28560-51-2

Basic information

• Product Name: 2-Thiopheneacetic acid, a-hydroxy-a-phenyl-
• CAS NO: 28560-51-2
• Molecular Formula: C12H10O3S
• Molecular Weight: 234.276
• Mol File: 28560-51-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Thiopheneacetic acid, a-hydroxy-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiopheneacetic acid, a-hydroxy-a-phenyl-(28560-51-2)
• EPA Substance Registry System: 2-Thiopheneacetic acid, a-hydroxy-a-phenyl-(28560-51-2)

Safety Data

• Hazardous Substances Data: 28560-51-2(Hazardous Substances Data)

Upstream product

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 89180-57-4 2-thienylmagnesium iodide 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 611-73-4 Benzoylformic acid 
• 320348-21-8 oxothien-2-yl-acetic acid 1-azabicyclo[2.2.2]oct-3(R)-yl ester 
• 4075-59-6 2-thiopheneglyoxylic acid 
• 100-58-3 phenylmagnesium bromide 
• 4075-58-5 thienylglycoxylate dethyle 
• 28569-78-0 hydroxy-phenyl-[2]thienyl-acetic acid ethyl ester 
• 30135-07-0 1-phenyl-2-(2-thienyl)ethanedione 

Downstream Products

• 78196-88-0 4'-Biphenylyl(2-thienyl)acetic acid 
• 78196-86-8 Phenyl(5-phenyl-2-thienyl)acetic acid 
• 135-00-2 2-Benzoylthiophene 

Relevant articles and documents

Identification of Novel Fragments Binding to the PDZ1-2 Domain of PSD-95

Inhibition of PSD-95 has emerged as a promising strategy for the treatment of ischemic stroke, as shown with peptide-based compounds that target the PDZ domains of PSD-95. In contrast, developing potent and drug-like small molecules against the PSD-95 PDZ domains has so far been unsuccessful. Here, we explore the druggability of the PSD-95 PDZ1-2 domain and use fragment screening to investigate if this protein is prone to binding small molecules. We screened 2500 fragments by fluorescence polarization (FP) and validated the hits by surface plasmon resonance (SPR), including an inhibition counter-test, and found four promising fragments. Three ligand efficient fragments were shown by 1H,15N HSQC NMR to bind in the small hydrophobic P0 pockets of PDZ1-2, and one of them underwent structure-activity relationship (SAR) studies. Overall, we demonstrate that fragment screening can successfully be applied to PDZ1-2 of PSD-95 and disclose novel fragments that can serve as starting points for optimization towards small-molecule PDZ domain inhibitors.

A Study of Some Thiophene Analogues of Glycolic Acid

Reaction of phenyl(3-thienyl)glycolic acid (1) with AlCl3 in benzene solution leads to the formation of 4H-indenothiophene-4-carboxylic acid (2) whereas analogous reaction of phenyl(2-thienyl)glycolic acid (4) produces no indenothiophene but only a mixture of 5 and 6.In the case of di-(2-thienyl)glycolic acid (14b) and di-(3-thienyl)glycolic acid (16b) analogous results are obtained, with the former leading to the formation of 15 and the latter producing 17.In the case of the (benzothienyl)phenylglycolic analogues of 1 and 4 the acids were unstable to heat so that the esters, ethyl (2-benzothienyl)phenylglycolate (21) and ethyl (3-benzothienyl)phenylglycolate (20), upon treatment with AlCl3 in benzene led to cyclized products only.The former gave 23 which was saponified and decarboxylated to yield 25 and compared with an authentic sample obtained by synthesis.Ester 20 similarly gave 22 which was similarly converted to the known 24.A mechanistic explanation of these findings is proposed.