37859-39-5

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 122-59-8 2-phenoxyacetic acid 
• 35370-80-0 2-phenoxyethanethioamide 
• 701-99-5 Phenoxyacetyl chloride 
• 37859-43-1 2-chloromethylbenzothiazole 
• 108-95-2 phenol 
• 164408-46-2 2-methylthio-N-triphenylphosphoranylideneaniline 

Downstream Products

• 37859-45-3 3-methyl-2-phenoxymethyl-benzothiazolium; toluene-4-sulfonate 

Relevant academic research and scientific papers

IR, Raman and SERS spectra of 2-phenoxymethylbenzothiazole

The FT-IR and FT-Raman spectra of 2-phenoxymethylbenzothiazole were recorded and analyzed. The surface enhanced Raman scattering (SERS) spectrum was recorded in a silver colloid. The vibrational wavenumbers of the compound have been computed using the Har

Synthesis, antifungal activities and molecular docking studies of benzoxazole and benzothiazole derivatives

Based on benzoxazole and benzothiazole scaffold as an important pharmacophore, two series of 2-(aryloxymethyl) benzoxazole and benzothiazole derivatives were synthesized and their antifungal effects against eight phytopathogenic fungi were evaluated. Compounds 5a, 5b, 5h, and 5i exhibited significant antifungal activities against most of the pathogens tested. Especially 5a, 5b, 5h, 5i, 5j, and 6h inhibited the growth of F. solani with IC50 of 4.34–17.61 μg/mL, which were stronger than that of the positive control, hymexazol (IC50 of 38.92 μg/mL). 5h was the most potent inhibitor (IC50 of 4.34 μg/mL) against F. Solani, which was about nine times more potent than hymexazol. Most of the test compounds displayed significant antifungal effects against B. cinerea (IC50 of 19.92–77.41 μg/mL), among them, 5a was the best one (IC50 of 19.92 μg/mL). The structure-activity relationships (SARs) were compared and analyzed. The result indicates that the electron-drawing ability and position of the substituents have a significant impact on biological activities. Furthermore, docking studies were carried out on the lipid transfer protein sec14p from S. cerevisiae, and preliminarily verified the antifungal activities. Taken together, these results provide 2-(phenoxymethyl)benzo[d]oxazole as an encouraging framework that could lead to the development of potent novel antifungal agents.

An efficient acid- and metal-free one-pot synthesis of benzothiazoles from carboxylic acids

Carboxylic acids are converted to benzothiazoles in a one-pot reaction with thionyl chloride followed by treatment with 2-aminothiophenol under acid- and catalyst-free conditions. Georg Thieme Verlag Stuttgart.

An efficient synthesis of benzothiazoles by direct condensation of carboxylic acids with 2-aminothiophenol under microwave irradiation

Carboxylic acids are converted to benzothiazoles by direct condensation with 2-aminothiophenol under microwave irradiation in the absence of solvent.

Synthesis and structure-activity relationships of new antimicrobial active multisubstituted benzazole derivatives

A series of multisubstituted benzoxazoles, benzimidazoles, and benzothiazoles (5-7) as non-nucleoside fused isosteric heterocyclic compounds was synthesized and tested for their antibacterial activities against various Gram-positive and Gram-negative bacteria and antifungal activity against the fungus Candida albicans. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 100 and 3.12 μg/ml. Structure-activity relationships (SAR) studies revealed that benzothiazole ring system enhanced the antimicrobial activity against Staphylococcus aureus. In these sets of non-nucleoside fused heterocyclic compounds electron withdrawing groups at position 5 of the benzazoles increased the activity against C. albicans.

Synthesis and HIV-1 reverse transcriptase inhibitor activity of some 2,5,6-substituted benzoxazole, benzimidazole, benzothiazole and oxazolo (4,5-b)pyridine derivatives

In this study, the synthesis of some benzoxazoles and their analogues were described and their antiviral activities were studied together with the previously synthesized 2,5,6-trisubstituted benzoxazole, benzothiazole, benzimidazole and oxazolo(4,5-b)pyridine derivatives. The reverse transcriptase (RT) inhibitory activity of these compounds was determined using a commercial kit and assay system which utilizes the scintillation proximity assay principle. The results are concentration at which the compound inhibits RT activity by 50%). The compounds inhibited the in vitro binding of thymidine to the RT enzyme exhibiting IC50 values between 6.3 × 105 μmol/l-0.34 μmol/l and their activities were compared to some standard drugs such as 3′-azido-2′,3′-dideoxythymidine triphosphate and dideoxythymidine triphosphate.

Condensation of thioamides with 2-aminothiophenols: A versatile synthesis of benzothiazoles

Thioamides condense with 2-aminothiophenols under convenient and mild conditions to provide a variety of simple and functionalized benzothiazoles in fair to good yields.

SYNTHESIS OF 2-SUBSTITUTED 1,3-BENZOTHIAZOLES BY AZA-WITTIG REACTION OF 2-METHYLTHIO-N-TRIPHENYLPHOSPHORANYLIDENEANILINE WITH ACID CHLORIDES

The aza-Wittig reaction of 2-methylthio-N-triphenylphosphoranylideneaniline (2) with acid chlorides (3) in refluxing benzene or toluene afforded 2-substituted 1,3-benzothiazoles (6).

FACILE SYNTHESIS OF 2-SUBSTITUTED BENZOTHIAZOLES VIA KETENES

The generation of phenyl-, diphenyl-, phenoxy-, and chloroketenes, by the dehydrochlorination of the corresponding acid chlorides with triethylamine, in the presence of 2-aminothiophenol 1 gave 2-substituted benzothiazoles 3 in good yields.