326-45-4

Basic information

• Product Name: 2-Amino-6-(trifluoro-methylsufanyl)benzothiazole
• Synonyms: 2-Amino-6-(trifluoro-methylsufanyl)benzothiazole;2-Amino-6-(trifluoromethylsulfanyl)benzothiazole;6-((TrifluoroMethyl)thio)benzo[d]thiazol-2-aMine
• CAS NO: 326-45-4
• Molecular Formula: C₈H₅F₃N₂S₂
• Molecular Weight: 250.2639096
• Mol File: 326-45-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 153-154 °C
• Boiling Point: 287.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.59±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 2.71±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-6-(trifluoro-methylsufanyl)benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-6-(trifluoro-methylsufanyl)benzothiazole(326-45-4)
• EPA Substance Registry System: 2-Amino-6-(trifluoro-methylsufanyl)benzothiazole(326-45-4)

Safety Data

• Hazardous Substances Data: 326-45-4(Hazardous Substances Data)

Usage

General Description

2-Amino-6-(trifluoromethylsufanyl)benzothiazole is a specialized chemical compound that falls under the category of benzothiazoles. Benzothiazoles are heterocyclic compounds containing a benzene ring fused to a thiazole ring. They are known to possess diverse biological activities and thus are used in pharmaceuticals as therapeutic agents. Specific data or detail about the properties, uses, or potential bioactivity of 2-Amino-6-(trifluoromethylsufanyl)benzothiazole is not readily available as it seems to be a bespoke synthesis chemical. It's important to follow appropriate safety measures and guidelines while handling such chemicals in laboratory or industrial settings.

Upstream product

• 372-16-7 thioorthocarbonotrifluoridic acid 4-amino-phenyl ester 
• 333-20-0 potassium thioacyanate 
• 100-01-6 4-nitro-aniline 
• 1849-36-1 para-nitrobenzenethiol 
• 403-66-7 p-nitrophenyl trifluoromethyl sulfide 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 3771-52-6 N,N-dimethyl-4-(6-trifluoromethylsulfanyl-benzothiazol-2-ylazo)-aniline 
• 2414-49-5 2,2'-[3-trifluoromethyl-4-(6-trifluoromethylsulfanyl-benzothiazol-2-ylazo)-phenylazanediyl]-bis-ethanol 
• 2193-91-1 2,2'-[3-methyl-4-(6-trifluoromethylsulfanyl-benzothiazol-2-ylazo)-phenylazanediyl]-bis-ethanol 

Relevant articles and documents

Chalcogen OCF3 Isosteres Modulate Drug Properties without Introducing Inherent Liabilities

The synthesis of SCF3 as well as SeCF3 isosteres of two OCF3-containing drugs was achieved through visible light and copper-catalyzed processes. Herein, we show that chalcogen replacement modulates physicochemical and ADME properties without introducing intrinsic liabilities. The SCF3 and SeCF3 groups are more lipophilic than their oxygen counterpart; however, microsomal stability is unchanged, indicating that these molecular changes may be beneficial for in vivo half-life. Enabled by modern synthetic methods, we present the chalcogen-CF3 groups as potential key players for future fluorinated pharmaceuticals.

Riluzole series. synthesis and in vivo 'antiglutamate' activity of 6- substituted-2-benzothiazolamines and 3-substituted-2-imino-benzothiazolines

Two series of analogues of riluzole, a blocker of excitatory amino acid mediated neurotransmission, have been synthesized: monosubstituted 2- benzothiazolamines and 3-substituted derivatives. Of all the compounds prepared in the first series, only 2-benzothiazolamines bearing alkyl, polyfluoroalkyl, or polyfluoroalkoxy substituents in the 6-position showed potent anticonvulsant activity against administration of glutamic acid in rats. The most active compounds displaying in vivo 'antiglutamate' activity were the 6-OCF3 (riluzole), 6-OCF2CF3, 6-CF3, and 6-CF2CF3 substituted derivatives with ED50 values between 2.5 and 3.2 mg/kg i.p. Among the second series of variously substituted benzothiazolines, compounds as active as riluzole or up to 3 times more potent were identified in two series: benzothiazolines bearing a β-dialkylaminoethyl moiety and compounds with an alkylthioalkyl chain and their corresponding sulfoxides and sulfones. The most potent derivatives were 2-imino-3-(2-methylthio)- and 2-imino-3-(2- methylsulfinyl)-ethyl-6-trifluoromethoxybenzothiazolines (61 and 64, ED50 = 1.0 and 1.1 mg/kg i.p., respectively). In addition, intraperitoneal administration of some of the best benzothiazolines protected mice from mortality produced by hypobaric hypoxia.