Cyclazodone

Cyclazodone
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: legal;
Identifiers
	IUPAC name (RS)-2-(cyclopropylamino)-5-phenyl-1,3-oxazol-4-one;
CAS Number	14461-91-7 ;
PubChem CID	26701;
ChemSpider	24875 ;
UNII	O8U55ZRL9K;
ChEMBL	ChEMBL2106536 ;
CompTox Dashboard (EPA)	DTXSID60864509 ;
Chemical and physical data
Formula	C12H12N2O2
Molar mass	216.240 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES C1CC1NC2=NC(=O)C(O2)C3=CC=CC=C3;
	InChI InChI=1S/C12H12N2O2/c15-11-10(8-4-2-1-3-5-8)16-12(14-11)13-9-6-7-9/h1-5,9-10H,6-7H2,(H,13,14,15) ; Key:DNRKTAYPGADPGW-UHFFFAOYSA-N ;

Cyclazodone is a centrally acting stimulant drug developed by American Cyanamid Company in the 1960s. 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. The patents concluded that cyclazodone possessed properties efficacious in reducing fatigue and as a potential anorectic. 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.

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

Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: legal
Identifiers
IUPAC name (RS)-2-(cyclopropylamino)-5-phenyl-1,3-oxazol-4-one
CAS Number	14461-91-7^Y
PubChem CID	26701
ChemSpider	24875^Y
UNII	O8U55ZRL9K
ChEMBL	ChEMBL2106536^Y
CompTox Dashboard (EPA)	DTXSID60864509
Chemical and physical data
Formula	C₁₂H₁₂N₂O₂
Molar mass	216.240 g·mol⁻¹
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES C1CC1NC2=NC(=O)C(O2)C3=CC=CC=C3
InChI InChI=1S/C12H12N2O2/c15-11-10(8-4-2-1-3-5-8)16-12(14-11)13-9-6-7-9/h1-5,9-10H,6-7H2,(H,13,14,15)^Y Key:DNRKTAYPGADPGW-UHFFFAOYSA-N^Y