Cyclazodone Explained

Cyclazodone is a centrally acting stimulant drug developed by American Cyanamid Company in the 1960s.[1] The drug is related to other drugs such as pemoline and thozalinone. It displayed a favorable therapeutic index and margin of safety in comparison to pemoline and other N-lower-alkyl-substituted pemoline derivatives.[2] The patents concluded that cyclazodone possessed properties efficacious in reducing fatigue and as a potential anorectic.[3] Structural congeners of pemoline have been described as "excitants with unique properties distinguishing them from the sympathomimetic amines" whilst displaying less stimulatory activity and toxicity compared to amphetamine.[4]

It is included under the World Anti-Doping Agency prohibited list.[5]

Safety

Cyclazodone has not been evaluated by the United States Food and Drug Administration for use in humans as a nootropic, anorectic, or stimulant and thus safety information is lacking. However, in studies relating to the therapeutic uses of cyclazodone, it was noted that it exhibited less cardiotoxic and hepatotoxic effects than D-amphetamine in studies on mice.

Synthesis

α-Chlorophenylacetyl chloride (1) and 1-cyclopropylurea (2) react to give the amide (3). The heterocycle cyclazodone is formed on threatment of this with sodium ethoxide.[2] [6]

See also

Notes and References

  1. US . 3321470 . 5-Arylidene-2-Amino-2-Oxazolin-4-Ones . American Cyanamid . Howell Jr CF, Hardy RA, Quinones N . 23 May 1967 .
  2. US . 3609159 . 5-Phenyl-2-Cyclopropylamino-4-Oxazolinone . De Marne V, Pierre D, Guidicelli RL, Najer H . Les Laboratoires Dausse . 28 September 1971 .
  3. GB . 1005738 . 5-Phenyl-2-Cyclopropylamino-4-Oxazolinone . De Marne V, Pierre D, Guidicelli RL, Najer H . Les Laboratoires Dausse . 29 September 1965 .
  4. Greenblatt EN, Osterberg AC . Some pharmacologic properties of thozalinone, a new excitant . Toxicology and Applied Pharmacology . 7 . 4 . 566–78 . July 1965 . 4378772 . 10.1016/0041-008x(65)90042-6 .
  5. Web site: World Anti-Doping Agency 2008 Prohibited List . 22 September 2007 . World Anti-Doping Agency .
  6. Najer, H. et al, Bull. Soc. Chim. Fr., 1963, 1810.