazine; former developmental code name NSC-71755), is an

antipsychotic Antipsychotics, also known as neuroleptics, are a class of psychotropic medication primarily used to manage psychosis (including delusions, hallucinations, paranoia or disordered thought), principally in schizophrenia but also in a range of ...

and

tranquilizer A tranquilizer is a drug that is designed for the treatment of anxiety, fear, tension, agitation, and disturbances of the mind, specifically to reduce states of anxiety and tension. Etymology Tranquilizer, as a term, was first used by F.F. Yonk ...

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. T ...

group that was withdrawn from the market.

Synthesis

The alkylation reaction between 2-Propionyl Phenothiazine 2-33-1(1) and 1-Bromo-3-chloropropane (2) gives 1- 0-(3-chloropropyl)phenothiazin-2-ylropan-1-one 5157-45-2(3). A second alkylation step, this time with 2-(1-Piperazinyl)ethanol 03-76-4(4) completes the synthesis of ''Carfenazine'' (5). NB: Although above procedure is proof-of-concept, bear in mind no protecting group

Analogues

* Butaperazine uses butanoyl ( Butyryl) and not propanoyl group. *

Fluphenazine Fluphenazine, sold under the brand name Prolixin among others, is a high-potency typical antipsychotic medication. It is used in the treatment of chronic psychoses such as schizophrenia, and appears to be about equal in effectiveness to low-pote ...

selfsame but

trifluoromethyl The trifluoromethyl group is a functional group that has the formula -CF3. The naming of is group is derived from the methyl group (which has the formula -CH3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoro ...

on position 2 of the

ring.

References

Phenothiazines Typical antipsychotics Withdrawn drugs {{nervous-system-drug-stub