122670-67-1Relevant articles and documents
Identification of [(naphthalene-1-carbonyl)-amino]-acetic acid derivatives as nonnucleoside inhibitors of HCV NS5B RNA dependent RNA polymerase
Gopalsamy, Ariamala,Lim, Kitae,Ellingboe, John W.,Krishnamurthy, Girija,Orlowski, Mark,Feld, Boris,Van Zeijl, Marja,Howe, Anita Y.M.
, p. 4221 - 4224 (2007/10/03)
A novel series of HCV NS5B RNA dependent RNA polymerase inhibitors containing a naphthalene carboxamide scaffold were identified by high throughput screening. Optimization of substituents by parallel synthesis and the iterative design towards understanding structure-activity relationship to improve potency are described. Tetra substituted naphthalene 31 displayed potent activity with IC50 of 120nM against HCV NS5B enzyme and was selective over a panel of polymerases.
Conformationally Rigid Analogues of Aldose Reductase Inhibitor, Tolrestat. Novel Syntheses of Naphthalene-Fused γ-, δ-, and ε-Lactams
Wrobel, Jay,Dietrich, Arlene,Gorham, Beverly J.,Sestanj, Kazimir
, p. 2694 - 2702 (2007/10/02)
Cyclic analogues (4-6) of tolrestat (1) and oxotolrestat (2) were prepared by employing novel synthesis routes for the formation of the required γ-, δ-, and ε-lactams.In this regard 2,3,4,5-tetrahydro-9-methoxy-1H-naphthazepin-1-one, 7, and 3,4-dihydro-8-methoxybenzisoquinolin-1(2H)-one, 8, were prepared from a common precursor, namely 2,3-dihydro-7-methoxy-4(1H)-phenanthrenone, 13, and further elaborated to compounds 4a-b and 5a-d, respectively.Compounds 6a-b were prepared from a tolrestat precursor, 5-methyl-2-methoxy-1-(trifluoromethyl)naphthalene, 35.Six- and seven-membered lactam acetic acid methyl esters, 29, resisted vigorous thioamidation condition; therefore, the corresponding thiolactam analogues 4 and 5 could not be prepared.However, thioamidation was achieved in the five-membered ring series, leading to thiolactam 6b.Lactams in the series 4 or 5 were considerably weaker than 1 or 2 as inhibitors of bovine lens aldose reductase although thiolactam 6b had high inhibitory activity.
N-acyl-N-naphthoylglycines as aldose reductase inhibitors
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, (2008/06/13)
Disclosed herein are N-acyl-N-naphthoylglycines and methods of their preparation. The N-acyl-N-naphthoylglycines are novel aldose reductase inhibitors useful for the treatment or prevention of diabetic complications.
