Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry

Abstract

Identification, characterization and preparation of process-related impurities of the phenylquinoline derivative NK-104

Author(s): Madhuresh K. Sethi, Sanjay Mahajan, Bhairaiah Mara, Upendranath Veera, Anish Kumar,Anitha Nimmagadda, Purbita Chakraborty, Mujahid Sufi Ahmed and Rohit Shukla

The related substances observed in Phenylquinoline derivative NK-104 (A lipid-lowering agent) were isolated, characterized and their proposed structures were confirmed by chemical synthesis.These related substances were assigned as [2-cyclopropyl-4(4-fluorophenyl)quinolin-3-yl]methanol,(4R,6S)-6-{(E)-2-[2-cyclopropyl-4-(4- fluorophenyl)quinolin-3-yl]ethenyl]-4-hydroxytetrahydro-2H-pyran-2-one,Calcium bis{(3R,6E)-7-[2-cyclopropyl-4- (4-fluorophenyl)quinolin-3-yl]-3(R)-hydroxy-5-oxohept-6-enoate, {(3R, 5S, 6E)-7-[2-cyclopropyl-4-(4- fluorophenyl)quinolin-3-yl]-3, 5-dihydroxy-N-(1-phenylethyl)hept-6-enamide}, Calcium bis {(3R, 5S, 6E)-7-[2- cyclopropyl-4-(4-phenyl)-quinolin-3-yl]-3, 5-dihydroxyhept-6-enoate}, Calcium bis {(3R,5S)-7-[2-cyclopropyl-4-(4- fluorophenyl)quinolin-3-yl]-3,5-dihydroxyheptanoate}, Calcium bis {(3S, 5R, 6E)-7-[2-cyclopropyl-4-(4- fluorophenyl)-3-quinolin-3-yl]-3, 5-dihydroxyhept-6-enoate},Calcium bis {(3R, 5R, 6E)-7-[2-cyclopropyl-4-(4- fluorophenyl)-3-quinolin-3-yl]-3,5-dihydroxyhept-6-enoate},(6S)-6-{(E)-2-[2-cyclopropyl-4-(4-fluorophenyl) quinolin-3-yl]ethenyl}-5,6-dihydro-2H-pyran-2-one, (3S,4E,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl) quinolin-3-yl]- 3-hydroxyhepta-4,6-dienoic acid, (3R,5S)-5-(6-cyclopropyl-10-fluoro-7,8-dihydrobenzo[k] phenanthridine-8-yl)- 3,5-dihydroxypentanoic acid. Investigation for the cause of these impurities and their identification helped in improvingthe yield & qualityduring preparation of this drug which helps in providing this high quality drug at lower cost


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