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dixyrazine

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dixyrazine

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Dixyrazine, also known as dixypazin (oxalate), sold under the brand names Ansiolene, Esocalm, Esucos, Metronal, and Roscal, is a typical antipsychotic of the phenothiazine group described as a neuroleptic and antihistamine. It was first introduced in Germany in 1969. It is used as a neuroleptic, anxiolytic, and antihistamine in doses between 12.5 and 75 mg a day. ==Synthesis== class=skin-invert-image|thumb|center|500px|Synthesis of dixyrazine

Chemical data

Formula
C24H33N3O2S
Molecular weight
427.6 g/mol
IUPAC name
2-[2-[4-(2-methyl-3-phenothiazin-10-ylpropyl)piperazin-1-yl]ethoxy]ethanol

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule
Indications
psychosis

via ChEMBL · EBI

~1 min read

Encyclopedic overview

2 sections
Contents
  • Synthesis
  • References

Dixyrazine, also known as dixypazin (oxalate), sold under the brand names Ansiolene, Esocalm, Esucos, Metronal, and Roscal, is a typical antipsychotic of the phenothiazine group described as a neuroleptic and antihistamine. It was first introduced in Germany in 1969. It is used as a neuroleptic, anxiolytic, and antihistamine in doses between 12.5 and 75 mg a day. ==Synthesis== class=skin-invert-image|thumb|center|500px|Synthesis of dixyrazine

Sodamide alkylation of phenothiazine (1) with 1-bromo-3-chloro-2-methylpropane (2) gives 10-(3-Chloro-2-methylpropyl)phenothiazine (3). Completion of the sidechain by alkylation with 1-[2-(2-hydroxyethoxy)ethyl]piperazine (4) and displacement of the halogen completes the synthesis of dixyrazine (5).

Excerpted from Wikipedia’s “dixyrazine” article, available under the CC BY-SA 4.0 licence.

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