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Dixyrazine

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.

Dixyrazine
Names
IUPAC name
(RS)-2-[2-[4-(2-methyl-3-phenothiazin-10-ylpropyl)piperazin-1-yl]ethoxy]ethanol
Other names
UCB-3412
Identifiers
  • 2470-73-7 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 16265 N
ECHA InfoCard 100.017.811
EC Number
  • 219-591-3
KEGG
  • D07865 N
  • 17182
UNII
  • 7H368W3AYC Y
  • DTXSID10947639
  • InChI=1S/C24H33N3O2S/c1-20(18-26-12-10-25(11-13-26)14-16-29-17-15-28)19-27-21-6-2-4-8-23(21)30-24-9-5-3-7-22(24)27/h2-9,20,28H,10-19H2,1H3 N
    Key: MSYUMPGNGDNTIQ-UHFFFAOYSA-N N
  • InChI=1/C24H33N3O2S/c1-20(18-26-12-10-25(11-13-26)14-16-29-17-15-28)19-27-21-6-2-4-8-23(21)30-24-9-5-3-7-22(24)27/h2-9,20,28H,10-19H2,1H3
    Key: MSYUMPGNGDNTIQ-UHFFFAOYAI
  • CC(CN1CCN(CC1)CCOCCO)CN2C3=CC=CC=C3SC4=CC=CC=C42
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).
N verify (what is YN ?)

Synthesis edit

 
Thieme Patent:[3]

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

  1. ^ 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). from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ 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.
  3. ^ Henri Morren, GB861420  (1961).



dixyrazine, also, known, dixypazin, oxalate, sold, under, brand, names, ansiolene, esocalm, esucos, metronal, roscal, typical, antipsychotic, phenothiazine, group, described, neuroleptic, antihistamine, first, introduced, germany, 1969, used, neuroleptic, anxi. 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 Dixyrazine NamesIUPAC name RS 2 2 4 2 methyl 3 phenothiazin 10 ylpropyl piperazin 1 yl ethoxy ethanolOther names UCB 3412IdentifiersCAS Number 2470 73 7 Y3D model JSmol Interactive imageChemSpider 16265 NECHA InfoCard 100 017 811EC Number 219 591 3KEGG D07865 NPubChem CID 17182UNII 7H368W3AYC YCompTox Dashboard EPA DTXSID10947639InChI InChI 1S C24H33N3O2S c1 20 18 26 12 10 25 11 13 26 14 16 29 17 15 28 19 27 21 6 2 4 8 23 21 30 24 9 5 3 7 22 24 27 h2 9 20 28H 10 19H2 1H3 NKey MSYUMPGNGDNTIQ UHFFFAOYSA N NInChI 1 C24H33N3O2S c1 20 18 26 12 10 25 11 13 26 14 16 29 17 15 28 19 27 21 6 2 4 8 23 21 30 24 9 5 3 7 22 24 27 h2 9 20 28H 10 19H2 1H3Key MSYUMPGNGDNTIQ UHFFFAOYAISMILES CC CN1CCN CC1 CCOCCO CN2C3 CC CC C3SC4 CC CC C42PropertiesChemical formula C24H33N3O2SMolar mass 427 60272 g molPharmacologyATC code N05AB01 WHO Legal status BR Class C1 Other controlled substances 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesSynthesis edit nbsp Thieme Patent 3 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 Substancias Entorpecentes Psicotropicas 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 Diario Oficial da Uniao 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 nbsp This drug article relating to the nervous system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Dixyrazine amp oldid 1170634011, wikipedia, wiki, book, books, library,

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