7509-61-7Relevant academic research and scientific papers
Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles
Reddy Panyam, Pradeep Kumar,Ugale, Bharat,Gandhi, Thirumanavelan
supporting information, p. 7622 - 7632 (2018/06/22)
Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.
Discovery of 2-[1-(4-Chlorophenyl)cyclopropyl]-3-hydroxy-8- (trifluoromethyl)quinoline-4-carboxylic acid (PSI-421), a P-selectin inhibitor with improved pharmacokinetic properties and oral efficacy in models of vascular injury
Huang, Adrian,Moretto, Alessandro,Janz, Kristin,Lowe, Michael,Bedard, Patricia W.,Tam, Steve,Di, Li,Clerin, Valerie,Sushkova, Natalia,Tchernychev, Boris,Tsao, Desiree H. H.,Keith Jr., James C.,Shaw, Gray D.,Schaub, Robert G.,Wang, Qin,Kaila, Neelu
scheme or table, p. 6003 - 6017 (2010/11/19)
Previously, we reported the discovery of PSI-697 (1a), a C-2 benzyl substituted quinoline salicylic acid-based P-selectin inhibitor. It is active in a variety of animal models of cardiovascular disease. Compound 1a has also been shown to be well tolerated and safe in healthy volunteers at doses of up to 1200 mg in a phase 1 single ascending dose study. However, its oral bioavailability was low. Our goal was to identify a back up compound with equal potency, increased solubility, and increased exposure. We expanded our structure-activity studies in this series by branching at the α position of the C-2 benzyl side chain and through modification of substituents on the carboxylic A-ring of the quinoline. This resulted in discovery of PSI-421 with marked improvement in aqueous solubility and pharmacokinetic properties. This compound has shown oral efficacy in animal models of arterial and venous injury and was selected as a preclinical development compound for potential treatment of such diseases as atherosclerosis and deep vein thrombosis.
Methods and Compositions for Selectin Inhibition
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Page/Page column 22, (2008/12/04)
The present teachings relate to novel compounds of formula I: wherein the constituent variables are as defined herein. Compounds of the present teachings can act as antagonists of the mammalian adhesion proteins known as selecting. Methods for treating or preventing selectin-mediated disorders are provided, which include administration of these compounds in a therapeutically effective amount.
Deamination of 1-alkyl-9-aminomethyltriptycenes. Participation of a neighboring 1-alkyl substituent
Yamamoto, Gaku,Koseki, Ai,Sugita, Jun,Mochida, Hisashi,Minoura, Mao
, p. 1585 - 1600 (2007/10/03)
Deamination reactions of 1-alkyl-9-aminomethyltriptycenes (alkyl = Me, Et, i-Pr, and t-Bu) and 9-(1-aminoethyl)-1-methyltriptycene were performed in CHCl3 and in AcOH, and product distributions were studied. The results suggest that the loss of
Condensed bridgehead nitrogen heterocyclic systems: Synthesis and antimicrobial activity of thiazolo[3′, 2′: 2, 3]-as-triazino[5, 6-b]indoles and isomeric thiazolo[2′, 3′: 3, 4]-as-triazino[5, 6-b]indoles
Mohan, Jag,Anupama
, p. 628 - 630 (2007/10/03)
2, 3-Dihydro-6-ethyl-5H-as-triazino[5, 6-b]indole-3-thione 4 on condensation with α-haloketone gives 3-aroylmethylthio-6-ethyl-5H-as-triazino[5, 6-b]indolehydrobromide 5 which on PPA catalyzed cyclization furnishes 3-aryl-9-ethylthiazolo[3′, 2′: 2, 3]-as-
