155559-81-2

Basic information

• Product Name: 5-FLUORO-2-MERCAPTOBENZOTHIAZOLE
• Synonyms: BUTTPARK 74\02-36;5-FLUORO-2-MERCAPTOBENZOTHIAZOLE;5-Fluorobenzo[d]thiazole-2-thiol;5-Fluoro-benzothiazole-2-thiol
• CAS NO: 155559-81-2
• Molecular Formula: C₇H₄FNS₂
• Molecular Weight: 185.24
• Mol File: 155559-81-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 189-191 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Boiling Point: 295.7±42.0 °C(Predicted)
• Appearance: /
• Density: 1.55±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 8.96±0.20(Predicted)
• Sensitive: Stench
• CAS DataBase Reference: 5-FLUORO-2-MERCAPTOBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-2-MERCAPTOBENZOTHIAZOLE(155559-81-2)
• EPA Substance Registry System: 5-FLUORO-2-MERCAPTOBENZOTHIAZOLE(155559-81-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 155559-81-2(Hazardous Substances Data)

Usage

Description

5-FLUORO-2-MERCAPTOBENZOTHIAZOLE is an organic compound characterized by its gray solid appearance. It is a derivative of benzothiazoles, which are heterocyclic compounds known for their diverse applications in various industries.

Uses

Used in Agrochemical Industry:
5-FLUORO-2-MERCAPTOBENZOTHIAZOLE is used as a reagent for the synthesis of [[(benzothiazolyl)thio]methyl]phenyl]furanone derivatives. These derivatives possess fungicidal activities, making them valuable in the development of agrochemicals aimed at controlling fungal infections in crops and maintaining agricultural productivity. The compound's role in this process is crucial, as it contributes to the creation of effective fungicides that protect plants from diseases and enhance overall crop yield.

Upstream product

• 452-83-5 2-chloro-5-fluoroaniline 
• 140-92-1 potassium isopropylxanthate 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 367-30-6 2,5-difluoroaniline 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 1271024-87-3 5-fluoro-2-(methylsulfinyl)benzo[d]thiazole 
• 154327-27-2 2-chloro-5-fluoro-1,3-benzothiazole 

Relevant articles and documents

Improved synthesis of 2-(3H)benzothiazolethiones under microwave irradiation

2-(3H)Benzothiazolethiones (2-mercaptobenzothiazole) are prepared by an improved method, which utilizes microwave-assisted cyclization of the corresponding ortho-haloanlines with potassium O-ethyl dithiocarbonate. By using microwave irradiation, the relative reactivity of 2-chloroanilines was greatly improved to the same level as that of 2-fluoroanilines and 2-bromoanilines. Copyright Taylor & Francis Group, LLC.

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.