908355-83-9

Usage

Uses

Used in Organic Synthesis:
7-bromobenzo[d]thiazole-2-thiol is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its presence in these compounds contributes to their biological activity and therapeutic effects.
Used in Biological Activity Research:
7-bromobenzo[d]thiazole-2-thiol is studied for its potential antimicrobial and antifungal properties. Its ability to inhibit the growth of microorganisms makes it a promising candidate for the development of new antimicrobial agents.
Used in Materials Science:
In the field of materials science, 7-bromobenzo[d]thiazole-2-thiol is utilized for the development of novel functional materials. Its unique chemical structure allows it to be incorporated into materials with specific properties, such as conductivity or stability.
Used in Organic Electronics:
7-bromobenzo[d]thiazole-2-thiol has been employed in the development of organic electronic devices, such as sensors and transistors. Its electronic properties make it suitable for use in these applications, contributing to the advancement of organic electronics technology.

InChI:InChI=1/C7H4BrNS2/c8-4-2-1-3-5-6(4)11-7(10)9-5/h1-3H,(H,9,10)

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Relevant academic research and scientific papers

Discovery of selective fragment-sized immunoproteasome inhibitors

Proteasomes contribute to maintaining protein homeostasis and their inhibition is beneficial in certain types of cancer and in autoimmune diseases. However, the inhibition of the proteasomes in healthy cells leads to unwanted side-effects and significant effort has been made to identify inhibitors specific for the immunoproteasome, especially to treat diseases which manifest increased levels and activity of this proteasome isoform. Here, we report our efforts to discover fragment-sized inhibitors of the human immunoproteasome. The screening of an in-house library of structurally diverse fragments resulted in the identification of benzo[d]oxazole-2(3H)-thiones, benzo[d]thiazole-2(3H)-thiones, benzo[d]imidazole-2(3H)-thiones, and 1-methylbenzo[d]imidazole-2(3H)-thiones (with a general term benzoXazole-2(3H)-thiones) as inhibitors of the chymotrypsin-like (β5i) subunit of the immunoproteasome. A subsequent structure-activity relationship study provided us with an insight regarding growing vectors. Binding to the β5i subunit was shown and selectivity against the β5 subunit of the constitutive proteasome was determined. Thorough characterization of these compounds suggested that they inhibit the immunoproteasome by forming a disulfide bond with the Cys48 available specifically in the β5i active site. To obtain fragments with biologically more tractable covalent interactions, we performed a warhead scan, which yielded benzoXazole-2-carbonitriles as promising starting points for the development of selective immunoproteasome inhibitors with non-peptidic scaffolds.