398-99-2

Basic information

• Product Name: 2-METHYL-5-(TRIFLUOROMETHYL)BENZOTHIAZOLE
• Synonyms: 5TF-BTZ;2-METHYL-5-(TRIFLUOROMETHYL)-1,3-BENZOTHIAZOLE;2-METHYL-5-(TRIFLUOROMETHYL)BENZOTHIAZOLE;Benzothiazole, 2-methyl-5-(trifluoromethyl)- (7CI,8CI,9CI);Benzothiazole,2-methyl-5-(trifluoromethyl)-
• CAS NO: 398-99-2
• Molecular Formula: C₉H₆F₃NS
• Molecular Weight: 217.21
• EINECS: 206-914-8
• Product Categories: BENZOTHIAZOLE
• Mol File: 398-99-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 63
• Boiling Point: 116/15mm
• Flash Point: 104.7 °C
• Appearance: /
• Density: 1.392 g/cm³
• Vapor Pressure: 2.62E-05mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 2-METHYL-5-(TRIFLUOROMETHYL)BENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5-(TRIFLUOROMETHYL)BENZOTHIAZOLE(398-99-2)
• EPA Substance Registry System: 2-METHYL-5-(TRIFLUOROMETHYL)BENZOTHIAZOLE(398-99-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 398-99-2(Hazardous Substances Data)

Usage

General Description

2-Methyl-5-(trifluoromethyl)benzothiazole is a chemical compound with the molecular formula C9H6F3NS. It is a benzothiazole derivative, which is a class of compounds known for their diverse biological activities. This particular compound has potential applications in the pharmaceutical and agrochemical industries due to its ability to act as a building block for the synthesis of various bioactive molecules. Its trifluoromethyl group also makes it useful in medicinal chemistry, as this moiety is known to enhance the biological activity and metabolic stability of drug candidates. Additionally, its aromatic structure and unique substituents make it a valuable component in the synthesis of specialized materials and fluorescent dyes.

InChI:InChI=1/C15H11FO/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11H/b11-6+

Upstream product

• 860-39-9 bis(2-nitro-4-trifluoromethylphenyl) disulfide 
• 535-52-4 2-fluoro-5-(trifluoromethyl)aniline 
• 349-27-9 N-(2-fluoro-5-(trifluoromethyl)phenyl)acetamide 

Downstream Products

• 19406-49-6 2-amino-4-trifluoromethylthiophenol 

Relevant articles and documents

Discovery of 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole-N-acetic acid (lidorestat) and congeners as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications

Recent efforts to identify treatments for chronic diabetic complications have resulted in the discovery of a novel series of highly potent and selective 3-[(benzothiazol-2-yl)methyl]indole-N-alkanoic acid aldose reductase inhibitors. The lead candidate, 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole-N-acetic acid (lidorestat, 9) inhibits aldose reductase with an IC50 of 5 nM, while being 5400 times less active against aldehyde reductase, a related enzyme involved in the detoxification of reactive aldehydes. It lowers nerve and lens sorbitol levels with ED50's of 1.9 and 4.5 mg/kg/d po, respectively, in the 5-day STZ-induced diabetic rat model. In a 3-month diabetic intervention model (1 month of diabetes followed by 2 months of drug treatment at 5 mg/kg/d po), it normalizes polyols and reduces the motor nerve conduction velocity deficit by 59% relative to diabetic controls. It has a favorable pharmacokinetic profile (F, 82%; t1/2, 5.6 h; Vd, 0.694 L/kg) with good drug penetration in target tissues (Cmax in sciatic nerve and eye are 2.36 and 1.45 μg equiv/g, respectively, when dosed with [14C] lidorestat at 10 mg/kg po).