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Dixyrazine
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IUPAC name
(RS)-2-[2-[4-(2-methyl-3-phenothiazin-10-ylpropyl)piperazin-1-yl]ethoxy]ethanol
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Other names
UCB-3412
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Identifiers | |
3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.017.811 |
EC Number |
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KEGG |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C24H33N3O2S | |
Molar mass | 427.60272 g/mol |
Pharmacology | |
N05AB01 (WHO) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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
Sodamide alkylation of phenothiazine (1) with 1-bromo-3-chloro-2-methylpropane [6974-77-2] (2) gives 10-(3-Chloro-2-methylpropyl)phenothiazine, CID:12299119 (3). Completion of the sidechain by alkylation with 1-[2-(2-Hydroxyethoxy) Ethyl]Piperazine [13349-82-1] (4) and displacement of the halogen completes the synthesis of Dixyrazine (5).
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