30616-38-7

Usage

Uses

Used in Optical Sensors:
4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL is used as a fluorescent dye for the synthesis of photoactive hybrid materials. It is dispersed in a silica matrix, which can be applied in the development of optical sensors due to its fluorescent properties.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL is used as a key intermediate for the synthesis of various compounds, such as N-[3-(benzothiazol-2-yl)-4-hydroxyphenyl]-octanamide. 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL demonstrates an excited-state intramolecular proton transfer (ESIPT) process, which is significant for the study and development of new materials with specific optical and electronic properties.

InChI:InChI=1/C13H10N2OS/c14-8-5-6-11(16)9(7-8)13-15-10-3-1-2-4-12(10)17-13/h1-7,15H,14H2

Upstream product

• 100-34-5 benzene diazonium chloride 
• 121-90-4 m-nitrobenzoic acid chloride 
• 137-07-5 2-amino-benzenethiol 
• 99-05-8 meta-aminobenzoic acid 
• 22868-33-3 2-(3-nitrophenyl)benzothiazole 
• 41230-21-1 3-benzothiazol-2-ylphenylamine 
• 162374-59-6 2-(3-Azidophenyl)benzothiazole 
• 1493-13-6 trifluorormethanesulfonic acid 
• 89-57-6 5-Aminosalicylic Acid 

Downstream Products

• 1175535-56-4 ethyl 3-[(3-benzothiazol-2-yl)-4-hydroxyphenylamino]-2-cyano-acrylate 
• 2533-14-4 N-(3-(benzo[d]thiazol-2-yl)-4-hydroxyphenyl)benzamide 
• 1312023-89-4 C₁₇H₁₂N₂O₃S 
• 2842-13-9 2-(5-acetamido-2-hydroxyphenyl)benzothiazole 

Relevant academic research and scientific papers

On the use of 2,1,3-benzothiadiazole derivatives as selective live cell fluorescence imaging probes

Newly designed 2,1,3-benzothiadiazole-containing fluorescent probes with four excited state intramolecular proton transfer (ESIPT) sites were successfully tested in live cell-imaging assays using a confluent monolayer of human stem-cells (tissue). All tes

Synthesis, bioactivities, DFT and in-silico appraisal of azo clubbed benzothiazole derivatives

Six new azo clubbed benzothiazole dyes were synthesized by diazotization reaction. These six novel compounds were characterized using 1H NMR, FTIR, UV–Visible, fluorescence spectroscopy, LC-MS, and elemental analysis. The in-vitro antimicrobial

Benzimidazole and benzothiazole conjugated Schiff base as fluorescent sensors for Al3+ and Zn2+

Two benzimidazole/benzothiazole based azomethines, (E)-2-(1H-benzo[d]imidazol-2-yl)-4-(4-(diethylamino)-2-hydroxybenzylideneamino)phenol (HBZA) and (E)–2-(benzo[d]thiazol–2-yl)–4-(4-(diethylamino)–2-hydroxybenzylideneamino)phenol (HBTA) were designed and

An excited state intramolecular proton transfer dye based fluorescence turn-on probe for fast detection of thiols and its applications in bioimaging

In this study, a new fluorescent probe 2-(2′-hydroxy-5′-N-maleimide phenyl)-benzothiazole (probe 1), was designed and synthesized by linking the excited state intramolecular proton transfer (ESIPT) fluorophore to the maleimide group for selective detectio

Proton-Transfer-Based Azides with Fluorescence Off-On Response for Detection of Hydrogen Sulfide: An Experimental, Theoretical, and Bioimaging Study

This work describes the synthesis of photoactive proton transfer compounds based on the benzazolic core containing the azide group. The compounds present absorption in the UV region and fluorescence emission in the visible region of the spectra with large

ESIPT-based fluorescence probe for the rapid detection of peroxynitrite ‘AND' biological thiols

An ESIPT-based ‘AND' logic fluorescence probe (GSH-ABAH) was developed for the simultaneous detection of ONOO? and biological thiols. GSH-ABAH was shown to have good cell permeability and with the addition of just SIN-1 (ONOO? donor)

UV protective heterocyclic disperse azo dyes: Spectral properties, dyeing, potent antibacterial activity on dyed fabric and comparative computational study

Disperse azo dyes are synthesized and characterized by 1H NMR, 13C NMR, LC-MS, Elemental analysis, UV–visible, and fluorescence spectroscopy methods. The azo dyes show absorption maxima in the range of 460–493 nm. Dye with benzothiaz

Schiff base clubbed benzothiazole: synthesis, potent antimicrobial and MCF-7 anticancer activity, DNA cleavage and computational study

Schiff bases containing benzothiazole unit are synthesized and characterized by 1H NMR, 13C NMR, LC–MS, UV–visible and fluorescence spectroscopy methods. Synthesized compounds were evaluated for in vitro antibacterial activities on f

Benzothiazole-pyridone and benzothiazole-pyrazole clubbed emissive azo dyes and dyeing application on polyester fabric: UPF, biological, photophysical and fastness properties with correlative computational assessments

Positional isomers of benzothiazole-pyridone and benzothiazole-pyrazole containing disperse azo dyes are reported. These heterocyclic azo dyes are decorated with ‘separate ESIPT core’ and show emission in seven solvents of different polarity. After applic

A ratiometric fluorescent probe for alkaline phosphatase with high sensitivity

Alkaline phosphatase (ALP) is one of essential biomarkers in mammalian tissue. Here we report a ratiometric probe for ALP, which is rationally designed and synthesized by employing ESIPT fluorophore N-(3-(benzo[d]thiazol-2-yl)-4-hydroxyphenyl)benzamide (B