Dixyrazine
![]() | |
Names | |
---|---|
IUPAC name (RS)-2-[2-[4-(2-methyl-3-phenothiazin-10-ylpropyl)piperazin-1-yl]ethoxy]ethanol | |
Other names UCB-3412 | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.017.811 |
EC Number |
|
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C24H33N3O2S | |
Molar mass | 427.60272 g/mol |
Pharmacology | |
N05AB01 (WHO) | |
Legal status | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
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.[2] 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
[edit]![](http://upload.wikimedia.org/wikipedia/commons/thumb/c/c6/Dixyrazine_synthesis.svg/500px-Dixyrazine_synthesis.svg.png)
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).
References
[edit]- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
- ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 462–. ISBN 978-1-4757-2085-3.
- ^ Henri Morren, GB861420 (1961).