53218-26-1

Usage

Chemical Properties

Off-white powder

InChI:InChI=1/C7H4BrNS/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H

Upstream product

• 533-30-2 1,3-benzothiazol-6-amine 
• 2942-06-5 6-nitrobenzo[d]thiazole 
• 15864-32-1 2-amino-6-bromobenzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 124-38-9 carbon dioxide 
• 23451-95-8 2-amino-5-bromobenzenethiol 
• 68-12-2 N,N-dimethyl-formamide 
• 66416-72-6 4-bromo-2-iodoaniline 
• 67-68-5 dimethyl sulfoxide 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 19989-35-6 1-(benzo[d]thiazol-6-yl)ethan-1-one 
• 1002309-47-8 6‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole 
• 1576-59-6 2-amino-5-bromobenzenesulfonic acid 
• 1312448-27-3 N-(5-(benzo[d]thiazol-6-yl)-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide 
• 499769-91-4 1,3-benzthiazol-6-ylboronic acid 
• 94834-01-2 1-(6-bromobenzo[d]thiazol-2-yl)ethan-1-one 
• 1244041-71-1 2-tert-butoxycarbonylamino-6-bromobenzo[d]thiazole 
• 855282-13-2 6-phenylbenzothiazole 
• 1301188-99-7 4-(1,3-benzothiazol-6-yl)benzaldehyde 
• 1187928-32-0 6-bromobenzo[d]thiazole-2-carboxylic acid 
• 1187928-41-1 6-bromo-benzothiazole-2-carboxylic acid methyl ester 
• 1366767-41-0 6-[4-(4-{[1-(cyclopropylcarbonyl)-3-azetidinyl]methyl}-4H-1,2,4-triazol-3-yl)phenyl]-1,3-benzothiazole 
• 1204299-67-1 C₁₆H₉BrN₂OS 

Relevant academic research and scientific papers

Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines

The aldehyde group is one of the most versatile intermediates in synthetic chemistry, and the introduction of an aldehyde group into heteroarenes is important for the transformation of molecular structure. Herein, we achieved the direct formylation of benzothiazo/les and isoquinolines. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using commercially available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction can be performed under exceedingly mild reaction conditions and exhibits broad functional group tolerance.

Design, synthesis and biological evaluation of benz-fused five-membered heterocyclic compounds as tubulin polymerization inhibitors with anticancer activities

A series of benz-fused five-membered heterocyclic compounds were designed and synthesized as novel tubulin inhibitors targeting the colchicine binding site. Among them, compound 4d displayed the highest antiproliferative activity against four cancer cell lines with an IC50 value of 4.9?μM in B16-F10 cells. Compound 4d effectively inhibited tubulin polymerization in vitro (IC50 of 13.1?μM). Further, 4d induced cell cycle arrest in G2/M phase. Finally, 4d inhibited the migration of cancer cells in a dose-dependent manner. In summary, these results suggest that compound 4d represents a new class of tubulin inhibitors deserving further investigation.

Photoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds

A photoelectrochemical strategy for the cross-dehydrogenative coupling of unactivated aliphatic hydrogen donors (e.g.alkanes) with benzothiazoles is reported. We used tetrabutylammonium decatungstate as the photocatalyst to activate strong C(sp3)-H bonds in the chosen substrates, while electrochemistry scavenged the extra electrons.

K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles

We describe a three-component reaction of o-iodoanilines with K2S and DMSO that provides 2-unsubstituted benzothiazoles in moderate to good isolated yields with good functional group tolerance. Electron-rich aromatic amines and o-phenylenediamines instead of o-iodoanilines provided 2-unsubstituted benzothiazoles and 2-unsubstituted benzimidazoles with and without K2S under similar conditions. Notably, DMSO plays three vital roles: carbon source, solvent, and oxidant.

Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase

The invention discloses a method for synthesizing benzothiazole by microwave radiation of a benzothioamide compound in an aqueous phase. The method includes the steps: adding the benzothioamide compound into the aqueous phase under microwave conditions; performing cyclization under alkaline conditions to generate the benzothiazole. The method for preparing the benzothiazole is environmentally friendly, simple and convenient in operation, safe, cheap and efficient. Compared with the prior art, the method is applicable to a lot of functional groups, high in yield, few in by-products, simple in operation, safe, low in cost and environmentally friendly.

CYCLIC SULFAMIDE COMPOUNDS AND METHODS OF USING SAME

The present disclosure provides, in part, cyclic sulfamide compounds, and pharmaceutical compositions thereof, useful as modulators of Hepatitis B (HBV) core protein, and methods of treating Hepatitis B (HBV) infection.

Synthesis of benzothiazoles from 2-aminobenzenethiols in the presence of a reusable polythiazolium precatalyst under atmospheric pressure of carbon dioxide

Synthesis of benzothiazoles from 2-aminobenzenethiols and carbon dioxide was carried out using poly(3,4-dimethyl-5-vinylthiazolium) iodide as a precatalyst to in situ generation of NHCs by deprotonation. The reaction was successfully carried out under mild conditions (1 atm of CO2 and 60–70 °C) with a broad substrate scope and functional group tolerance. The precatalyst salt was recovered and reused for several times without any loss of activity.

Atmospheric CO2 promoted synthesis of N-containing heterocycles over B(C6F5)3 catalyst

B(C6F5)3 combined with atmospheric CO2 was found to be highly effective for the cyclization of ortho-substituted aniline derivatives with N,N-dimethylformamide (DMF), and a series of N-containing heterocycles including benzothiazoles, benzimidazoles, quinazolinone and benzoxazole were obtained in good to excellent yields.

Deaminizing method for amidogen-containing aromatic compounds

The invention relates to the technical field of organic synthesis, and provides a deaminizing method for amidogen-containing aromatic compounds. The deaminizing method aims at solving the problems that as for a deaminizing method commonly used at present, as strong acid is used, the environment is polluted, the reaction temperature needs to be accurately controlled and production is not facilitated. The deaminizing method for the amidogen-containing aromatic compounds includes the steps that the amidogen-containing aromatic compounds, nitrite and solvents are mixed to be put into a pressure-proof tube, a stirring reaction is carried out for 12 hours to 72 hours at the temperature of 80 DEG C to 130 DEG C, and the deaminized-amidogen aromatic compounds are separated and obtained. The deaminizing method is efficient, easy and convenient to operate and free of waste acid pollution.

Enhanced treatment regimens using mTor inhibitors

The present invention provides for methods and pharmaceutical compositions comprising inhibitors of mTorC1 and/or mTorC2. In some aspects, the invention provides for treatment regimens resulting in enhanced treatment efficacy and better tolerability.