408328-13-2

Basic information

• Product Name: 2,6-DIBROMOBENZOTHIAZOLE
• Synonyms: Benzothiazole, 2,6-dibromo-;2,6-Dibromo-benzothiazole;2,6-dibromobenzo[d]thiazole;2,6-dibroMo-1,3-benzothiazole;2,6-Bibromobenzo[d]thiazole, 97%
• CAS NO: 408328-13-2
• Molecular Formula: C₇H₃Br₂NS
• Molecular Weight: 292.98
• Mol File: 408328-13-2.mol

Chemical Properties

• Melting Point: 119-121 °C
• Boiling Point: 352.5 °C at 760 mmHg
• Flash Point: 167 °C
• Appearance: /
• Density: 2.114 g/cm³
• Vapor Pressure: 7.78E-05mmHg at 25°C
• Refractive Index: 1.74
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.87±0.10(Predicted)
• CAS DataBase Reference: 2,6-DIBROMOBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIBROMOBENZOTHIAZOLE(408328-13-2)
• EPA Substance Registry System: 2,6-DIBROMOBENZOTHIAZOLE(408328-13-2)

Safety Data

• Hazardous Substances Data: 408328-13-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dibromobenzothiazole is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for the creation of novel compounds with potential medicinal properties.
Used in Rubber Industry:
In the rubber industry, 2,6-Dibromobenzothiazole serves as an essential intermediate for the production of rubber accelerators, which are crucial in the vulcanization process. These accelerators enhance the speed and efficiency of rubber curing, leading to improved rubber products with better performance characteristics.
Used in Antioxidant Production:
2,6-Dibromobenzothiazole is utilized in the synthesis of antioxidants, which are vital in preventing the degradation of rubber and other materials exposed to heat, light, and oxygen. These antioxidants extend the lifespan and maintain the quality of rubber products, ensuring their durability and performance.
Used in Research and Development:
2,6-Dibromobenzothiazole is a valuable compound in the field of organic chemistry research and development. Its unique properties and reactivity make it an ideal candidate for the exploration of new organic compounds and their potential applications in various industries.

InChI:InChI=1/C7H3Br2NS/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H

Upstream product

• 106-40-1 4-bromo-aniline 
• 95-16-9 1,3-Benzothiazole 
• 15864-32-1 2-amino-6-bromobenzothiazole 

Downstream Products

• 62266-82-4 6-bromo-1,3-benzothiazol-2(3H)-one 
• 1616589-55-9 5-(2-(cyclopropylamino)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)-2-methoxybenzamide 

Relevant articles and documents

NOVEL APOPTOSIS SIGNAL-REGULATING KINASE 1 INHIBITORS

The present invention relates to inhibitors of apoptosis signal-regulating kinase 1 ("ASK1"), a process for synthesis of the compounds of the present invention, composition comprising the compounds and use of the compounds for inhibition of ASK1.

2. 6 - b bromophenylacetic and thiazole synthesis process

The invention relates to a synthesizing process of 2, 6-dibromo benzothiazole. The process comprises the following steps: benzothiazole is dissolved in chloroform, the mixture is stirred at the temperature of 45 DEG C-55 DEG C and subjected to back flow, N-bromosuccinimide and titanium dioxide are added into the mixture by one time and reacted for 9-15 h, then an obtained reaction solution is cooled to the room temperature and filtered, filtrate is cleaned with a saturated sodium bicarbonate solution, anhydrous sodium sulfate is added for drying, pressure is reduced to steam a solvent, light yellow solid is obtained, isopropanol is used for recrystallization to obtain white crystals, and accordingly, 2, 6-dibromo benzothiazole is obtained. The N-bromosuccinimide adopts a brominating agent, at the same time, under the catalytic action of the titanium dioxide, bromo substitution of benzothiazole on site 2 and site 6 can be realized through further reaction, the operation steps are few, the yield is high, a catalyst is easy to obtain, the cost is low, and the synthesizing process is suitable for industrial large-scale production of the 2, 6-dibromo benzothiazole.

Discovery of a 6-(pyridin-3-yl)benzo[d]thiazole template for optimization of hedgehog and PI3K/AKT/mTOR dual inhibitors

Abstract Vismodegib is the first FDA approved cancer therapy based on inhibition of aberrant hedgehog signaling. Like most cancer therapies, vismodegib suffered from resistance, even during clinical development. Numerous reports demonstrated that simultan

Synthesis and anticancer effects evaluation of 1-alkyl-3-(6-(2-methoxy-3-sulfonylaminopyridin-5-yl)benzo[d]thiazol-2-yl)urea as anticancer agents with low toxicity

As a PI3K and mTOR dual inhibitor, N-(2-chloro-5-(2-acetylaminobenzo[d]thiazol-6-yl)pyridin-3-yl)-4-fluorophenylsulfonamide displays toxicity when orally administrated. In the present study, alkylurea moiety replaced the acetamide group in the compound an

Combination of 2-methoxy-3-phenylsulfonylaminobenzamide and 2-aminobenzothiazole to discover novel anticancer agents

The fragment of 2-substituted-3-sulfonylaminobenzamide has been proposed to replace the fragment of 2-substituted-3-sulfonylaminopyridine in PI3K and mTOR dual inhibitors to design novel anticancer agents based on bioisostere. The combination of the fragm

Benzothiazole-based fluorophores of donor-π-acceptor-π-donor type displaying high two-photon absorption

A series of novel heterocycle-based dyes with donor-π-bridge-acceptor- π-bridge-donor (D-π-A-π-D) structural motif, where benzothiazole serves as an electron-withdrawing core, have been designed and synthesized via palladium-catalyzed Sonogashira and Suzuki-type cross-coupling reactions. All the target chromophores show strong one-photon and two-photon excited emission. The maximum two-photon absorption (TPA) cross sections ΔTPA of the prepared derivatives bearing diphenylamino functionalities occur at wavelengths ranging from 760 to 800 nm and are as large as ～900-1100 GM. One- and two-photon absorption characteristics of the title dyes have also been investigated by using density functional theory (DFT) and the structure-property relationships are discussed. The TPA cross sections calculated by means of quadratic response time-dependent DFT using the Coulomb-attenuated CAM-B3LYP functional support the experimentally observed trends within the series, as well as higher ΔTPA values of the title compounds compared to those of analogous fluorene or carbazole-derived dyes. In contrast, the traditional B3LYP functional was not successful in predicting the observed trend of TPA cross sections for systems with different central cores. In general, structural modification of the π-bridge composition by replacement of ethynylene (alkyne) with E-ethenylene (alkene) linkages and/or replacement of dialkylamino electron-donating edge substituents by diarylamino ones results in an increase of ΔTPA values. The combination of large TPA cross sections and high emission quantum yields makes the title benzothiazole-based dyes attractive for applications involving two-photon excited fluorescence (TPEF).