115169-77-2Relevant academic research and scientific papers
Tetrahydrofuran-Based Transient Receptor Potential Ankyrin 1 (TRPA1) Antagonists: Ligand-Based Discovery, Activity in a Rodent Asthma Model, and Mechanism-of-Action via Cryogenic Electron Microscopy
Terrett, Jack A.,Chen, Huifen,Shore, Daniel G.,Villemure, Elisia,Larouche-Gauthier, Robin,Déry, Martin,Beaumier, Francis,Constantineau-Forget, Léa,Grand-Ma?tre, Chantal,Lépissier, Luce,Ciblat, Stéphane,Sturino, Claudio,Chen, Yong,Hu, Baihua,Lu, Aijun,Wang, Yunli,Cridland, Andrew P.,Ward, Stuart I.,Hackos, David H.,Reese, Rebecca M.,Shields, Shannon D.,Chen, Jun,Balestrini, Alessia,Riol-Blanco, Lorena,Lee, Wyne P.,Liu, John,Suto, Eric,Wu, Xiumin,Zhang, Juan,Ly, Justin Q.,La, Hank,Johnson, Kevin,Baumgardner, Matt,Chou, Kang-Jye,Rohou, Alexis,Rougé, Lionel,Safina, Brian S.,Magnuson, Steven,Volgraf, Matthew
, p. 3843 - 3869 (2021/05/04)
Transient receptor potential ankyrin 1 (TRPA1) is a nonselective calcium-permeable ion channel highly expressed in the primary sensory neurons functioning as a polymodal sensor for exogenous and endogenous stimuli and has generated widespread interest as a target for inhibition due to its implication in neuropathic pain and respiratory disease. Herein, we describe the optimization of a series of potent, selective, and orally bioavailable TRPA1 small molecule antagonists, leading to the discovery of a novel tetrahydrofuran-based linker. Given the balance of physicochemical properties and strong in vivo target engagement in a rat AITC-induced pain assay, compound 20 was progressed into a guinea pig ovalbumin asthma model where it exhibited significant dose-dependent reduction of inflammatory response. Furthermore, the structure of the TRPA1 channel bound to compound 21 was determined via cryogenic electron microscopy to a resolution of 3 ?, revealing the binding site and mechanism of action for this class of antagonists.
5-MEMBERED HETEROARYL CARBOXAMIDE COMPOUNDS FOR TREATMENT OF HBV
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Page/Page column 68; 69, (2020/05/28)
The present disclosure provides, in part, 5-membered heteroaryl carboxamide compounds, and pharmaceutical compositions thereof, useful for disruption of HBV core protein assembly, and methods of treating Hepatitis B (HBV) infection.
OXADIAZOLONES AS TRANSIENT RECEPTOR POTENTIAL CHANNEL INHIBITORS
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Paragraph 0681-0684; 0719-0722, (2018/06/12)
The invention relates to compounds of formula (I) and pharmaceutically acceptable salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.
Aldosterone Synthase Inhibitor
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Page/Page column 9, (2013/02/27)
The present invention provides aldosterone synthase inhibitors of the formula: intermediates, methods for their preparation, pharmaceutical preparations, and methods for their use.
N-heterocyclic carbene-rhodium(I) complexes derived from proline for the 1,4-conjugate addition of arylboronic acids to enones in neat water
Tang, Yi-Qiang,Lv, Huan,He, Xiao-Na,Lu, Jian-Mei,Shao, Li-Xiong
experimental part, p. 705 - 708 (2012/01/07)
N-Heterocyclic carbene-rhodium(I) complexes derived from N-benzyl substituted proline have been successfully synthesized and were found to be efficient catalysts for the 1,4-conjugate addition of arylboronic acids to enones in neat water at 40 °C. Under the optimal reaction conditions, all reactions gave the addition products in good to high yields.
Pd-catalysed conjugate addition of arylboronic acids to α,β-unsaturated ketones under microwave irradiation
Polackova, Viera,Bariak, Vladimir,Sebesta, Radovan,Toma, Stefan
experimental part, p. 338 - 344 (2012/02/04)
The Pd-catalysed conjugate addition of arylboronic acids to α,β-unsaturated cyclic ketones was studied under controlled microwave irradiation conditions. A variety of catalysts, bases and solvents was explored in order to achieve optimum yields in the sho
Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones
Truscott, Byron J.,Fortman, George C.,Slawin, Alexandra M. Z.,Nolan, Steven P.
experimental part, p. 7038 - 7041 (2011/11/05)
The synthesis and catalytic activity of three well-defined monomeric rhodium(i) hydroxide complexes bearing N-heterocyclic carbene (NHC) ligands are reported. [Rh(cod)(ICy)(OH)] promoted the 1,4-addition of arylboronic acids to cyclic enones, with TONs an
PH-Dependent conjugate addition of arylboronic acids to α,β-unsaturated enones catalyzed by a reusable palladium(II)/cationic 2,2'-bipyridyl system in water under air
Huang, Shao-Hsien,Wu, Tzu-Min,Tsai, Fu-Yu
experimental part, p. 619 - 624 (2010/11/04)
A reusable Pd(NH3)2Cl2/cationic 2,2'-bipyridyl system for the catalysis of the conjugate addition of arylboronic acids to α,β-unsaturated enones in water under air was developed. Addition of arylboronic acids to both cyclic and acyclic enones progressed smoothly, providing the products in good to high yields, the best result being obtained when HBF4 was used to adjust the pH value to 1.0. After the reaction, the residual aqueous solution could be reused several times,making the reaction greener and reducing wastage of precious metals. Copyright
Rhodium fluoroapatite catalyzed conjugate addition of arylboronic acids to α,β-unsaturated carbonyl compounds
Kantam, Mannepalli Lakshmi,Subrahmanyam, Vura Bala,Kumar, Kota Balaji Shiva,Venkanna, Gopaladasu T.,Sreedhar, Bojja
scheme or table, p. 1947 - 1953 (2009/02/07)
Rhodium fluoroapatite (RhFAP) is an efficient catalyst for conjugate addition of organoboron reagents to α,β-unsaturated carbonyl compounds. A variety of arylboronic acids and α,β-unsaturated carbonyl compounds were converted to the corresponding conjugat
N-disubstituted cycloalkylmethyl amines useful as fungicides
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, (2008/06/13)
Compounds having plant fungicidal properties are of formula: and stereoisomers thereof, wherein R1 and R2, each represent a hydrogen atom, a halogen atom, or an alkyl group containing from 1 to 4 carbon atoms, R3 and Rsub
