509083-73-2Relevant academic research and scientific papers
Kilogram synthesis of a LFA-1/ICAM inhibitor
Delmonte, Albert J.,Waltermire, Robert E.,Fan, Yu,McLeod, Douglas D.,Gao, Zhinong,Gesenberg, Kirsten D.,Girard, Kevin P.,Rosingana, Miguel,Wang, Xuebao,Kuehne-Willmore, Jennifer,Braem, Alan D.,Castoro, John A.
scheme or table, p. 553 - 561 (2011/07/30)
The process development and the kilogram-scale synthesis of BMS-587101 (1) are described. The synthesis features a [3 + 2] azomethine ylide cycloaddition to efficiently build the spirocyclic core in a diastereoselective fashion followed by a classical res
Small molecule antagonist of leukocyte function associated antigen-1 (LFA-1): Structure-activity relationships leading to the identification of 6-((5 S,9 R)-9-(4-Cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7- triazaspiro[4.4]nonan-7-yl)nico
Watterson, Scott H.,Xiao, Zili,Dodd, Dharmpal S.,Tortolani, David R.,Vaccaro, Wayne,Potin, Dominique,Launay, Michele,Stetsko, Dawn K.,Skala, Stacey,Davis, Patric M.,Lee, Deborah,Yang, Xiaoxia,McIntyre, Kim W.,Balimane, Praveen,Patel, Karishma,Yang, Zheng,Marathe, Punit,Kadiyala, Pathanjali,Tebben, Andrew J.,Sheriff, Steven,Chang, Chiehying Y.,Ziemba, Theresa,Zhang, Huiping,Chen, Bang-Chi,Delmonte, Albert J.,Aranibar, Nelly,McKinnon, Murray,Barrish, Joel C.,Suchard, Suzanne J.,Murali Dhar
scheme or table, p. 3814 - 3830 (2010/07/05)
Leukocyte function-associated antigen-1 (LFA-1), also known as CD11a/CD18 or αLβ2, belongs to the β2 integrin subfamily and is constitutively expressed on all leukocytes. The major ligands of LFA-1 include three intercellu
Synthesis of lead LFA-1 antagonist [14C]spyrocyclic hydantoin
Tran, Scott B.,Maxwell, Brad D.,Chen, Shiang-Yuan,Bonacorsi, Samuel J.,Leith, Leslie,Ogan, Marc,Rinehart, J. Kent,Balasubramanian, Balu
experimental part, p. 236 - 242 (2010/06/16)
Radiolabelled drug lead candidate leukocyte function-associated antigen 1 antagonist [14C]spyrocyclic hydantoin: 5-(((5S,9R)-9-(4-[ 14C]-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3, 7-triazaspiro[4.4]nonan-7-yl)methyl)
CRYSTALLINE FORMS OF6- [(5S, 9R) -9- (4-CYANOPHENYL) -3-(3, 5-DICHLOROPHENYL) -1-METHYL-2, 4-DIOXO-1, 3, 7-TRIAZASPIRO [4.4] NON-7-YL] NICOTINIC
-
Page/Page column 66, (2010/11/08)
The invention provides crystalline forms of 6-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]nicotinic acid, its pharmaceutically acceptable salts, or solvates, thereof Further, a process is provided fo
Discovery and development of 5-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5- dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl-methyl] -3-thiophenecarboxylic Acid (BMS-587101) - A small molecule antagonist of leukocyte function associated antigen-1
Potin, Dominiques,Launay, Michele,Monatlik, Francoise,Malabre, Patrice,Fabreguettes, Maud,Fouquet, Andre,Maillet, Magali,Nicolai, Eric,Dorgeret, Lo?c,Chevallier, Fran?ois,Besse, Dominique,Dufort, Monique,Caussade, Fran?ois,Ahmad, Syed Z.,Stetsko, Dawn K.,Skala, Stacey,Davis, Patricia M.,Balimane, Praveen,Patel, Karishma,Yang, Zheng,Marathe, Punit,Postelneck, Jennifer,Townsend, Robert M.,Goldfarb, Valentina,Sheriff, Steven,Einspahr, Howard,Kish, Kevin,Malley, Mary F.,DiMarco, John D.,Gougoutas, Jack Z.,Kadiyala, Pathanjali,Cheney, Daniel L.,Tejwani, Ravindra W.,Murphy, Denette K.,Mcintyre, Kim W.,Yang, Xiaoxia,Chao, Sam,Leith, Leslie,Xiao, Zili,Mathur, Arvind,Chen, Bang-Chi,Wu, Daugh-Rurng,Traeger, Sarah C.,McKinnon, Murray,Barrish, Joel C.,Robl, Jeffrey A.,Iwanowicz, Edwin J.,Suchard, Suzanne J.,Dhar, T. G. Murali
, p. 6946 - 6949 (2007/10/03)
LFA-1 (leukocyte function-associated antigen-1), is a member of the β2-integrin family and is expressed on all leukocytes. This letter describes the discovery and preliminary SAR of spirocyclic hydantoin based LFA-1 antagonists that culminated in the iden
Spiro-hydantoin compounds useful as anti-inflammatory agents
-
Page/Page column 45, (2008/06/13)
Compounds having the formula (I), and pharmaceutically-acceptable salts, hydrates, enantiomers, and diastereomers, and prodrugs thereof, are useful as inhibitors of LFA-1/ICAM and as anti-inflammatory agents, wherein L and K are O or S; Z is N or CR4b; Ar is an optionally-substituted aryl or heteroaryl; G is a linker attached to T or M or is absent; J, M and T are selected to define a three to six membered saturated or partially unsaturated non-aromatic ring; and R2 R4a, R4b, and R4c are as defined in the specification.
