2-(cyclopropylamino)-5-(2H5)phenyl-4,5-dihydro-1,3-oxazol-4-one

• ChemBase ID: 165275
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: C1(OC(=NC1=O)NC1CC1)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-(^2H₅)phenyl-4,5-dihydro-1,3-oxazol-4-one
• IUPAC Traditional name: 2-(cyclopropylamino)-5-(^2H₅)phenyl-5H-1,3-oxazol-4-one
• Synonyms: 2-(Cyclopropylamino)-5-(phenyl-d5)-4(5H)-oxazolone; 2-(Cyclopropylamino)-5-(phenyl-d5)-2-oxazolin-4-one; Cyclazodone-d5; Cyclopropyl Pemoline-d5

Database IDs

• PubChem SID: 162259408
• PubChem CID: 71315102

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: 22.572687 Å^3
• Polar Surface Area: 50.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988787

Labelled Cyclopropylpemoline (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)