54223-20-0

Usage

Uses

Used in Pharmaceutical Manufacturing:
1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of bioactive compounds with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone is employed as a building block, enabling the creation of a variety of complex organic molecules with specific properties and functions.
Used in Medicinal Chemistry and Drug Discovery:
1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone is utilized in medicinal chemistry and drug discovery due to its interesting biological activities, which may lead to the identification of new therapeutic agents or the enhancement of existing ones.

InChI:InChI=1/C9H6BrNOS/c10-5-7(12)9-11-6-3-1-2-4-8(6)13-9/h1-4H,5H2

Upstream product

• 1629-78-3 2-acetylbenzothiazole 
• 17147-80-7 2-(1-hydroxyethyl)-1,3-benzothiazole 
• 32137-73-8 2-(trimethylsilyl)benzothiazole 
• 598-21-0 2-Bromoacetyl bromide 
• 95-16-9 1,3-Benzothiazole 
• 96-32-2 bromoacetic acid methyl ester 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 108127-97-5 2-amino-1-benzothiazol-2-yl-ethanone 
• 29942-03-8 2-[2-(4-methoxy-phenyl)-thiazol-4-yl]-benzothiazole 
• 29947-34-0 2-(2-m-tolyl-thiazol-4-yl)-benzothiazole 
• 29947-31-7 2-(4-Thiazolyl)-benzothiazol 
• 54469-60-2 (4-benzothiazol-2-yl-thiazol-2-yl)-p-tolyl-amine 
• 54469-59-9 (4-benzothiazol-2-yl-thiazol-2-yl)-o-tolyl-amine 
• 54469-57-7 (4-benzothiazol-2-yl-thiazol-2-yl)-(3-chloro-phenyl)-amine 
• 29947-37-3 2-[2-(3-nitro-phenyl)-thiazol-4-yl]-benzothiazole 
• 54469-63-5 (4-benzothiazol-2-yl-thiazol-2-yl)-(3-nitro-phenyl)-amine 
• 52561-03-2 2-(2-Mercapto-4-thiazolyl)benzothiazol 
• 29947-36-2 2-[2-(2-chloro-phenyl)-thiazol-4-yl]-benzothiazole 
• 16315-32-5 2-[2-(2-methyl-1-phenyl-1H-benzoimidazol-5-yl)-thiazol-4-yl]-benzothiazole 
• 54469-54-4 2-amino-4-(benzothiazol-2-yl)thiazole 
• 682733-25-1 3-benzothiazol-2-yl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine 

Relevant academic research and scientific papers

Neutral analogs of the heat shock protein 70 (Hsp70) inhibitor, JG-98

The heat shock protein 70 (Hsp70) family of molecular chaperones are highly expressed in tumors. Inhibitors containing a pyridinium-modified benzothiazole, such as JG-98, bind to a conserved, allosteric site in Hsp70, showing promising anti-proliferative activity in cancer cells. When bound to Hsp70, the charged pyridinium makes favorable contacts; however, this moiety also increases the inhibitor's fluorescence, giving rise to undesirable interference in biochemical and cell-based assays. Here, we explore whether the pyridinium can be replaced with a neutral pyridine. We report that pyridine-modified benzothiazoles, such as compound 17h (JG2-38), have reduced fluorescence, yet retain promising anti-proliferative activity (EC50 values ~0.1 to 0.07 μM) in breast and prostate cancer cell lines. These chemical probes are expected to be useful in exploring the roles of Hsp70s in tumorigenesis and cell survival.

Synthesis of novel scaffolds based on thiazole or triazolothiadiazine linked to benzofuran or benzo[d]thiazole moieties as new hybrid molecules

A synthesis of novel hybrid molecules containing thiazole or bis(thiazoles) each bearing benzofuran and/or benzo[d]thiazole moieties by the reaction of the appropriate thioamide derivatives with the corresponding bis-bromoacetyl derivatives is reported. M

Synthesis of novel bis- and poly(hydrazinylthiazole) linked to benzofuran or benzothiazole as new hybrid molecules

A novel series of bis- and poly(thiazoles) substituted with benzofuran and benzothiazole moieties were prepared in good yields by the reaction of the appropriate bis(α-bromoketones) with the corresponding bis- and poly(hydrazinecarbothioamide) in refluxing EtOH in the presence of TEA. The structures of the new compounds were confirmed based on elemental analyses as well as spectral data.

A benzothiazole - triazole - isatin compound and its synthesis and use (by machine translation)

The invention discloses a benzothiazole - triazole - isatin compound and its synthesis and use thereof, the preparation method is: through 2 - amino thiophenol, [...] preparation 1 - (benzo [d] thiazole - 2 - yl) b - 1 - ol, then mixing it with chromium trioxide in round-bottom flask is prepared 1 - (benzo [d] thiazole - 2 - yl) b - 1 - one; and then with the N - bromosuccinimide, paratoluene sulfonic acid is placed in a round-bottom flask, adding acetonitrile, to obtain 1 - (benzo [d] thiazole - 2 - yl) - 2 - bromo b - 1 - one; and then and sodium azide in round-bottom flask, adding tetrahydrofuran, to obtain the product of re-with the substituted 1 - (c - 2 - alkyne - 1 - yl) indoline - 2, 3 - dione, vitamin C sodium, five water copper sulfate is placed in round-bottom flask, add DMF, shall be benzothiazole - triazole - isatin compound. Preparation method of this invention the step is simple, easy to operate, the preparation of the benzothiazole - triazole - isatin compound to α - glucosidase has better inhibition activity, for the antidiabetic drug development and application provides new selection. (by machine translation)

Studies on non-steroidal inhibitors of aromatase enzyme; 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives

Steroidal and non-steroidal aromatase inhibitors target the suppression of estrogen biosynthesis in the treatment of breast cancer. Researchers have increasingly focused on developing non-steroidal derivatives for their potential clinical use avoiding steroidal side-effects. Non-steroidal derivatives generally have planar aromatic structures attached to the azole ring system. One part of this ring system comprises functional groups that inhibit aromatization through the coordination of the haem group of the aromatase enzyme. Replacement of the triazole ring system and development of aromatic/cyclic structures of the side chain can increase selectivity over aromatase enzyme inhibition. In this study, 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives were synthesized and physical analyses and structural determination studies were performed. The IC50 values were determined by a fluorescence-based aromatase inhibition assay and compound 1 (4-(2-hydroxyphenyl)-2-(pyrimidine-2-yl)thiazole) were found potent inhibitor of enzyme (IC50:0.42 nM). Then, their antiproliferative activity over MCF-7 and HEK-293 cell lines was evaluated using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Compounds 1, 7, 8, 13, 15, 18, 21 were active against MCF-7 breast cancer cells. Lastly, a series of docking experiments were undertaken to analyze the crystal structure of human placental aromatase and identify the possible interactions between the most active structure and the active site.

2-Mercapto-4,6-disubstituted nicotinonitriles: versatile precursors for novel mono- and bis[thienopyridines]

A series of novel thieno[2,3-b]pyridines were prepared from the reaction of the appropriate bromoacetylbenzofurans or bromoacetylbenzothiazole with the corresponding pyridinethione derivatives in ethanolic sodium ethoxide at reflux. Moreover, new bis(thieno[2,3-b]pyridine) derivatives have also been synthesized by the reaction of the appropriate bis-bromoacetyl derivatives with the corresponding pyridinethiones in the presence of sodium ethoxide. Attempts to synthesize the target bis(thieno[2,3-b]pyridine) derivatives by bis-alkylation of the corresponding (thieno[2,3-b]pyridin-2-yl)(hydroxyphenyl)methanone with the appropriate dihaloalkanes using a mild base were unsuccessful.

SELECTIVE AZOLE PDE10A INHIBITOR COMPOUNDS

The invention pertains to heteroaromatic compounds of the formula I, as defined herein, that serve as effective phosphodiesterase (PDE) inhibitors. In particular, the invention relates to said compounds which are selective inhibitors of PDE10. The invention also relates to pharmaceutical compositions comprising said compounds; and the use of said compounds in a method for treating certain central nervous system (CNS) or other disorders.

Baker's yeast-mediated synthesis of (R)- and (S)-heteroaryl-ethane-1,2-diols

Baker's yeast-mediated enantioselective bioreduction of 1-(heteroaryl)-2-hydroxyethanones and 2-acetoxy-1-(hetero-aryl)ethanones was used for the enantioselective synthesis of both (R)- and (S)-benzofuranyl-, benzo[b]thiophenyl- and benzo[d]thiazolyl-ethane-1,2-diols.

HETEROARYL-ETHANOLAMINE DERIVATIVES AS ANTIVIRAL AGENTS

The present invention provides a compound of formula as described herein, which are useful as antiviral agents, in particular, as agents against viruses of the herpes family.