Dixyrazine, also known as dixypazin (

oxalate Oxalate (IUPAC: ethanedioate) is an anion with the formula C2O42−. This dianion is colorless. It occurs naturally, including in some foods. It forms a variety of salts, for example sodium oxalate (Na2C2O4), and several esters such as dimethyl ...

), 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 ma ...

of the phenothiazine group described as a

neuroleptic 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 oth ...

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 provide ...

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

anxiolytic An anxiolytic (; also antipanic or antianxiety 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 anxiet ...

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

Synthesis

Sodamide alkylation of phenothiazine (1) with 1-bromo-3-chloro-2-methylpropane 974-77-2(2) gives 10-(3-Chloro-2-methylpropyl)phenothiazine
CID:12299119
(3). Completion of the sidechain by alkylation with 1-

-(2-Hydroxyethoxy) Ethyl The hyphen-minus is the most commonly used type of hyphen, widely used in digital documents. It is the only character that looks like a minus sign or a dash in many character sets such as ASCII or on most keyboards, so it is also used as such. ...

iperazine 3349-82-1(4) and displacement of the halogen completes the synthesis of ''Dixyrazine'' (5).

References

Primary alcohols Dopamine antagonists Ethers H1 receptor antagonists Phenothiazines Piperazines Typical antipsychotics {{Nervous-system-drug-stub