Английская Википедия:Dimethoxanate

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Шаблон:Short description Шаблон:Cs1 configШаблон:Drugbox

Dimethoxanate (trade names Cothera, Cotrane, Atuss, Perlatoss, Tossizid)[1] is a cough suppressant of the phenothiazine class.[2]

Side effects

Dimethoxanate may have analgesic, local anesthetic, and central nervous system depressant effects, but it may also produce nausea and vomiting.[3]

Pharmacology

It binds to the sigma-1 receptor in the brain with an IC50 of 41 nM.[4]

Society and culture

Dimethoxanate was introduced in Austria, Belgium, and France in 1911, and in Italy and Spain in 1963.[5] Approval for marketing in the US was withdrawn by the FDA in 1975 due to lack of evidence of efficacy.[6]

Synthesis

Файл:Dimethoxanate synthesis.svg
Synthesis:[7] Patent:[8]

Phenothiazine (1) is reacted with phosgene to give Phenothiazine-10-carbonyl chloride [18956-87-1] (2). Further reaction with 2-(2-(dimethylamino)ethoxy)ethanol [1704-62-7] (3) completed the synthesis of Dimethoxanate (4).

References

Шаблон:Reflist

Шаблон:Cough and cold preparations Шаблон:Sigma receptor modulators


Шаблон:Respiratory-system-drug-stub

  1. Шаблон:Cite book
  2. Шаблон:Cite journal
  3. Шаблон:Cite book
  4. Шаблон:Cite journal
  5. Шаблон:Cite book
  6. Шаблон:Cite report
  7. Weston, Arthur W.; DeNet, Robert W.; Michaels, R. J. (1953). "Antispasmodics. Basic Esters and Amides of Some Heterocyclic N-Carboxylic Acids". Journal of the American Chemical Society. 75 (16): 4006–4008. doi:10.1021/ja01112a038.
  8. Seemann Carl Von, Шаблон:US patent (1957 to American Home Prod).