Chemistry:Prothipendyl
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| Preferred IUPAC name
N,N-Dimethyl-3-(10H-pyrido[3,2-b][1,4]benzothiazin-10-yl)propan-1-amine | |
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3D model (JSmol)
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| Properties | |
| C16H19N3S | |
| Molar mass | 285.40716 |
| Pharmacology | |
| 1=ATC code }} | N05AX07 (WHO) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Prothipendyl (brand names Dominal, Timovan, Tolnate), also known as azapromazine or phrenotropin, is an anxiolytic, antiemetic, and antihistamine of the azaphenothiazine group which is marketed in Europe and is used to treat anxiety and agitation in psychotic syndromes.[1][2][3][4] It differs from promazine only by the replacement of one carbon atom with a nitrogen atom in the tricyclic ring system.[1][2] Prothipendyl is said to not possess antipsychotic effects, and in accordance, appears to be a weaker dopamine receptor antagonist than other phenothiazines.[5][4]
Synthesis
See also: Pipazetate.
1-Azaphenothiazine [261-96-1] (1) 3-Dimethylaminopropyl chloride [109-54-6] (2) Sodium hydride suspension
References
- ↑ 1.0 1.1 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1038–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA1038.
- ↑ 2.0 2.1 Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 893–. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA893.
- ↑ "Archived copy". https://www.drugs.com/international/prothipendyl.html.
- ↑ 4.0 4.1 D. Leigh; C.M. Pare; J. Marks (6 December 2012). A Concise Encyclopaedia of Psychiatry. Springer Science & Business Media. pp. 396–. ISBN 978-94-011-5913-5. https://books.google.com/books?id=o-bzCAAAQBAJ&pg=PA396.
- ↑ Psychotropic Agents: Part I: Antipsychotics and Antidepressants. Springer Science & Business Media. 6 December 2012. pp. 131–. ISBN 978-3-642-67538-6. https://books.google.com/books?id=oK7tCAAAQBAJ&pg=PA131.
- ↑ von Schlichtegroll, Proc. 1st Int. Congr. Neuro-Pharm. 1958, 408 (1959), C.A. 54, 13400g (1960).
- ↑ Yale, Harry L.; Sowinski, Francis (1958). "10-(Dialkylaminoalkyl)-pyrido[3,2-b][1,4]benzothiazine (1-Azaphenothiazine) and Related Compounds". Journal of the American Chemical Society 80 (7): 1651–1654. doi:10.1021/ja01540a035.
- ↑ Yale, Bernstein, U.S. Patent 2,943,086 (1960 to Olin Mathieson).
- ↑ FR patent 1173134 (1959 to Rhône-Poulenc).
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