Prothipendyl

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Prothipendyl
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Molar mass 285.40716
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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.

File:Prothipendyl synthesis.svg
Synthesis:[6][7] Patents:[8][9]

1-Azaphenothiazine [261-96-1] (1) 3-Dimethylaminopropyl chloride [109-54-6] (2) Sodium hydride suspension

References

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  6. von Schlichtegroll, Proc. 1st Int. Congr. Neuro-Pharm. 1958, 408 (1959), C.A. 54, 13400g (1960).
  7. 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.
  8. Yale, Bernstein, U.S. patent 2943086 (1960 to Olin Mathieson).
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