Cyclazodone

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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.[2]

Synthesis

File:Cyclazodone synthesis.svg

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

References

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  1. <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Howell Jr CF, Hardy RA, Quinones N, "5-Arylidene-2-Amino-2-Oxazolin-4-Ones", issued Script error: No such module "auto date formatter"., assigned to American Cyanamid Script error: No such module "Check for unknown parameters".
  2. a b c <templatestyles src="Citation/styles.css"/>Template:Citation/make link, De Marne V, Pierre D, Guidicelli RL, Najer H, "5-Phenyl-2-Cyclopropylamino-4-Oxazolinone", issued Script error: No such module "auto date formatter"., assigned to Les Laboratoires Dausse Script error: No such module "Check for unknown parameters".
  3. <templatestyles src="Citation/styles.css"/>Template:Citation/make link, De Marne V, Pierre D, Guidicelli RL, Najer H, "5-Phenyl-2-Cyclopropylamino-4-Oxazolinone", issued Script error: No such module "auto date formatter"., assigned to Les Laboratoires Dausse Script error: No such module "Check for unknown parameters".
  4. Script error: No such module "Citation/CS1".
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  6. Najer, H. et al, Bull. Soc. Chim. Fr., 1963, 1810.

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