23611-75-8Relevant articles and documents
THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE
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Paragraph 1151, (2015/02/18)
Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.
THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE
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Page/Page column 253; 254, (2015/02/02)
Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.
Novel lead generation of an anti-tuberculosis agent active against non-replicating mycobacteria: Exploring hybridization of pyrazinamide with multiple fragments
Markad, Shankar D.,Kaur, Parvinder,Kishore Reddy,Chinnapattu, Murugan,Raichurkar, Anandkumar,Nandishaiah, Radha,Panda, Manoranjan,Iyer, Pravin S.
, p. 2986 - 2992 (2015/03/14)
The key to shortening tuberculosis (TB) drug regimen lies in eliminating the reservoir of non-replicating persistent (NRP) Mycobacterium tuberculosis (Mtb). Pyrazinamide (PZA) is the only known drug used as part of a combination therapy that is believed to kill NRP Mtb and achieve sterilization. PZA is active only under low pH screening conditions. Screening and identification of NRP-active anti-TB compounds are severely limited because compounds are usually inactive under regular assay conditions. In an effort to design novel NRP-active anti-TB compounds, we used pyrazinamide as a core and hybridized it with the fragments derived from marketed drugs. One of these designs, compound 8, was a hybrid with fluoroquinolone. This compound exhibited >10 fold improvement in NRP activity under low pH condition as compared to pyrazinamide and a modest activity (0.8 log10 kill) under nutritionally starved NRP condition. Furthermore, compound 8 was active against fluoroquinolone-resistant strains and did not show any activity in a DNA supercoiling assay (gyrase inhibition), suggesting that its mechanism of action is not that of the parent fluoroquinolone. These results provide a novel avenue in the exploration of new chemotypes that are active against non-replicating Mtb.
Pyrazine-functionalized calix[4]arenes: Synthesis by palladium-catalyzed cross-coupling with phosphorus pronucleophiles and metal ion extraction properties
Nikishkin, Nicolai I.,Huskens, Jurriaan,Ansari, Seraj A.,Mohapatra, Prasanta K.,Verboom, Willem
, p. 391 - 402 (2013/02/25)
A series of pyrazine-based calix[4]arene extractants was prepared by a stepwise functionalization, comprising palladium-catalyzed exhaustive cross-coupling of di- and tetrasubstituted calix[4]arenes bearing chloropyrazine moieties. The extraction behavior of the synthesized ligands was studied on Am-Eu mixtures under acidic feed conditions similar to those prevailing in nuclear wastes. Phosphorylpyrazine-bearing extractants exhibited a very high acid resistivity and a high affinity for americium giving D values as high as 794 at pH 1. The synergistic effect of the chlorinated cobalt bis(dicarbollide) anion [(B9C2H8Cl3) 2Co]- (CCD-anion), as well as the effect of the calix[4]arene platform compared to monovalent ligands, was investigated. The presence of 1 mM CCD resulted in a 105 times increase in the D value.
Structure-activity studies of diazabicyclo[3.3.0]octane-substituted pyrazines and pyridines as Potent α4β2 nicotinic acetylcholine receptor ligands
Scanio, Marc J. C.,Shi, Lei,Bunnelle, William H.,Anderson, David J.,Helfrich, Rosalind J.,Malysz, John,Thorin-Hagene, Kirsten K.,Van Handel, Ceclia E.,Marsh, Kennan C.,Lee, Chih-Hung,Gopalakrishnan, Murali
experimental part, p. 7678 - 7692 (2012/01/06)
A series of diazabicyclo[3.3.0]octane substituted pyridines and pyrazines was synthesized and characterized at the α4β2 neuronal nicotinic acetylcholine receptor (nAChR). The compounds were designed to mimic the profile of ABT-089, high affinity binding ligand for the α4β2 nAChR, with limited agonist activity. Carboxamide derivatives of 3-(diazabicyclo[3.3.0] octane)-substituted pyridines or 2-(diazabicyclo[3.3.0]octane)-substituted pyrazines were found to have the desired binding and activity profile. The structure-activity relationship of these compounds is presented.
Synthesis and preliminary evaluation of amiloride analogs as inhibitors of the urokinase-type plasminogen activator (uPA)
Matthews, Hayden,Ranson, Marie,Tyndall, Joel D.A.,Kelso, Michael J.
scheme or table, p. 6760 - 6766 (2011/12/05)
A known side-activity of the oral potassium-sparing diuretic drug amiloride is inhibition of the enzyme urokinase-type plasminogen activator (uPA, K i = 7 μM), a promising anticancer target. Several studies have demonstrated significant antitum
Discovery and biological evaluation of potent, selective, orally bioavailable, pyrazine-based blockers of the Nav1.8 sodium channel with efficacy in a model of neuropathic pain
Scanio, Marc J.C.,Shi, Lei,Drizin, Irene,Gregg, Robert J.,Atkinson, Robert N.,Thomas, James B.,Johnson, Matthew S.,Chapman, Mark L.,Liu, Dong,Krambis, Michael J.,Liu, Yi,Shieh, Char-Chang,Zhang, Xufeng,Simler, Gricelda H.,Joshi, Shailen,Honore, Prisca,Marsh, Kennan C.,Knox, Alison,Werness, Stephen,Antonio, Brett,Krafte, Douglas S.,Jarvis, Michael F.,Faltynek, Connie R.,Marron, Brian E.,Kort, Michael E.
experimental part, p. 7816 - 7825 (2011/02/22)
Nav1.8 (also known as PN3) is a tetrodotoxin-resistant (TTx-r) voltage-gated sodium channel (VGSC) that is highly expressed on small diameter sensory neurons. It has been implicated in the pathophysiology of inflammatory and neuropathic pain, a
Selective Ligands for the Neuronal Nicotinic Receptors and Uses Thereof
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Page/Page column 10-11, (2009/12/04)
The present application describes selective ligands of formula (I) for neuronal nicotinic receptors (NNRs), more specifically for the α4β2 NNR subtype, compositions thereof, and methods of using the same, wherein X, R1, X, R2, R3, L1, m, n, p, and q are defined in the specification.
Studies on Pyrazines. 29. High Regioselective Synthesis of Chloropyrazines from 3-Substituted Pyrazine 1-Oxides
Sato, Nobuhiro,Fujii, Megumi
, p. 1177 - 1180 (2007/10/02)
Reaction of 3-methoxy- or 3-chloropyrazine 1-oxides with refluxing phosphoryl chloride in the presence of amine led to a high regioselective formation of 3-substituted 2-chloropyrazines.In contrast, the use of chloroacetyl chloride instead of phosphoryl chloride enabled different regioselectivity to yield 6-substituted 2-chloropyrazines, particularly 3-methoxycarbonylpyrazine 1-oxide was almost exclusively converted into methyl 6-chloropyrazinecarboxylate under conditions without the amine.