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Dacemazine

Chemical compound

Dacemazine
Summary

Chemical compound

Dacemazine (INN, also known as Ahistan and Histantine) is a phenothiazine derivative which acts as a histamine antagonist at the H1 subtype. First described in 1951, it was never marketed as a drug on its own, although a combination of dacemazine and di-tert-butylnaphthalenesulfonate was sold as an antispasmodic and antitussive under the trade name Codopectyl. It was also assessed as a possible anticancer drug.

Synthesis

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Amide formation between phenothiazine (1) and chloroacetyl chloride (2) gives 10-(chloroacetyl)-phenothiazine (3). The subsequent displacement of the remaining halogen with dimethylamine (4) completes the synthesis of dacemazine (5).

References

References

  1. (1996). "Dictionary of Pharmacological Agents". Chapman & Hall/CRC.
  2. (August 1952). "[The anticarcinogenic effect of dimethylaminoacetyl-phentiazide (ahistan)]". Kiserletes Orvostudomany.
  3. (1951). "10-Aminoacylphenothiazines. I. Aminoacetyl and Aminopropionyl Derivatives". Acta Chemica Scandinavica.
  4. (1959). "Syntheses of phenothiazine drugs". Revistade Chimie.
  5. (1957). "Phenothiazine derivatives. II. Synthesis of 10-(alkylaminoacetyl)phenothiazines". Shionogi Kenkyusho Nempo.
  6. "N-(Hydroxyalkylaminoalkanoyl)phenothiazines".
Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

phenothiazines carboxamides h1-receptor-antagonists
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