17514-63-5

Usage

Uses

Used in Organic Synthesis:
5-FLUORO-3-METHYLBENZO[B]THIOPHENE is utilized as a key intermediate in organic synthesis for the creation of a variety of organic compounds. Its unique structure allows for the formation of new chemical bonds and the synthesis of complex molecules that may have specific applications in different industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-FLUORO-3-METHYLBENZO[B]THIOPHENE serves as a building block for the development of pharmaceuticals. Its structural and electronic properties can be leveraged to design and synthesize new drug candidates with potential therapeutic effects.
Used in Material Science:
5-FLUORO-3-METHYLBENZO[B]THIOPHENE may find applications in material science due to its unique structural properties. It could be used in the development of new materials with specific characteristics, such as improved stability, reactivity, or other desirable properties.
Used in Electronics:
The electronic properties of 5-FLUORO-3-METHYLBENZO[B]THIOPHENE, including its ability to influence the electronic behavior of materials, suggest potential uses in the electronics industry. It could be incorporated into the design of electronic devices or components to enhance performance or introduce new functionalities.

InChI:InChI=1/C9H9F3O3/c1-3-14-8(13)6-4-5(2)15-7(6)9(10,11)12/h4H,3H2,1-2H3

Upstream product

• 371-42-6 4-Fluorothiophenol 
• 78-95-5 chloroacetone 
• 2968-13-0 1-(4-fluoro-phenylsulfanyl)propan-2-one 

Downstream Products

• 404964-34-7 5-fluoro-2-chlorosulfonyl-3-methylbenzo[b]thiophene 
• 51828-34-3 2-acetyl-5-fluoro-3-methylbenzo[b]thiophene 
• 404963-90-2 TY-51076 
• 912331-24-9 boronic acid, 5-fluoro-3-methyl-benzo[b]thiophene-2-yl 
• 212078-55-2 (E)-1-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)-2-propen-1-one 
• 212078-57-4 1-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)propan-1-ol 

Relevant academic research and scientific papers

C17,20-lyase inhibitors I. Structure-based de novo design and SAR study of C17,20-lyase inhibitors.

Novel nonsteroidal C(17,20)-lyase inhibitors were synthesized using de novo design based on its substrate, 17 alpha-hydroxypregnenolone, and several compounds exhibited potent C(17,20)-lyase inhibition. However, in vivo activities were found to be short-lasting, and in order to improve the duration of action, a series of benzothiophene derivatives were evaluated. As a result, compounds 9h, (S)-9i, and 9k with nanomolar enzyme inhibition (IC(50)=4-9 nM) and 9e (IC(50)=27 nM) were identified to have powerful in vivo efficacy with extended duration of action. The key structural determinants for the in vivo efficacy were demonstrated to be the 5-fluoro group on the benzothiophene ring and the 4-imidazolyl moiety. Superimposition of 9k and 17 alpha-hydroxypregnenolone demonstrated their structural similarity and enabled rationalization of the pharmacological results. In addition, selected compounds were also identified to be potent inhibitors of human enzyme with IC(50) values of 20-30 nM.

Structure-activity relationship of benzo[b]thiophene-2-sulfonamide derivatives as novel human chymase inhibitors

We have identified a new class of chymase inhibitor through a substituent analysis of MWP00965, which we previously discovered by in silico screening. TY-51076 (7) showed high potency (IC50=56 nM) and excellent selectivity for chymase compared to chymotrypsin and cathepsin G (>400-fold). The synthesis and structure-activity relationship of this class are described.

Halogeno-Substituted 2- and 3-Methylbenzothiophenes: Use of 1H NMR Spectral Analysis and 1H Nuclear Overhauser Effect for Locating the Halogen Substituent

Thirty-seven halogeno-substituted 2- and 3-methyl-(or halogenomethyl)-benzothiophenes, including 17 new compounds, were prepared.The constitution of 14 of these was confirmed by full analysis (LAOCOON) of their 80 MHz 1H NMR spectra and by 1H NOE measurements.In this way a by-product from the preparation of 4- and 6-bromo-3-bromomethylbenzothiophenes was shown conclusively to be 5-bromo-3-bromomethylbenzothiophene.The 3-substituted benzothiophenes showed greater NOE enhancement factors at H-4 than at H-2 when the 3-methyl or halogenomethyl substituent was irradiated.