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

Downstream Products

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

Relevant articles and documents

Enhancement of Benzothiazoles as Pteridine Reductase-1 Inhibitors for the Treatment of Trypanosomatidic Infections

2-Amino-benzo[d]thiazole was identified as a new scaffold for the development of improved pteridine reductase-1 (PTR1) inhibitors and anti-trypanosomatidic agents. Molecular docking and crystallography guided the design and synthesis of 42 new benzothiazoles. The compounds were assessed for Trypanosoma brucei and Leishmania major PTR1 inhibition and in vitro activity against T. brucei and amastigote Leishmania infantum. We identified several 2-amino-benzo[d]thiazoles with improved enzymatic activity (TbPTR1 IC50 = 0.35 μM; LmPTR1 IC50 = 1.9 μM) and low μM antiparasitic activity against T. brucei. The ten most active compounds against TbPTR1 were able to potentiate the antiparasitic activity of methotrexate when evaluated in combination against T. brucei, with a potentiating index between 1.2 and 2.7. The compound library was profiled for early ADME toxicity, and 2-amino-N-benzylbenzo[d]thiazole-6-carboxamide (4c) was finally identified as a novel potent, safe, and selective anti-trypanocydal agent (EC50 = 7.0 μM). Formulation of 4c with hydroxypropyl-β-cyclodextrin yielded good oral bioavailability, encouraging progression to in vivo studies.

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.