327030-39-7Relevant articles and documents
Transition Metal-Free Synthesis of meta-Bromo- and meta-Trifluoromethylanilines from Cyclopentanones by a Cascade Reaction
Bunch, Lennart,Cetin, Adnan,Staudt, Markus
supporting information, (2022/02/10)
Anilines are key constituents in biologically active compounds and often obtained from transition metal-catalyzed coupling of an aryl halide with an amine. In this work, we report a transition metal-free method for the synthesis of meta-bromo- and meta-trifluoromethylanilines starting from 3-tribromomethylcyclopentanone or 3-(2-bromo-2-chloro-1,1,1-trifluoroethyl)cyclopentanone, respectively. The scope of the transformation is shown by application of primary, secondary and aromatic amines. The reaction proceeds in acceptable to high yields (20–81 %), and allows for the synthesis of anilines with substitution patterns otherwise difficult to access.
MONOACYLGLYCEROL LIPASE INHIBITORS
-
Paragraph 0109-0110; 0141; 0151-0152; 0175-0176, (2021/09/09)
Provided are compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof: Also provided are compositions comprising compounds of formula (I). The compounds and compositions are also provided for use as medicaments, for example as medicaments useful in the treatment of a condition modulated by monoacylglycerol lipase (MAGL). Also provided are the use of compounds and compositions for the inhibition of monoacylglycerol lipase (MAGL).
Receptor-interacting protein kinase 2 (RIPK2) and nucleotide-binding oligomerization domain (NOD) cell signaling inhibitors based on a 3,5-diphenyl-2-aminopyridine scaffold
Suebsuwong, Chalada,Dai, Bing,Pinkas, Daniel M.,Duddupudi, Anantha Lakshmi,Li, Li,Bufton, Joshua C.,Schlicher, Lisa,Gyrd-Hansen, Mads,Hu, Ming,Bullock, Alex N.,Degterev, Alexei,Cuny, Gregory D.
supporting information, (2020/06/08)
Receptor-interacting protein kinase 2 (RIPK2) is a key mediator of nucleotide-binding oligomerization domain (NOD) cell signaling that has been implicated in various chronic inflammatory conditions. A new class of RIPK2 kinase/NOD signaling inhibitors bas
COMPOSITIONS FOR USE IN METHODS OF INHIBITING PROTEIN KINASES
-
Paragraph 0011; 0042; 0362; 0363, (2018/10/25)
Identified compounds demonstrate protein kinase inhibitory activity and inhibition of dependent cell signaling pathways, such as NOD2 cell signaling. More specifically, the compounds are demonstrated to inhibit receptor interacting kinase 2 (RIPK2) and/or Activin- like kinase 2 (ALK2). Compounds that are either dual RIPK2/ALK2 inhibitors or that preferentially inhibit RIPK2 or ALK2 could provide therapeutic benefit.
Discovery of 7-(3-(piperazin-1-yl)phenyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine derivatives as highly potent and selective PI3Kδ inhibitors
Qin, Lan-Ying,Ruan, Zheming,Cherney, Robert J.,Dhar, T.G. Murali,Neels, James,Weigelt, Carolyn A.,Sack, John S.,Srivastava, Anurag S.,Cornelius, Lyndon A.M.,Tino, Joseph A.,Stefanski, Kevin,Gu, Xiaomei,Xie, Jenny,Susulic, Vojkan,Yang, Xiaoxia,Yarde-Chinn, Melissa,Skala, Stacey,Bosnius, Ruth,Goldstein, Christine,Davies, Paul,Ruepp, Stefan,Salter-Cid, Luisa,Bhide, Rajeev S.,Poss, Michael A.
, p. 855 - 861 (2017/02/10)
As demonstrated in preclinical animal models, the disruption of PI3Kδ expression or its activity leads to a decrease in inflammatory and immune responses. Therefore, inhibition of PI3Kδ may provide an alternative treatment for autoimmune diseases, such as RA, SLE, and respiratory ailments. Herein, we disclose the identification of 7-(3-(piperazin-1-yl)phenyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine derivatives as highly potent, selective and orally bioavailable PI3Kδ inhibitors. The lead compound demonstrated efficacy in an in vivo mouse KLH model.
Design, synthesis, and biological activity of novel, potent, and highly selective fused pyrimidine-2-carboxamide-4-one-based matrix metalloproteinase (MMP)-13 zinc-binding inhibitors
Nara, Hiroshi,Sato, Kenjiro,Kaieda, Akira,Oki, Hideyuki,Kuno, Haruhiko,Santou, Takashi,Kanzaki, Naoyuki,Terauchi, Jun,Uchikawa, Osamu,Kori, Masakuni
, p. 6149 - 6165 (2016/12/06)
Matrix metalloproteinase-13 (MMP-13), a member of the collagenase family of enzymes, has been implicated to play a key role in the pathology of osteoarthritis. Recently, we have reported the discovery of a series of quinazoline-2-carboxamide based non-zin
USP7 INHIBITOR COMPOUNDS AND METHODS OF USE
-
Paragraph 0279; 0281, (2016/10/11)
2-Aminopyridine compounds of Formula I are provided, and various substituents including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for modulating USP7, and for treating cancer and immune disorders such as inflammation mediated by USP7. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.
BICYCLIC HETEROARYL AMINE COMPOUNDS AS PI3K INHIBITORS
-
Page/Page column 163; 164, (2016/05/24)
Disclosed are compounds of Formula (I) or a salt thereof; wherein: X is N or CH; Q1 is: (i) C1, Br, I, -CN, -CH3, or -CF3; (ii) a 5-membered heteroaryl selected from pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, triazolyl, oxadiazolyl, and thiadiazolyl; (iii) a 6?membered heteroaryl selected from pyridinyl, pyridazinyl, and pyrimidinyl; or (iv) a bicyclic heteroaryl selected from indolyl, pyrrolopyridinyl, pyrazolopyridinyl and benzo[d]oxazolyl; wherein each of said 5-membered, 6-membered, and bicyclic heteroaryl is substituted with zero to 1 Ra and zero to 1 Rb; and R1, R2, R3, R4, R5, R6, Ra, and Rb are defined herein. Also disclosed are methods of using such compounds as modulators of PI3K, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing inflammatory and autoimmune diseases.
CaMKII INHIBITORS AND USES THEREOF
-
Paragraph 0219-0220, (2014/09/29)
The present invention provides compounds useful as inhibitors of Ca2+/calmodulindependent protein kinase (CaMKII), compositions thereof, and methods of using the same. Cardiovascular disease remains the number one cause of death in developed countries. Furthermore, incidence of cardiovascular disease has increased dramatically in developing countries. Although cardiovascular disease usually affects older adults, the antecedents of cardiovascular disease, notably atherosclerosis, begin in early life, making primary prevention efforts necessary from childhood.
Highly potent aminopyridines as Syk kinase inhibitors
Castillo, Marcos,Forns, Pilar,Erra, Montse,Mir, Marta,Lopez, Manel,Maldonado, Monica,Orellana, Adelina,Carreno, Cristina,Ramis, Isabel,Miralpeix, Montserrat,Vidal, Bernat
scheme or table, p. 5419 - 5423 (2012/09/22)
A novel class of potent Syk inhibitors has been developed from rational design. Highly potent aminopyridine derivatives bearing a 4-trifluoromethyl-2- pyridyl motif and represented by compound 13b IC50: 0.6 nM were identified. Substitution by a 2-pyrazinyl motif and SAR expansion in position 4 of the central core provided diverse potent non-cytotoxic Syk inhibitors showing nanomolar activity inhibiting human mast cell line LAD2 degranulation.