13771-69-2

Usage

Uses

Used in Pharmaceutical Industry:
Benzo[b]thiophene-2-carboxylic acid, 5-fluoro-, ethyl ester is used as a pharmaceutical intermediate for the synthesis of various drug molecules. Its unique structure and functional groups may contribute to the development of new therapeutic agents with improved pharmacological properties.
Used in Agrochemical Industry:
In the agrochemical industry, Benzo[b]thiophene-2-carboxylic acid, 5-fluoro-, ethyl ester may be utilized as a precursor for the synthesis of agrochemicals, such as pesticides and herbicides. Its structural features could potentially enhance the effectiveness and selectivity of these compounds in controlling pests and weeds.
Used in Materials Science:
Benzo[b]thiophene-2-carboxylic acid, 5-fluoro-, ethyl ester may also find applications in materials science, particularly in the development of novel materials with specific properties. Its unique structure and functional groups could be exploited to create materials with improved performance in areas such as electronics, coatings, and polymers.
Further research and testing are necessary to fully understand the properties and potential uses of Benzo[b]thiophene-2-carboxylic acid, 5-fluoro-, ethyl ester, as well as to explore its safety and environmental impact.

InChI:InChI=1/C11H9FO2S/c1-2-14-11(13)10-6-7-5-8(12)3-4-9(7)15-10/h3-6H,2H2,1H3

Upstream product

• 2646-90-4 2,5-difluorobenzaldehyde 
• 623-51-8 ethyl 2-sulfanylacetate 

Downstream Products

• 13771-73-8 (5-fluorobenzo[b]thiophen-2-yl)methanol 
• 70060-13-8 5-fluorobenzo[b]thiophene-2-carboxylic acid 
• 1279713-83-5 (R)-2-(5-fluorobenzo[b]thiophene-2-carboxamido)-3-phenylpropanoic acid 
• 1049008-07-2 (S)-2-(5-fluorobenzo[b]thiophene-2-carboxamido)-3-phenylpropanoic acid 
• 212078-65-4 1-(5-fluorobenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)-propan-1-ol 
• 698367-98-5 4-[(E)-4-(5-fluorobenzo[b]thiophen-2-yl)-2-methyl-3-buten-2-yl]-1-triphenylmethyl-1H-imidazole 
• 698367-29-2 5-fluorobenzo[b]thiophene-2-carboxaldehyde 
• 70060-12-7 5-fluorobenzo[b]thiophene 

Relevant academic research and scientific papers

MODULATORS OF TLR3/DSRNA COMPLEX AND USES THEREOF

The present invention provides compounds and compositions that can modulate formation of Toll-like receptor 3 (TLR3) and double-stranded RNA (dsRNA) complex, and methods for using the same. In particular, some aspects of the invention provide compounds of the formula (I) compositions comprising and methods for using the same, where n, Ar1, Ar2, X1, X2, X3, Z1, and Z2 are those defined herein.

Small-molecule inhibitors of the TLR3/dsRNA complex

The protein-RNA interface has been regarded as "undruggable" despite its importance in many biological processes. The toll-like receptor 3 (TLR3)/double-stranded RNA (dsRNA) complex provides an exciting target for a number of infectious diseases and cancers. We describe the development of a series of small-molecule probes that were shown to be competitive inhibitors of dsRNA binding to TLR3 with high affinity and specificity. In a multitude of assays, compound 4a was profiled as a potent antagonist to TLR3 signaling and also repressed the expression of downstream signaling pathways mediated by the TLR3/dsRNA complex, including TNF-α and IL-1β.

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.