442134-70-5Relevant articles and documents
Boronic acid-containing aminopyridine- and aminopyrimidinecarboxamide CXCR1/2 antagonists: Optimization of aqueous solubility and oral bioavailability
Schuler, Aaron D.,Engles, Courtney A.,Maeda, Dean Y.,Quinn, Mark T.,Kirpotina, Liliya N.,Wicomb, Winston N.,Mason, S. Nicholas,Auten, Richard L.,Zebala, John A.
, p. 3793 - 3797 (2015)
Abstract The chemokine receptors CXCR1 and CXCR2 are important pharmaceutical targets due to their key roles in inflammatory diseases and cancer progression. We have previously identified 2-[5-(4-fluoro-phenylcarbamoyl)-pyridin-2-ylsulfanylmethyl]-phenylboronic acid (SX-517) and 6-(2-boronic acid-5-trifluoromethoxy-benzylsulfanyl)-N-(4-fluoro-phenyl)-nicotinamide (SX-576) as potent non-competitive boronic acid-containing CXCR1/2 antagonists. Herein we report the synthesis and evaluation of aminopyridine and aminopyrimidine analogs of SX-517 and SX-576, identifying (2-{(benzyl)[(5-boronic acid-2-pyridyl)methyl]amino}-5-pyrimidinyl)(4-fluorophenylamino)formaldehyde as a potent chemokine antagonist with improved aqueous solubility and oral bioavailability.
Aminopyridine- and Aminopyrimidinecarboxamides as CXCR2 Modulators
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Page/Page column 13, (2012/03/10)
There is disclosed aminopyridine-and aminopyrimidinecarboxamide compounds useful as pharmaceutical agents, synthesis processes, and pharmaceutical compositions which include aminopyridine- and aminopyrimidinecarboxamides compounds. More specifically, ther
Pharmaceutical uses and synthesis of nicotinamides
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Page/Page column 32, (2010/02/08)
A compound of the formula and pharmaceutically acceptable salts thereof, wherein R1is selected from (R3)C(═O)—N(R4)— and (R3)(R4)N—C(═O)—; R2is selected from —OR5and —N(R5)(R6); n is 0, 1, 2 or 3; X is selected from oxygen and sulfur; and R3, R4, R5and R6are independently selected from hydrogen, alkyl, heteroalkyl, aryl, aryl(akylene), heteroaryl, heteroaryl(alkylene), carbocycle, carbocycle(alkylene), heterocycle, and heterocycle(alkylene); as well as pharmaceutical compositions containing said compound. The compounds and compositions are useful in, for example, the treatment of inflammatory events in an animal subject.