1956-23-6

Usage

Uses

Used in Research and Drug Development:
3-(3-benzo(b)thienyl)alanine is used as a research compound for studying its effects on various biological processes. It is particularly valuable for examining neurochemical and neuropharmacological properties, providing insights into its potential applications in treating certain diseases.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 3-(3-benzo(b)thienyl)alanine is utilized as a key component in the development of new drugs. Its unique structure and properties make it a promising candidate for the treatment of specific conditions or disorders, offering novel therapeutic options for patients in need.

InChI:InChI=1/C11H11NO2S/c12-9(11(13)14)5-7-6-15-10-4-2-1-3-8(7)10/h1-4,6,9H,5,12H2,(H,13,14)/t9-/m0/s1

Upstream product

• 95-15-8 Benzo[b]thiophene 
• 23906-20-9 2-acetylamino-2-benzo[b]thiophen-3-yl-methyl-malonic acid diethyl ester 
• 3216-47-5 3-chloromethylbenzothiophene 
• 106613-38-1 2-acetylamino-2-benzo[b]thiophen-3-yl-methyl-malonic acid 
• 63024-19-1 α-acetamido-β-<1>benzothiophene-3-ylpropionic acid 
• 72071-48-8 3-thienyl-3>-(2-carbethoxy-2-formamido)-propionsaeureethylester 

Downstream Products

• 116654-74-1 3-thienyl-3>-2-amino-propionsaeureethylester-hydrochlorid 
• 5381-29-3 benzothiophene-3-acrylic acid 
• 111139-55-0 (R)-2-amino-3-<1>benzothiophene-3-ylpropionic acid 
• 129592-83-2 N-cyclohexyl-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide hydrochloride 
• 129572-33-4 N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide 
• 116654-22-9 2-(2-chlorobenzoyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxylic acid ethyl ester 
• 129572-34-5 2-Benzoyl-1,2,3,4-tetrahydro-benzo[4,5]thieno[2,3-c]pyridine-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Chemoenzymatic preparation of enantiopure l-benzofuranyl- and l-benzo[b]thiophenyl alanines

Lipase mediated DKR followed by a chemical and an enzymatic hydrolytic step were combined for the synthesis of enantiopure l-benzofuranyl- and l-benzothienyl alanines.

The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley

Acrylic acids and alanines substituted with heteroaryl groups at the β-position were synthesized and spectroscopically characterized (UV, HRMS, 1H NMR, and 13C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammonia lyase (PAL), the latter compounds are inhibitors. Exceptions are thiophen-3-yl-alanine, a moderate substrate and furan-3-yl-alanine, which is inert. Possible reasons for these exceptions are discussed. Starting from racemic het eroaryl-2-alanines their D-enantiomers were prepared by using a stereodestructive procedure. From the heteroaryl-2- acrylates, the L-enantiomers of the heteroaryl-2-alanines were prepared at high ammonia concentration. These results can be best explained by a Friedel - Crafts-type electrophilic attack at the aromatic part of the substrates as the initial step of the PAL reaction.