399-74-6

Basic information

• Product Name: 2-Chloro-6-fluorobenzothiazole
• Synonyms: IFLAB-BB F1910-0016;2-CHLORO-6-FLUOROBENZO[D]THIAZOLE;2-CHLORO-6-FLUOROBENZOTHIAZOLE;2-CHLORO-6-FLUORO-1,3-BENZOTHIAZOLE;Benzothiazole, 2-chloro-6-fluoro- (8CI,9CI)
• CAS NO: 399-74-6
• Molecular Formula: C₇H₃ClFNS
• Molecular Weight: 187.62
• Product Categories: BENZOTHIAZOLE;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiazoles;ThiazolesHeterocyclic Building Blocks
• Mol File: 399-74-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 91-95 °C
• Boiling Point: 253ºC at 760 mmHg
• Flash Point: 106.8ºC
• Appearance: /
• Density: 1.532g/cm3
• Vapor Pressure: 0.0299mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -0.39±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-6-fluorobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-fluorobenzothiazole(399-74-6)
• EPA Substance Registry System: 2-Chloro-6-fluorobenzothiazole(399-74-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 399-74-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C7H3ClFNS/c8-7-10-5-2-1-4(9)3-6(5)11-7/h1-3H

Upstream product

• 348-40-3 2-amino-6-fluoro-1,3-benzothiazole 
• 80087-71-4 6-fluoro-2-mercaptobenzothiazole 
• 78364-55-3 1-(6-fluorobenzo[d]thiazol-2-yl)hydrazine 
• 371-40-4 4-fluoroaniline 
• 367-25-9 2,4-difluorophenylamine 

Downstream Products

• 63754-96-1 6-Fluoro-2(3H)-benzothiazolone 
• 884860-59-7 methyl N-({4'-[(6-fluoro-l,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-yl}carbonyl)-L-valinate 
• 884860-60-0 butyl N-({4'-[(6-fluoro-l,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-yl}carbonyl)-L-valinate 
• 884860-27-9 N-(4-bromophenyl)-6-fluorobenzo[d]thiazol-2-amine 
• 1210755-83-1 3-[4-(6-fluoro-benzothiazol-2-ylamino)-phenyl]-isoxazole-5-carboxylic acid ethyl ester 
• 1210761-36-6 methyl 2-(3-(4-(6-fluorobenzo[d]thiazol-2-yloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate 
• 1227068-74-7 4-(6-fluorobenzo[d]thiazol-2-ylamino)phenol 
• 78364-55-3 1-(6-fluorobenzo[d]thiazol-2-yl)hydrazine 
• 1374820-29-7 C₁₇H₁₆Cl₂FN₃S 
• 401567-36-0 6-fluoro-2-(piperazin-1-yl)benzo[d]thiazole 
• 1300747-97-0 methyl 2-(4-(4-((6-fluorobenzo[d]thiazol-2-yl)amino)phenyl)thiazole-2-carboxamido)-3-methylbutanoate 

Relevant articles and documents

Water-Promoted Chlorination of 2-Mercaptobenzothiazoles

Substituted benzothiazoles play an important role in medicinal chemistry due to their pharmacological properties. Their 2-substituted derivatives are often prepared from 2-chlorobenzothiazoles, which in turn can be synthesized from the 2-mercapto precursor using sulfuryl chloride. In practice, this seemingly straightforward and widely used reaction can be impeded by poor reproducibility and low reaction yields. In this communication, we report that the simple addition of water to the reaction leads to remarkable improvements in reaction efficiency. We attribute this effect to the formation of acid through partial hydrolysis of sulfuryl chloride. This hypothesis is supported by the observation that improved yields were also obtained in the presence of some anhydrous acidic additives. The simple combination of sulfuryl chloride and water reproducibly provides excellent yields for a range of chlorinated products.

HETEROBICYCLIC COMPOUNDS

Heterobicyclic compounds of Formula (I): or a pharmaceutically-acceptable salt, tautomer, or stereoisomer thereof, as defined in the specification, and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, Huntington's Disease, and the like.

Preparation, antibacterial evaluation and preliminary structure-activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives

In this study, a novel benzothiazol- and benzooxazol-2-amine scaffold with antibacterial activity was designed and synthesized. Preliminary structure-activity relationship analysis displayed that compound 8t with a 5,6-difluorosubstituted benzothiazole was found to be a potent inhibitor of Gram-positive pathogens, and exhibited some potential against drug-resistant bacteria and without cytotoxicity in therapeutic concentrations. In addition, molecular docking studies indicated that Staphylococcus aureus methionyl-tRNA synthetase might be the possible target of these compounds. Taken together, the present study provides an effective entry to the synthesis of a good lead for subsequent optimization and a new small molecule candidate drug for antibacterial therapeutics.