478028-07-8Relevant academic research and scientific papers
NOVEL THIENO[3,2-B]PYRIDINE-5(4H)-ONE DERIVATIVE COMPOUND, PREPARATION METHOD THEREOF AND USE THEREOF
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Paragraph 0057-0062, (2021/06/11)
The present invention relates to a novel thieno[3,2-b]pyridine-5(4H)-one derivative compound, a preparation method thereof, and a use thereof. The novel thieno[3,2-b]pyridine-5(4H)-one derivative compound according to the present invention is synthesized via an aza-[3+3] cyclization addition reaction using BOP, wherein the compound is obtained by synthesizing a 4-arylthiophen-3-amine in which aryl groups such as 4-piperidyl-C6H4, 4-pyrrolidyl-C6H4, 4-MeOC6H4, 3,4,5-(MeO)3C6H4, C6H5, 4-C6H5C6H4, and 4-F3COC6H4 are introduced via a synthesis process by a bromination reaction, a hydrolysis reaction, a decarboxylation reaction, and a Suzuki coupling reaction of methyl 3-aminothiophene carboxylate, and by synthesizing 4-arylthiophen-3-amine and mono-methyl fumarate via a formal aza-[3+3] cyclization addition reaction using BOP and conjugation. Accordingly, novel thieno[3,2-b]pyridine-5(4H)-one derivative compounds according to the present invention have fluorescence properties with a wide range of emission wavelengths and thus may be utilized in various industrial fields such as physics, chemistry, and biomedical research.
Synthesis, Molecular Engineering, and Photophysical Properties of Fluorescent Thieno[3,2-b]pyridine-5(4 H)-ones
Sung, Dan-Bi,Mun, Bohyun,Park, Sol,Lee, Hyi-Seung,Lee, Jihoon,Lee, Yeon-Ju,Shin, Hee Jae,Lee, Jong Seok
, p. 379 - 391 (2019/01/04)
We describe a synthetic approach for a set of fluorescent thieno[3,2-b]pyridine-5(4H)-one derivatives and their photophysical properties. These fluorophores are prepared by a series of reactions employing the Suzuki-Miyaura cross-coupling reaction and a regioselective aza-[3 + 3] cycloaddition of 3-aminothiophenes with α,β-unsaturated carboxylic acids. Our findings revealed that the photophysical properties are chemically tunable by an appropriate choice of functional group on the thieno[3,2-b]pyridine-5(4H)-one scaffold.
Discovery of thiophene-2-carboxylic acids as potent inhibitors of HCV NS5B polymerase and HCV subgenomic RNA replication. Part 2: Tertiary amides
Chan, Laval,Pereira, Oswy,Reddy, T. Jagadeeswar,Das, Sanjoy K.,Poisson, Carl,Courchesne, Marc,Proulx, Melanie,Siddiqui, Arshad,Yannopoulos, Constantin G.,Nguyen-Ba, Nghe,Roy, Caroline,Nasturica, Daniel,Moinet, Christophe,Bethell, Richard,Hamel, Martine,L'Heureux, Lucille,David, Maud,Nicolas, Olivier,Courtemanche-Asselin, Philippe,Brunette, Stephanie,Bilimoria, Darius,Bedard, Jean
, p. 797 - 800 (2007/10/03)
Further SAR studies on the thiophene-2-carboxylic acids are reported. These studies led to the identification of a series of tertiary amides that show inhibition of both HCV NS5B polymerase in vitro and HCV subgenomic RNA replication in Huh-7 cells. Structural insights about the bioactive conformation of this class of molecules were deduced from a combination of modeling and transferred NOE (trNOE) studies.
