Dixyrazine, also known as dixypazin (

oxalate Oxalate (systematic IUPAC name: ethanedioate) is an anion with the chemical formula . This dianion is colorless. It occurs naturally, including in some foods. It forms a variety of salts, for example sodium oxalate (), and several esters such as ...

), sold under the brand names Ansiolene, Esocalm, Esucos, Metronal, and Roscal, 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. ...

group described as a

neuroleptic Antipsychotics, previously known as neuroleptics and major tranquilizers, are a class of psychotropic medication primarily used to manage psychosis (including delusions, hallucinations, paranoia or disordered thought), principally in schizoph ...

and

antihistamine Antihistamines are drugs which treat allergic rhinitis, common cold, influenza, and other allergies. Typically, people take antihistamines as an inexpensive, generic (not patented) drug that can be bought without a prescription and provides ...

. It was first introduced in Germany in 1969. It is used as a neuroleptic,

anxiolytic An anxiolytic (; also antipanic or anti-anxiety agent) is a medication or other intervention that reduces anxiety. This effect is in contrast to anxiogenic agents which increase anxiety. Anxiolytic medications are used for the treatment of anxie ...

, and antihistamine in doses between 12.5 and 75 mg a day.

Synthesis

Sodamide alkylation of

(1) with 1-bromo-3-chloro-2-methylpropane (2) gives 10-(3-Chloro-2-methylpropyl)phenothiazine (3).Henri Morren, (1961). Completion of the sidechain by alkylation with 1- -(2-hydroxyethoxy)ethyliperazine (4) and displacement of the halogen completes the synthesis of dixyrazine (5).

References

{{Histamine receptor modulators Hydroxyethyl compounds Dopamine antagonists Ethers H1 receptor antagonists Phenothiazines Piperazines Typical antipsychotics Ethanolamines