title: Determination of the optical purity of indacrinone by proton nuclear magnetic resonance spectroscopy using chiral lanthanide chelates.
abstract: A simple, specific and reliable 1H-NMR spectroscopic method for the quantitative determination of the optical purity of indacrinone is described. After conversion of the S(+)- and R(-)-enantiomers to their methyl ester derivatives, they were coordinated with chiral europium(III) or praseodymium(III) shift reagents in CCl4/C2HCl3 (2:1). The optical purity was calculated from the relative intensities of the enantiomeric resonance signals for the protons of the methyl groups at position C(2) of the indanone ring. Mean +/- SD (n = 6) recoveries of S(+)-indacrinone from synthetic enantiomeric mixtures amounted to 99.75 +/- 0.63% when using europium(III) and 100.01 +/- 0.55% when using praseodymium(III).
authors.affiliation: Food and Drug Administration, Department of Health and Human Services, New York Regional Laboratory, Brooklyn 11239-1593.
authors.forename: G M
authors.initials: GM
authors.lastname: Hanna
authors.forename: C A
authors.initials: CA
authors.lastname: Lau-Cam
mesh_terms: D003978:Diazomethane; D004232:Diuretics / Q000032:analysis*; D005063:Europium / Q000737:chemistry*; D007189:Indans / Q000032:analysis*; D007202:Indicators and Reagents / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D011221:Praseodymium / Q000737:chemistry*; D011522:Protons; D013237:Stereoisomerism
chemical_list: D004232:Diuretics; D007189:Indans; D007202:Indicators and Reagents; D011522:Protons; D005063:Europium; D003978:Diazomethane; C013352:indacrinone; D011221:Praseodymium