80326-73-4Relevant academic research and scientific papers
A novel singlet oxygen reaction
Lin, Yong-Yue,Li, Guo-Bao,Zhang, Yuan-Hong,Leung, Hiu-Kwong
, p. 82 - 84 (1997)
1-Aryl-2-methyl-4,5-dihydropyrrol-3-carboxylic acid ethyl ester (a cyclic enamine) was observed to dehydrogenate to give 1-aryl-2-methyl- pyrrol-3-carboxylic acid ethyl ester upon irradiation in the presence of oxygen and in the presence or absence of mes
Screening of a Custom-Designed Acid Fragment Library Identifies 1-Phenylpyrroles and 1-Phenylpyrrolidines as Inhibitors of Notum Carboxylesterase Activity
Mahy, William,Patel, Mikesh,Steadman, David,Woodward, Hannah L.,Atkinson, Benjamin N.,Svensson, Fredrik,Willis, Nicky J.,Flint, Alister,Papatheodorou, Dimitra,Zhao, Yuguang,Vecchia, Luca,Ruza, Reinis R.,Hillier, James,Frew, Sarah,Monaghan, Amy,Costa, Artur,Bictash, Magda,Walter, Magnus W.,Jones, E. Yvonne,Fish, Paul V.
, p. 9464 - 9483 (2020/10/19)
The Wnt family of proteins are secreted signaling proteins that play key roles in regulating cellular functions. Recently, carboxylesterase Notum was shown to act as a negative regulator of Wnt signaling by mediating the removal of an essential palmitoleate. Here we disclose two new chemical scaffolds that inhibit Notum enzymatic activity. Our approach was to create a fragment library of 250 acids for screening against Notum in a biochemical assay followed by structure determination by X-ray crystallography. Twenty fragments were identified as hits for Notum inhibition, and 14 of these fragments were shown to bind in the palmitoleate pocket of Notum. Optimization of 1-phenylpyrrole 20, guided by structure-based drug design, identified 20z as the most potent compound from this series. Similarly, the optimization of 1-phenylpyrrolidine 8 gave acid 26. This work demonstrates that inhibition of Notum activity can be achieved by small, drug-like molecules possessing favorable in vitro ADME profiles.
Synthesis of multisubstituted pyrroles from doubly activated cyclopropanes using an iron-mediated oxidation domino reaction
Zhang, Zhiguo,Zhang, Wei,Li, Junlong,Liu, Qingfeng,Liu, Tongxin,Zhang, Guisheng
, p. 11226 - 11233 (2015/01/08)
An alternative route has been developed for the construction of multisubstituted pyrrole derivatives from readily available, doubly activated cyclopropanes and anilines using an iron-mediated oxidation domino reaction (i.e., sequential ring-opening, cyclization, and dehydrogenation reactions). This reaction uses readily available reactants and is tolerant of a broad range of substrates, with the desired products being formed in good to excellent yields.
PYRROLO- AND THIAZOLO-PYRIDINE COMPOUNDS, AND METHODS OF USE THEREOF
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Page/Page column 22, (2008/06/13)
The present invention relates to novel compounds capable of modulating the stability and/or activity of hypoxia inducible factor (HIF).
On the Problem of Regioselectivity in the 1,3-Dipolar Cycloaddition Reaction of Munchnones and Sydnones with Acetylenic Dipolarophiles
Padwa, Albert,Burgess, Edward M.,Gingrich, Henry L.,Roush, David M.
, p. 786 - 791 (2007/10/02)
The 1,3-dipolar cycloaddition reaction of several unsymmetrically substituted munchnones and sydnones with methyl propiolate has been examined.The initially formed cycloadducts readily extrude carbon dioxide to produce five-membered heteroaromatic ring compounds.The reaction of sydnones with methyl propiolate produced a mixture of regioisomeric pyrazoles.The analogous cycloaddition reaction of munchnones with methyl propiolate proceeds with formation of mixtures of both possible regioisomeric pyrroles.The structural assignment of the isolated adducts is based on spectroscopic data.The distribution of products depends on the nature and location of the substituent groups present on the heterocyclic ring.The observed regioselectivity is discussed on the basis of MO-perturbation theory.
