3621-99-6

Usage

Uses

Used in Fluorescent Dye Industry:
2-(METHYLTHIO)-6-NITRO-1,3-BENZOTHIAZOLE is used as a fluorescent dye for its ability to emit light upon exposure to specific wavelengths, making it suitable for various analytical and diagnostic applications.
Used in Photographic Material Industry:
This chemical compound is utilized in the manufacturing of photographic materials, where its light-sensitive properties contribute to the development of images in photographic films and papers.
Used in Organic Synthesis:
2-(METHYLTHIO)-6-NITRO-1,3-BENZOTHIAZOLE is used as a reagent in organic synthesis for the preparation of various pharmaceuticals and agrochemicals, owing to its ability to facilitate chemical reactions and enhance the synthesis process.
Used in Antimicrobial Applications:
As an antimicrobial agent, 2-(METHYLTHIO)-6-NITRO-1,3-BENZOTHIAZOLE demonstrates potential in inhibiting the growth of microorganisms, making it a candidate for use in various antimicrobial products and applications.

InChI:InChI=1/C8H6N2O2S2/c1-13-8-9-6-3-2-5(10(11)12)4-7(6)14-8/h2-4H,1H3

Upstream product

• 615-22-5 2-methylmercaptobenzothiazole 
• 4845-58-3 6-nitrobenzo[d]thiazole-2(3H)-thione 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 2407-11-6 2-chloro-6-nitrobenzothiazole 
• 4845-58-3 2-mercapto-6-nitrobenzothiazole 
• 140-89-6 potassium ethyl xanthogenate 
• 149-30-4 2-Mercaptobenzothiazole 
• 121579-06-4 bis(6-nitrobenzo[d]thiazol-2-yl)disulfide 

Downstream Products

• 21554-41-6 2-(methylsulfonyl)-6-nitrobenzo[d]thiazole 
• 775313-32-1 N-acetyl-sulfanilic acid-(2-methylsulfanyl-benzothiazol-6-ylamide) 
• 2458-05-1 3-methyl-2-methylsulfanyl-6-nitro-benzothiazolium; methyl sulfate 
• 3779-13-3 2-(methylsulfinyl)-6-nitrobenzo[d]thiazole 
• 55514-14-2 3-methyl-2-(methylthio)benzothiazolium tosylate 
• 34976-39-1 Tioxacin 
• 28620-12-4 6-nitro-2(3H)-benzothiazolone 

Relevant academic research and scientific papers

Tunable Amine-Reactive Electrophiles for Selective Profiling of Lysine

Proteome profiling by activated esters identified >9000 ligandable lysines but they are limited as covalent inhibitors due to poor hydrolytic stability. Here we report our efforts to design and discover a new series of tunable amine-reactive electrophiles (TAREs) for selective and robust labeling of lysine. The major challenges in developing selective probes for lysine are the high nucleophilicity of cysteines and poor hydrolytic stability. Our work circumvents these challenges by a unique design of the TAREs that form stable adducts with lysine and on reaction with cysteine generate another reactive electrophiles for lysine. We highlight that TAREs exhibit substantially high hydrolytic stability as compared to the activated esters and are non-cytotoxic thus have the potential to act as covalent ligands. We applied these alternative TAREs for the intracellular labeling of proteins in different cell lines, and for the selective identification of lysines in the human proteome on a global scale.

Exploration of Benzothiazole Rhodacyanines as Allosteric Inhibitors of Protein-Protein Interactions with Heat Shock Protein 70 (Hsp70)

Cancer cells rely on the chaperone heat shock protein 70 (Hsp70) for survival and proliferation. Recently, benzothiazole rhodacyanines have been shown to bind an allosteric site on Hsp70, interrupting its binding to nucleotide-exchange factors (NEFs) and promoting cell death in breast cancer cell lines. However, proof-of-concept molecules, such as JG-98, have relatively modest potency (EC50 ≈ 0.7-0.4 μM) and are rapidly metabolized in animals. Here, we explored this chemical series through structure- and property-based design of ～300 analogs, showing that the most potent had >10-fold improved EC50 values (～0.05 to 0.03 μM) against two breast cancer cells. Biomarkers and whole genome CRISPRi screens confirmed members of the Hsp70 family as cellular targets. On the basis of these results, JG-231 was found to reduce tumor burden in an MDA-MB-231 xenograft model (4 mg/kg, ip). Together, these studies support the hypothesis that Hsp70 may be a promising target for anticancer therapeutics.

Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis

The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible-light photoredox catalysis. A wide range of readily available mono-, di-, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals.

Design, synthesis and biological evaluation of novel unsymmetrical azines as quorum sensing inhibitors

Targeting quorum sensing signals using quorum sensing inhibitors has opened new avenues for the application of known antibiotics. In this context, twenty five unsymmetrical azines were synthesised and evaluated as quorum sensing inhibitors. An efficient one-pot procedure was adopted that directly links 3-methyl-2-(methylthio)benzo[d]thiazol-3-ium salt, hydrazine hydrate and substituted aldehyde to give the designed compounds. The synthesized compounds were preliminarily tested for their potential to inhibit CviR receptor based QS signals in Chromobacterium violaceum. The bioassay screening results suggested that two compounds exhibited potent QS inhibition activity against CviR receptor, showing violacein inhibition (>50%) at 200 μM. Further, the putative positive hits were checked for their potential to inhibit LasR receptor-based QS using the PlasB-gfp(ASV) biomonitor strain of Pseudomonas aeruginosa. These compounds were found to inhibit the QS-mediated GFP signals in a dose dependant manner. Two active compounds also exhibited biofilm clearance at 50 μM concentration. Docking studies were performed to examine their potential to bind to the LasR protein of Pseudomonas aeruginosa.

PROLINE DERIVATIVES AND USE THEREOF AS DRUGS

The present invention aims at providing compounds having therapeutic effects due to a DPP-IV inhibitory action, and satisfactory as pharmaceutical products. The present inventors have found that derivatives having a substituent introduced into the γ-position of proline represented by the formula (I) wherein each symbol is as defined in the specification, have a potent DPP-IV inhibitory activity, and completed the present invention by increasing the stability.

Non-fluorescent asymmetric cyanine dye compounds useful for quenching reporter dyes

The invention provides asymmetric cyanine dye compounds having the general formula: including substituted forms thereof, which are non-fluorescent quencher molecules. The invention further provides reporter-quencher dye pairs, wherein the asymmetric cyanine dyes are the quenchers, polynucleotides incorporating the asymmetric cyanine dyes, and nucleic acid hybridization detection methods utilizing the dye-labeled polynucleotides.

Nitro-substituted non-fluorescent asymmetric cyanine dye compounds

The invention provides an asymmetric cyanine dye compound having the structure including substituted forms thereof, wherein, at least one of R1 and R2 is linking group, X is O, S, or Se, and n ranges from 0 to 2. The invention further provides reporter-quencher dye pairs comprising the asymmetric cyanine dyes, dye-labeled polynucleotides incorporating the asymmetric cyanine dyes, and hybridization detection methods utilizing the dye-labeled polynucleotides.