73628-29-2

Basic information

• Product Name: 2-AMINO-3-CHLOROTHIOPHENOL
• Synonyms: 2-amino-3-fluorobenzenethiol
• CAS NO: 73628-29-2
• Molecular Formula: C₆H₆FNS
• Molecular Weight: 159.63654
• Mol File: 73628-29-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMINO-3-CHLOROTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3-CHLOROTHIOPHENOL(73628-29-2)
• EPA Substance Registry System: 2-AMINO-3-CHLOROTHIOPHENOL(73628-29-2)

Safety Data

• Hazardous Substances Data: 73628-29-2(Hazardous Substances Data)

Usage

General Description

2-AMINO-3-CHLOROTHIOPHENOL is a chemical compound with the formula C4H4ClNOS. It is a derivative of thiophenol with a chlorine atom and an amino group attached to the thiophene ring. 2-AMINO-3-CHLOROTHIOPHENOL is used in the production of pharmaceuticals, dyes, and other organic chemicals. It is also known for its use as an intermediate in the synthesis of various organic compounds. 2-AMINO-3-CHLOROTHIOPHENOL is a yellowish solid that is sparingly soluble in water and is primarily used in laboratory research and development. It should be handled and stored with care due to its potential hazardous properties.

Upstream product

• 20358-06-9 4-fluoro-1,3-benzothiazol-2-amine 
• 5509-65-9 2,6-difluoroaniline 
• 3896-29-5 N-(2,6-difluorophenyl)acetamide 
• 656-32-6 N-(2-fluorophenyl)thiourea 
• 51085-49-5 2-fluoroaniline hydrochloride 

Downstream Products

• 110704-21-7 2-Chloromethyl-4-fluoro-benzothiazole 
• 110821-55-1 (5-Fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-p-tolyl-methanone 
• 110821-57-3 (4-Bromo-phenyl)-(5-fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-methanone 
• 110821-56-2 (5-Fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-(4-methoxy-phenyl)-methanone 
• 135517-93-0 (3,4-Dimethoxy-phenyl)-(5-fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-methanone 
• 121364-13-4 Biphenyl-4-yl-(5-fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-methanone 
• 110821-54-0 (4-Chloro-phenyl)-(5-fluoro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-methanone 
• 159790-14-4 [4-(4-Bromo-2-fluoro-benzyl)-5-fluoro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl]-acetic acid ethyl ester 
• 1169760-47-7 N-[3,4-dihydro-1,5-benzoxathiepin-3-yl]-3-(R)-[(2-amino-3-fluorophenyl)thio]-2-(S)-methylpropionamide 
• 1219456-98-0 C₁₂H₈ClFN₂O₂S 

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).

SYNTHESIS OF 2-AMINO-3-FLUOROBENZENETHIOL AND ITS CONVERSION INTO DIFFERENT HETEROCYCLES

Heterocycles containing fluorine possess a variety of biological applications and are useful drugs. 5-Fluorouracil and 5-fluorotryptamine are eefective drugs used in the treatment of cancer.