52824-72-3Relevant academic research and scientific papers
3-Cyanoallyl boronates are versatile building blocks in the synthesis of polysubstituted thiophenes
Shao, Wenjie,Kaldas, Sherif J.,Yudin, Andrei K.
, p. 4431 - 4436 (2017/07/10)
We report the preparation of hitherto unprecedented 3-cyanoallyl boronates using condensation of the parent α-boryl aldehyde and nitriles. The resulting allyl boronates have been used to generate a wide range of borylated thiophenes, which represent a valuable class of heterocycles in modern drug discovery. Subsequent Suzuki-Miyaura cross-coupling enabled the synthesis of pharmaceutically important 3,5-disubstituted aminothiophenes. Moreover, late stage functionalization gave access to borylated bromothiophene and thieno[2,3-b]pyridines.
Effects of conformational restriction of 2-amino-3-benzoylthiophenes on A1 adenosine receptor modulation
Aurelio, Luigi,Valant, Celine,Flynn, Bernard L.,Sexton, Patrick M.,White, Jonathan M.,Christopoulos, Arthur,Scammells, Peter J.
experimental part, p. 6550 - 6559 (2010/11/17)
2-Amino-3-benzoylthiophenes (2A3BTs) have been widely reported to act as allosteric enhancers (AEs) at the A1 adenosine receptor (A 1AR). Herein we describe the synthesis of a series of 1-aminoindeno[1,2-c]thiophen-8-ones and a series of (2-aminoindeno[2,1-b] thiophen-3-yl)(phenyl)methanones as conformationally rigid analogues of the 2A3BTs. These compounds were screened using a functional assay of A 1AR-mediated phosphorylation of extracellular signal-regulated kinases 1 and 2 (ERK1/2) in intact Chinese hamster ovary (CHO) cells to identify both potential agonistic effects as well as the ability to allosterically modulate the activity of the orthosteric agonist, N6-(R- phenylisopropyl)adenosine (R-PIA). All of the 1-aminoindeno[1,2-c]thiophen-8- ones (14a-c and 17a-f) proved either to be inactive or behaved as antagonists in the functional assay. However, the (2-aminoindeno[2,1-b]thiophen-3-yl)(phenyl) methanones with para-chloro substitution (compounds 25b, 25d, and 25f) did significantly augment the R-PIA response, indicating a positive allosteric effect.
THIENO-PYRIDINE DERIVATIVES AS GABA-B ALLOSTERIC ENHANCERS
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Page/Page column 44, (2008/06/13)
The present invention relates to compounds of formula (I), Wherein R1 to R5 are as defined in the specification which compounds are active on the GABABreceptor and can be used for the manufacture of medicaments useful for treating CNS disorders.
