2-(cyclopropylamino)-5-phenyl-4,5-dihydro-1,3-oxazol-4-one

• ChemBase ID: 126785
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: C1CC1NC1=NC(=O)C(O1)c1ccccc1
• Canonical SMILES: O=C1N=C(OC1c1ccccc1)NC1CC1
• 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)
• InChIKey: DNRKTAYPGADPGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(cyclopropylamino)-5-phenyl-4,5-dihydro-1,3-oxazol-4-one
• IUPAC Traditional name: cyclazodone
• Synonyms: Cyclazodone; 2-(Cyclopropylamino)-5-phenyl-4(5H)-oxazolone; 2-(Cyclopropylamino)-5-phenyl-2-oxazolin-4-one; Cyclazodone; Cyclopropyl Pemoline

Database IDs

• CAS Number: 14461-91-7
• PubChem SID: 162221113
• PubChem CID: 26701
• Unique Ingredient Identifier: O8U55ZRL9K
• Wikipedia Title: Cyclazodone

CALCULATED PROPERTIES

• Acid pKa: 14.943385
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5432016
• LogD (pH = 7.4): 1.5432017
• Log P: 1.5432017
• Molar Refractivity: 57.6881 cm^3
• Polarizability: 22.55038 Å^3
• Polar Surface Area: 50.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Legal

DETAILS

Toronto Research Chemicals - C988785

Pemoline (P220100) and Cyclopropylpemoline seem to be basically central stimulants with a mechanism of action similar to that of d-Amphetamine.

REFERENCES

• Politi, L., et al.: Clin. Chim. Acta., 386, 46 (2007)
• Thevis, M., et al.: Anal. Bioanal. Chem., 388, 1351 (2007)
• Kuuranne, T., et al.: Drug Metab. Dispos., 36, 571 (2007)