1245739-82-5

Basic information

• Product Name: (2-amino-5-(pyrimidin-5-yl)thiophen-3-yl)(phenyl)methanone
• Synonyms: (2-amino-5-(pyrimidin-5-yl)thiophen-3-yl)(phenyl)methanone
• CAS NO: 1245739-82-5
• Molecular Weight: 281.338
• Mol File: 1245739-82-5.mol

Chemical Properties

• CAS DataBase Reference: (2-amino-5-(pyrimidin-5-yl)thiophen-3-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-amino-5-(pyrimidin-5-yl)thiophen-3-yl)(phenyl)methanone(1245739-82-5)
• EPA Substance Registry System: (2-amino-5-(pyrimidin-5-yl)thiophen-3-yl)(phenyl)methanone(1245739-82-5)

Safety Data

• Hazardous Substances Data: 1245739-82-5(Hazardous Substances Data)

Upstream product

• 4595-59-9 5-bromopyrimidine 

Relevant articles and documents

3-Cyanoallyl boronates are versatile building blocks in the synthesis of polysubstituted thiophenes

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

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.