Reaction of 6-aminouracils with ketenethioacetals.

Tominaga, Yoshinori; Kohra, Shinya; Okuda, Hiroto; Ushirogochi, Atsuyuki; Matsuda, Yoshiro; Kobayashi, Gorô

doi:10.1248/cpb.32.122

Cited by 31 publications

(10 citation statements)

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“…Polyfunctionally substituted heteroaromatics are interesting compounds for potential utility as dye intermediates [1,2], agrochemicals [3][4][5], and as pharmaceuticals [6][7][8][9][10]. In the past few years, we have been involved in a program aimed at developing new efficient synthetic approaches for these heteroaromatic compounds utilizing inexpensive starting materials.…”

Section: Discussionmentioning

confidence: 99%

Studies with polyfunctionally substituted heteroaromatics: A facile route for the synthesis of polyfunctionally substituted N-aminopyridines, 1,2,4-triazolo[1,5-a]pyridines and isoquinolines

Hussein

1997

Heteroat. Chem.

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Section: Discussionmentioning

confidence: 99%

Studies with polyfunctionally substituted heteroaromatics: A facile route for the synthesis of polyfunctionally substituted N-aminopyridines, 1,2,4-triazolo[1,5-a]pyridines and isoquinolines

Hussein

1997

Heteroat. Chem.

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“…were purchased from Aldrich. 2-Substituted 3,3-bis(methylsulfanyl)acrylate was prepared by a literature procedure [29] for the synthesis of 1. TLC was performed on precoated silica-gel plastic plates and visualized by UV irradiation, exposure to iodine vapor, or spraying with KMnO 4 solution.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Biphenanthrenyls and Role of C−H···X Noncovalent Interactions in Conformational Control

Sharon¹,

Maulik²,

Vithana³

et al. 2004

Eur J Org Chem

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A convenient synthesis of the 1,2Ј-biphenanthrenyls 4a−c,f, 1,3Ј-biphenanthrenyls 4d,e, thiabiphenanthrenyl 4g, the benzo[h]chromen-2-ylideneacetonitrile 5a and the methyl benzo[h]chromen-2-ylideneacetate 5b through carbanion-induced ring transformation of 2H-pyran-2-ones 1 or 2 and the 1-naphthalenone 3a or thiochroman-4-one 3b separately is described. The structures of the biphenanthrenyls 4b and 4c

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“…Certain quinolin-2(1H)-one (carbostyril) derivatives have been proved to possess antiplatelet, anti-inflammatory, anti-ulcer, vasodilatory, and phosphodiesterase inhibitory activities. [1][2][3][4][5][6][7][8][9][10][11][12] The cardiovascular and neuroprotective activities of certain 3,4-dihydroquinolin-2(1H)-ones substituted with various side chains have also been reported. 2,7,10,11,13 Recently, we have synthesized and evaluated the cardiovascular activities of certain a-methyleneg-butyrolactones bearing heterocycles such as coumarins, flavones, xanthones, quinolines, and quinolin-2(1H)ones.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antiproliferative, and Antiplatelet Activities of Oxime‐Containing 3,4‐Dihydroquinolin‐2(1H)‐One Derivatives

Chen

Huang

et al. 2010

J Chinese Chemical Soc

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Some oxime‐containing 3,4‐dihydroquinolin‐2(1H)‐one derivatives were synthesized and evaluated for their antiplatelet and antiproliferative activities. These compounds were synthesized via alkylation of hydroxyl precursors followed by the reaction with NH2OH. The preliminary assays indicated that (Z)‐7‐[2‐(4‐fluorophenyl)‐2‐(hydroxyimino)ethoxy]‐3,4‐dihydroquinolin‐2(1H)‐one (13c) is the most active against U46619 induced platelet aggregation with an IC50 value of 3.51 μM. For the inhibition of AA‐induced aggregation, (E)‐6‐[2‐(hydroxyimino)propoxy]‐3,4‐dihydroquinolin‐2(1H)‐one (15) is the most potent with an IC50 value of 1.85 μM. These oxime‐containing 3,4‐dihydroquinolin‐2(1H)‐one derivatives were inactive against thrombin induced platelet aggregation with an IC50 value of greater than 26.78 μM. For the antiproliferative activity, most of these oxime‐containing 3,4‐dihydroquinolin‐2(1H)‐one derivatives were inactive while (Z)‐7‐[2‐(hydroxyimino)‐2‐(naphthalen‐2‐yl)ethoxy]‐3,4‐dihydroquinolin‐2(1H)‐one (13a) exhibited only marginal activities with GI50 value of 7.63, 7.34 and 6.36 μM against the growth of NPC‐TW01, NCI‐H661, and Jurkat respectively.

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Reaction of 6-aminouracils with ketenethioacetals.

Cited by 31 publications

References 0 publications

Studies with polyfunctionally substituted heteroaromatics: A facile route for the synthesis of polyfunctionally substituted N-aminopyridines, 1,2,4-triazolo[1,5-a]pyridines and isoquinolines

Studies with polyfunctionally substituted heteroaromatics: A facile route for the synthesis of polyfunctionally substituted N-aminopyridines, 1,2,4-triazolo[1,5-a]pyridines and isoquinolines

Synthesis of Biphenanthrenyls and Role of C−H···X Noncovalent Interactions in Conformational Control

Synthesis, Antiproliferative, and Antiplatelet Activities of Oxime‐Containing 3,4‐Dihydroquinolin‐2(1H)‐One Derivatives

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