23474-98-8

Basic information

• Product Name: 2-AMINO-5-CHLOROTHIOPHENOL
• Synonyms: 2-AMINO-5-CHLOROTHIOPHENOL;BUTTPARK 35\02-18;2-AMINO-5-CHLOROBENZENETHIOL;2-aMino-5-chlorobenzene-1-thiol;Benzenethiol,2-aMino-5-chloro-;2-Amino-5-chlorothiophenol 98%;4-Chloro-2-thioaniline, 4-Chloro-2-mercaptoaniline;2-Amino-5-chlorothiophenol98%
• CAS NO: 23474-98-8
• Molecular Formula: C₆H₆ClNS
• Molecular Weight: 159.64
• Mol File: 23474-98-8.mol
• Article Data: 26

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 278 °C at 760 mmHg
• Flash Point: 121.9 °C
• Appearance: /
• Density: 1.372 g/cm³
• PKA: 7.77±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-CHLOROTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-CHLOROTHIOPHENOL(23474-98-8)
• EPA Substance Registry System: 2-AMINO-5-CHLOROTHIOPHENOL(23474-98-8)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 23474-98-8(Hazardous Substances Data)

Usage

Description

2-AMINO-5-CHLOROTHIOPHENOL is an organic compound with the molecular formula C6H6ClNS. It is characterized by the presence of an amino group (-NH2) at the 2nd position and a chlorine atom at the 5th position on a thiophene ring. 2-AMINO-5-CHLOROTHIOPHENOL is known for its reactivity and is commonly utilized in the synthesis of various chemical compounds.

Uses

Used in Pharmaceutical Industry:
2-AMINO-5-CHLOROTHIOPHENOL is used as a reagent for the preparation of indane-based 1,5-benzothiazapines, which possess antimicrobial activity. These benzothiazapines are valuable in the development of new drugs to combat various microbial infections, including bacterial and fungal pathogens.

Upstream product

• 106-47-8 4-chloro-aniline 
• 35576-53-5 6-Chloro-1,2,3-benzodithiazol-1-ium chloride 
• 2942-10-1 6-chloro-1,3-benzothiazole 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 4146-24-1 6-chloro-2-methylbenzo[d]thiazole 
• 31183-89-8 2-[(2-amino-5-chlorophenyl)dithio]-4-chlorophenylamine 
• 57946-56-2 2-fluoro-4-chloroaniline 
• 59280-70-5 4'-chloro-2'-fluoroacetanilide 
• 1367199-79-8 BrH*C₇H₅ClN₂S 
• 3696-23-9 N-(4-chlorophenyl)thiourea 

Downstream Products

• 418783-16-1 (2-amino-5-chloro-phenylsulfanyl)-acetic acid 
• 108650-65-3 2-tert-butyl-6-chloro-2-methyl-2,3-dihydro-benzothiazole 
• 54531-34-9 1-(6-chloro-1H-benzothiazol-2-yl)ethanol 
• 60598-36-9 6-anilino-9-chloro-benzo[a]phenothiazin-5-one 
• 106629-28-1 {2-[4-(6-chloro-benzothiazol-2-yl)-phenoxy]-ethyl}-triethyl-ammonium; iodide 
• 31183-89-8 2-[(2-amino-5-chlorophenyl)dithio]-4-chlorophenylamine 
• 19843-51-7 3-chloro-12H-quinoxalino<2,3-b><1,4>benzothiazine 
• 31639-76-6 3-chloro-8-methyl-12H-benzo[5,6][1,4]thiazino[2,3-b]quinoxaline 
• 47367-87-3 {2-[4-(6-chloro-benzothiazol-2-yl)-phenoxy]-ethyl}-diethyl-amine 
• 14468-66-7 6-chloro-2-trichloromethyl-benzothiazole 
• 64377-93-1 ethyl 6-chlorobenzothiazole-2-carboxylate 
• 31639-73-3 3-chloro-8,9-dinitro-12H-benzo[5,6][1,4]thiazino[2,3-b]quinoxaline 
• 99839-04-0 6-chloro-2,2-dimethyl-2,3-dihydro-benzothiazole 
• 20988-73-2 10-chloro-2,3-dimethoxy-7H-benzo[5,6][1,4]thiazino[3,2-c]cinnoline 

Relevant articles and documents

Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents

Anaplastic lymphoma kinase (ALK) targeted therapies have demonstrated remarkable efficacy in ALK-positive lung adenocarcinomas. Here we synthesized and evaluated sixteen new 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibitors. The optimal compound 9e exhibited excellent antiproliferative activity against non-small cell lung cancer NCI-H2228 cells, which is better than that of Brigatinib and similar to Ceritinib. Mechanism study revealed that the optimal compound 9e decreased the mitochondrial membrane potential and arrested NCI-H2228 cells in the G0/G1 phase, finally resulting in cellular apoptosis. It is interesting that 9e could effectively inhibit the migration of NCI-H2228 cells and may be a promising leading compound for chemotherapy of metastatic cancer.

Synthesis and insecticidal evaluation of novel sulfide-containing amide derivatives as potential ryanodine receptor modulators

With the aim of discovering new bioactive pesticides for crop protection, a series of novel sulfide-containing amide derivatives A were efficiently synthesized via a strategy of modifying the “amide” structure of anthranilic diamide insecticides. The single-crystal structures of A2-3 and A4-5 were firstly reported. The bioassay results showed that most of the synthesized compounds display moderate to high insecticidal activities. Particularly, some sulfone-containing compounds, e.g., A2-3, A3-3 and A6-3, not only possessed favorable lethality rate (50%–100%) against P. xylostella at a concentration of 0.1 mg/L, but also held good activities towards a variety of agricultural pests such as M. separata, C. pipiens pallen, H. armigera and O. nubilalis; the larvicidal activities of A4-1 and A6-1 towards P. xylostella were close to that of chlorantraniliprole at 0.01 mg/L. The calcium imaging experiments revealed that the representative compounds A2-3 and A6-3 are potential ryanodine receptor (RyR) modulators. The structure–activity relationships were discussed in detail. These results provide useful information for further design and development of novel insecticides.

ANTIBIOTIC COMPOUNDS

The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.