96859-34-6

Usage

Uses

Used in Pharmaceutical Industry:
5-(3-HYDROXYPHENYL) TETRAZOLE is used as a key intermediate in the synthesis of Tetrazolylmethylamino Furazan-3-carboxylic Acid derivatives, which are compounds with potential anticancer properties. These derivatives are being investigated for their ability to target and treat various types of cancer, offering new therapeutic options for patients.

InChI:InChI=1/C7H6N4O/c12-6-3-1-2-5(4-6)7-8-10-11-9-7/h1-4,12H,(H,8,9,10,11)

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 1527-89-5 3-methoxybenzonitrile 
• 619-24-9 3-nitrobenzonitrile 
• 22241-18-5 3-hydroxybenzaldehyde oxime 
• 873-62-1 m-cyanophenol 

Downstream Products

• 1219741-38-4 methyl [5-(3-hydroxyphenyl)-2H-tetrazol-2-yl]acetate 
• 1000002-51-6 3-[2-(4-methoxy-benzyl)-2H-tetrazol-5-yl]-phenol 
• 1072880-42-2 3-(1-benzyl-1H-tetrazol-5-yl)phenyl cyclopentylcarbamate 
• 1072880-41-1 3-(2-benzyl-2H-tetrazol-5-yl)phenyl cyclopentylcarbamate 
• 1072880-40-0 3-(1-methyl-1H-tetrazol-5-yl)phenyl cyclopentylcarbamate 
• 943218-42-6 3-(1H-tetrazol-5-yl)phenyl cyclohexylcarbamate 
• 1072880-38-6 cyclopentyl-carbamic acid 3-(2H-tetrazol-5-yl)-phenyl ester 
• 539-80-0 Tropone 
• 873-62-1 m-cyanophenol 
• 95-48-7 ortho-cresol 
• 108-95-2 phenol 

Relevant academic research and scientific papers

Magnetic nitrogen-doped carbon derived from silk cocoon biomass: a promising and sustainable support for copper

In this study, a magnetic nitrogen-doped carbon-based copper (MNC-Cu) catalyst was fabricated so that natural silk cocoons undergo thermal processes and then activate by combining with Fe3O4 MNPs as a suitable substrate for placement copper metal. The efficiency of the generated catalyst in the synthesis of 5-substituted 1H-tetrazole derivatives was evaluated by the [3 + 2] cycloaddition reaction of aromatic aldehydes, azide ions, and hydroxylamines. FT-IR, FE-SEM, EDS, TEM, XRD, TGA, and VSM techniques have been adopted to identify and validate this heterogeneous catalyst. The observation from EDS, elemental mapping, XRD, and FT-IR analysis confirms the immobilization of Cu metals on the MNC surface and uniform distribution of species and then no aggregation occurs during functionalization. VSM results show the magnetic feature of fabricated catalyst, and based on the leaching test, the amount of catalyst leaching was negligible. Moreover, this reaction is a one-pot multicomponent reaction (MCRs) or more precisely a one-pot, three-component reaction, which is one of the advantages of this work. The fabricated catalyst shows high efficiency, good stability, and considerable reactivity in synthesizing 5-substituted 1H-tetrazole derivatives. So it can be seen that the fabricated magnetic catalyst is a useful and practical catalyst for synthesizing [3 + 2] cycloaddition reactions. Reusability and recyclability for five sequential runs without notable increase and reduction in activity are other advantages. In addition, the magnetic properties of this heterogeneous catalyst led to easy and quickly recovered and striking copper leaching. Graphical abstract: [Figure not available: see fulltext.]

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane-Cu(I): a novel, highly efficient and reusable nanocatalyst for the C-C bond formation and the synthesis of 5-substituted 1H-tetrazoles in green media

In this work, a versatile protocol was introduced for the preparation of a new Cu(I) supported complex on Silica supported boehmite nanoparticles (Boehmite@SiO2@Tris-Cu(I)). The structure of the catalyst was comprehensively characterized using

Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes

The synthesis, structural and photophysical characterisation of four tricarbonyl rhenium(i) complexes bound to 1,10-phenanthroline and a tetrazolato ancillary ligand are reported. The complexes are differentiated by the nature (hydroxy or methoxy) and pos

Activated Fuller's earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

A simple and efficient method for the preparation of 5-aryl 1-H-tetrazoles was developed from various aryl nitriles and sodium azide (NaN3) via [3+2] cycloaddition reaction using activated Fuller's earth as an efficient heterogeneous catalyst.

A novel method for the synthesis of 5-substituted 1H-tetrazole from oxime and sodium azide

A simple and efficient protocol is developed for the synthesis of 5-substituted 1H-tetrazoles from various oximes and sodium azide (NaN 3) by using copper acetate as a catalyst.

3-Heterocycle-phenyl N-alkylcarbamates as FAAH inhibitors: Design, synthesis and 3D-QSAR studies

Carbamates are a well-established class of fatty acid amide hydrolase (FAAH) inhibitors. Here we describe the synthesis of meta-substituted phenolic N-alkyl/aryl carbamates and their in vitro FAAH inhibitory activities. The most potent compound, 3-(oxazol-2yl)phenyl cyclohexylcarbamate (2a), inhibited FAAH with a sub-nanomolar IC50 value (IC50=0.74 nM). Additionally, we developed and validated three-dimensional quantitative structure-activity relationships (QSAR) models of FAAH inhibition combining the newly disclosed carbamates with our previously published inhibitors to give a total set of 99 compounds. Prior to 3D-QSAR modeling, the degree of correlation between FAAH inhibition and in silico reactivity was also established. Both 3D-QSAR methods used, CoMSIA and GRID/GOLPE, produced statistically significant models with coefficient of correlation for external prediction (R2 PRED) values of 0.732 and 0.760, respectively. These models could be of high value in further FAAH inhibitor design.