93933-49-4

Basic information

• Product Name: 2-AMINO-4-BROMOBENZENETHIOL
• Synonyms: 2-AMINO-4-BROMOBENZENETHIOL;Benzenethiol, 2-aMino-4-broMo-;2-Amino-4-bromobenzene-1-thiol
• CAS NO: 93933-49-4
• Molecular Formula: C₆H₆BrNS
• Molecular Weight: 204.09
• Mol File: 93933-49-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 295.5±20.0 °C(Predicted)
• Appearance: /
• Density: 1.693±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.33±0.11(Predicted)
• CAS DataBase Reference: 2-AMINO-4-BROMOBENZENETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-BROMOBENZENETHIOL(93933-49-4)
• EPA Substance Registry System: 2-AMINO-4-BROMOBENZENETHIOL(93933-49-4)

Safety Data

• Hazardous Substances Data: 93933-49-4(Hazardous Substances Data)

Usage

General Description

2-Amino-4-bromobenzenethiol is a chemical compound with the molecular formula C6H6BrS2N. It is an aromatic thiol with a bromine atom attached to the benzene ring and an amino group at the para position. 2-AMINO-4-BROMOBENZENETHIOL is commonly used as a building block in organic synthesis and pharmaceutical research due to its valuable reactivity and structural properties. It is also used in the production of dyes, pigments, and other organic compounds. Additionally, it has been studied for its potential pharmacological properties, including its role as a potential therapeutic agent in the treatment of various diseases and disorders.

Upstream product

• 76209-05-7 4,4′-dibromo-2,2′-dinitrodiphenyl disulfide 
• 76209-02-4 4-bromo-2-nitrobenzenethiol 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 63837-11-6 5-bromo-2-methylbenzothiazole 
• 20358-03-6 5‐bromo‐1,3‐benzothiazol‐2‐amine 

Downstream Products

• 95081-30-4 (6-Bromo-3-methyl-4H-benzo[1,4]thiazin-2-yl)-p-tolyl-methanone 
• 95081-29-1 (6-Bromo-3-methyl-4H-benzo[1,4]thiazin-2-yl)-(4-methoxy-phenyl)-methanone 
• 95081-28-0 6-bromo-2-(p-chlorobenzoyl)-3-methyl-4H-1,4-benzothiazine 
• 95081-27-9 2-benzoyl-6-bromo-3-methyl-4H-1,4-benzothiazine 
• 199475-45-1 5-bromo-1,3-benzothiazol-2(3H)-one 
• 7038-31-5 2-amino-4-bromo-benzenethiol dimer 

Relevant articles and documents

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.

Catalytic Enantioselective Synthesis of Protecting-Group-Free 1,5-Benzothiazepines

A one-pot enantioselective route to N-unprotected 2,3-dihydro-1,5-benzothiazepinones, by an organocatalyzed sulfa-Michael reaction of readily available α,β-unsaturated N-acyl pyrazoles with 2-aminothiophenols followed by silica-gel-catalyzed lactamization

Indoline dyes with benzothiazole unit for dye-sensitized solar cells

We report a new series of indoline dyes with a donoraromatic-acceptor (D-π-A) structure. D-π-A metal-free organic dyes with indoline-benzothiazole-rhodanine units were synthesized and their photovoltaic performances were evaluated. The photoelectric conversion efficiency (η) of the indoline-benzothiazole-rhodanine dye is 3.7%, while that of the indolinethiophene-rhodanine dye is 0.9% under the same conditions. The incident photon-to-current conversion efficiencies (IPCEs) of these dyes are 60% and 25%, respectively, at 500 nm. To understand their electronic structures, the geometries of the dyes were optimized by density functional theory (DFT) calculations at the 6-31G(d) level using a B3LYP exchange-correlation functional. As a result, the localized highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the indoline?benzothiazole?rhodanine dye were obtained and were compared with those of the indoline-thiophene-rhodanine dye.