6973-51-9

Basic information

• Product Name: 4-nitrobenzothiazol-2-amine
• Synonyms: 4-nitrobenzothiazol-2-amine;2-Benzothiazolamine,4-nitro-(9CI);2-AMino-4-nitrobenzothiazole;4-nitrobenzo[d]thiazol-2-aMine;2-Benzothiazolamine, 4-nitro-
• CAS NO: 6973-51-9
• Molecular Formula: C₇H₅N₃O₂S
• Molecular Weight: 195.2
• Product Categories: BENZOTHIAZOLE
• Mol File: 6973-51-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 411.7°C at 760 mmHg
• Flash Point: 202.8°C
• Appearance: /
• Density: 1.621g/cm³
• Vapor Pressure: 5.48E-07mmHg at 25°C
• Refractive Index: 1.797
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-nitrobenzothiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrobenzothiazol-2-amine(6973-51-9)
• EPA Substance Registry System: 4-nitrobenzothiazol-2-amine(6973-51-9)

Safety Data

• Hazardous Substances Data: 6973-51-9(Hazardous Substances Data)

Usage

General Description

4-nitrobenzothiazol-2-amine is a chemical compound consisting of a benzene ring and a thiazole ring with a nitro group at the 4-position and an amine group at the 2-position. It is known for its use in the production of dyes and pharmaceuticals. The nitro group makes this compound a strong electrophile, allowing it to participate in various organic reactions, including nucleophilic substitution and electrophilic aromatic substitution. Due to its potential toxicity, it is important to handle 4-nitrobenzothiazol-2-amine with caution and in compliance with safety regulations.

InChI:InChI=1/C7H5N3O2S/c8-7-9-6-4(10(11)12)2-1-3-5(6)13-7/h1-3H,(H2,8,9)

Upstream product

• 2942-08-7 4-nitrobenzothiazole 
• 333-20-0 potassium thioacyanate 
• 88-74-4 2-nitro-aniline 
• 1147550-11-5 ammonium thiocyanate 
• 1280582-63-9 C₇H₅N₃O₂S 
• 149-30-4 2-Mercaptobenzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 2719-30-4 o-nitrophenylisothiocyanate 
• 51039-84-0 N-(2-nitrophenyl)thiourea 

Downstream Products

• 1280582-34-4 2,3-bis(4-methoxyphenyl)-5-nitroimidazo[2,1-b][1,3]benzothiazole 
• 1370409-56-5 2-(2-chlorophenyl)-3-(4-methylphenyl)-5-nitroimidazo[2,1-b][1,3]benzothiazole 
• 1370024-00-2 2-(2-chlorophenyl)-3-[4-(methylsulfanyl) phenyl]-5-nitroimidazo[2,1-b][1,3] benzothiazole 
• 1370024-90-0 2-(2,4-dichlorophenyl)-3-(4-methylphenyl)-5-nitroimidazo[2,1-b][1,3]benzothiazole 
• 1370409-57-6 2-(2,4-dichlorophenyl)-3-[4-(methylsulfanyl)phenyl]-5-nitroimidazo[2,1-b][1,3] benzothiazole 
• 1315085-61-0 C₂₁H₁₆N₁₀O₅S₃ 
• 1370445-77-4 C₁₅H₁₁N₃O₄S 
• 1370446-13-1 C₂₇H₂₀ClN₃O₄SSi 
• 1316270-47-9 C₂₀H₁₂N₈O₄S 
• 1268376-13-1 3-(3-pyridyl)-5-(4-methoxyphenyl)-4-(N-4-nitro-1,3-benzothiazol-2-amino)-4H-1,2,4-triazole 
• 80945-68-2 2-hydrazino-4-nitro-1,3-benzothiazole 
• 233-94-3 thiazolo[5,4-h]quinoline 
• 855283-00-0 2-chloro-benzothiazol-4-ylamine 
• 1123-51-9 4-aminobenzothiazol 

Relevant articles and documents

Small-compound enhancers for functional O-mannosylation of alpha-dystroglycan, and uses thereof

The present invention provides compounds that can enhance functional O-mannosylation of proteins including alpha-dystroglycan. Also provided are methods of preparation of the compounds defined by the formula I. Also provided are the methods of using the compounds or the pharmaceutical acceptable salts or prodrugs thereof in treating and preventing subjects suffering from the diseases including muscular dystrophies and cancers.

Small molecules enhance functional O-mannosylation of Alpha-dystroglycan

Alpha-dystroglycan (α-DG), a highly glycosylated receptor for extracellular matrix proteins, plays a critical role in many biological processes. Hypoglycosylation of α-DG results in various types of muscular dystrophies and is also highly associated with progression of majority of cancers. Currently, there are no effective treatments for those devastating diseases. Enhancing functional O-mannosyl glycans (FOG) of α-DG on the cell surfaces is a potential approach to address this unmet challenge. Based on the hypothesis that the cells can up-regulate FOG of α-DG in response to certain chemical stimuli, we developed a cell-based high-throughput screening (HTS) platform for searching chemical enhancers of FOG of α-DG from a large chemical library with 364,168 compounds. Sequential validation of the hits from a primary screening campaign and chemical works led to identification of a cluster of compounds that positively modulate FOG of α-DG on various cell surfaces including patient-derived myoblasts. These compounds enhance FOG of α-DG by almost ten folds, which provide us powerful tools for O-mannosylation studies and potential starting points for the development of drug to treat dystroglycanopathy.

Synthesis and antimicrobial activity of new pyridine derivatives-I

2-Amino substituted benzothiazoles 2a-l and 2-chloropyridine-3-carboxylic acid 3 were used to prepare 2-[N-(substitutedbenzothiazolyl)amino]pyridine-3- carboxylic acids (4a-l) in 2-ethoxy ethanol. Acid chlorides (5a-l) were condensed with 2-hydroxyethyl piperazine (6) and 2,3-dichloropiperazine (7) to prepare amide derivatives 2-[N-(substituted benzothiazolyl)amino]pyridin-3-yl (4-(2-hydroxyethyl)piperazin-1-yl)methanones (8a-l) and 2-[N-(substituted benzothiazolyl) amino]pyridin-3-yl(2,3- dichloropiperazine-1-yl)methanones (9a-l), respectively. The structures of new compounds have been established on the basis of elemental analysis and spectral (IR, 1H NMR, and Mass spectra) studies. The in vitro antimicrobial activity was screened for all the synthesized compounds. Variable and modest activity were observed against the investigated strains of bacteria and fungi. Springer Science+Business Media, LLC 2010.