1207-61-0Relevant academic research and scientific papers
Room-temperature palladium-catalyzed C-H activation: Ortho-carbonylation of aniline derivatives
Houlden, Chris E.,Hutchby, Marc,Bailey, Chris D.,Ford, J.Gair,Tyler, Simon N. G.,Gagne, Michel R.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
supporting information; experimental part, p. 1830 - 1833 (2009/08/07)
Pd and CO - ureally got me! The title reaction proceeds efficiently at 18°C under CO (1 atm) with 5 % [Pd(OTs)2 (MeCN)2] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields (see picture, BQ=benzoquinone, Ts=4-toluenesulfonyl).
Benzenesulfonamide derivatives of 2-substituted 4H-3,1-benzoxazin-4- ones and benzthiazin-4-ones as inhibitors of complement C1r protease
Plummer, Janet S.,Cai, Cuiman,Hays, Sheryl J.,Gilmore, John L.,Emmerling, Mark R.,Michael, Walter,Narasimhan, Lakshmi S.,Watson, M. Desiree,Wang, Kevin,Nath, Rathna,Evans, Lori M.,Jaen, Juan C.
, p. 815 - 820 (2007/10/03)
A series of 2-sulfonyl-4H-3,1-benzoxazinones was prepared that inhibit C1r protease in vitro. Several compounds were found to be selective for C1r verses the related serine protease trypsin. Selected compounds demonstrated functional activity in a hemolysis assay.
2-amino-4H-3,1-benzoxazin-4-ones as inhibitors of C1r serine protease
Hays, Sheryl J.,Caprathe, Bradley W.,Gilmore, John L.,Amin, Nilam,Emmerling, Mark R.,Michael, Walter,Nadimpalli, Ravi,Nath, Rathna,Raser, Kadee J.,Stafford, Daniel,Watson, Desiree,Wang, Kevin,Jaen, Juan C.
, p. 1060 - 1067 (2007/10/03)
A series of 2-amino-4H-3,1-benzoxazin-4-ones have been synthesized and evaluated as inhibitors of the complement enzyme C1r. C1r is a serine protease at the beginning of the complement cascade, and complement activation by β-amyloid may represent a major contributing pathway to the neuropathology of Alzheimer's disease. Compounds such as 7-chloro-2-[(2- iodophenyl)amino]benz[d][1,3]oxazin-4-one (32) and 7-methyl-2-[(2- iodophenyl)amino]benz[d][1,3]oxazin-4-one (37) show improved potency compared to the reference compound FUT-175. Many of these active compounds also possess increased selectivity for C1r compared to trypsin and enhanced hydrolytic stability relative to 2-(2-iodophenyl)-4H-3,1-benzoxazin-4-one (1).
2-SUBSTITUTED-4H-3, 1-BENZOXAZIN-4-ONES AND BENZTHIAZIN-4-ONES AS INHIBITORS OF COMPLEMENT C1R PROTEASE FOR THE TREATMENT OF INFLAMMATORY PROCESSES
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, (2008/06/13)
This invention concerns certain 2-substituted-3,1-benzoxazin-4-ones and benzthiazinones as complement Clr protease inhibitors and antiinflammatory agents, pharmaceutical compositions containing them, methods of using them, and processes for their preparat
