Английская Википедия:Carfenazine

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Шаблон:Short description Шаблон:Drugbox

Carfenazine (INN) (former developmental code name WY-2445), or carphenazine (BAN), also known as carphenazine maleate (USAN) (brand name Proketazine; former developmental code name NSC-71755), is an antipsychotic and tranquilizer of the phenothiazine group that was withdrawn from the market.[1][2][3]

Synthesis

Файл:Carphenazine synthesis.svg
Thieme Synthesis:[4] Patent:[5][6]

The alkylation reaction between 2-Propionyl Phenothiazine [92-33-1] (1) and 1-Bromo-3-chloropropane (2) gives 1-[10-(3-chloropropyl)phenothiazin-2-yl]propan-1-one [95157-45-2] (3). A second alkylation step, this time with 2-(1-Piperazinyl)ethanol [103-76-4] (4) completes the synthesis of Carfenazine (5).

NB: Although above procedure is proof-of-concept, bear in mind no protecting group {Other patent uses ketalization technique}

Analogues

References

Шаблон:Reflist


Шаблон:Antipsychotics Шаблон:Adrenergics Шаблон:Cholinergics Шаблон:Dopaminergics Шаблон:Histaminergics Шаблон:Serotonergics Шаблон:Tricyclics


Шаблон:Nervous-system-drug-stub

  1. Шаблон:Cite book
  2. Шаблон:Cite book
  3. Шаблон:Cite book
  4. Zhuraulev, S.V. et al, Zh. Obshch. Khim., 1962, 32, 2244
  5. M. H. Sherlock, N. Sperber, Шаблон:US patent (1961 to Schering)
  6. R. F. Tislow et al., Шаблон:US patent (1962 to American Home Products).