34810-67-8

Usage

Uses

Used in Chemical Synthesis:
2-(1H-Pyrazol-3-yl)phenol is used as a synthetic building block for the creation of more complex organic molecules. Its unique structure allows for a wide range of chemical reactions, making it a valuable starting material for the synthesis of various compounds with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(1H-Pyrazol-3-yl)phenol is used as a key intermediate in the development of new drugs. Its chemical properties enable it to be modified and functionalized to create novel drug candidates with potential therapeutic applications.
Used in Material Science:
2-(1H-Pyrazol-3-yl)phenol is also utilized in the field of material science, where it can be used to develop new materials with specific properties. Its unique molecular structure allows for the creation of materials with tailored characteristics, such as improved stability, reactivity, or selectivity.
Used in Research and Development:
As an organic building block, 2-(1H-Pyrazol-3-yl)phenol is extensively used in research and development laboratories. It serves as a starting point for exploring new chemical reactions, understanding reaction mechanisms, and discovering new synthetic pathways.

InChI:InChI=1/C9H8N2O/c12-9-4-2-1-3-7(9)8-5-6-10-11-8/h1-6,12H,(H,10,11)

Upstream product

• 491-38-3 1-benzopyran-4(4H)-one 
• 6005-15-8 thiochromone 
• 14386-66-4 2-(formylacetyl)phenol 
• 79-19-6 thiosemicarbazide 
• 186581-53-3 diazomethane 
• 135119-62-9 chlorhydrate de 3-(N,N-diethylaminomethyl)chromone 
• 118450-15-0 3-(2-hydroxyphenyl)-1-thiocarbamyl-5-thiosemicarbazide-2-pyrazoline 
• 170470-63-0 3-(2-hydroxyphenyl)-1,3-(bis-diphenylphosphorohydrazono)propane 
• 170470-64-1 2-diphenylphosphorohydrazino-4-diphenylphosphorohydrazono-2,3-dihydro-4H-1-benzo-pyran 
• 1776-08-5 (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 118-93-4 o-hydroxyacetophenone 
• 70450-82-7 3-(α-hydroxy)methylenebenzofuran-2(3H)-one 
• 106129-86-6 1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone 
• 16146-63-7 8-hydroxy-chromen-4-one 

Downstream Products

• 123532-18-3 3-(2-hydroxyphenyl)-1-methyl-1H-pyrazole 
• 1616059-75-6 ethyl 2-(2-(1H-pyrazol-3-yl)phenoxy)acetate 
• 1616075-16-1 2-(2-(1H-pyrazol-3-yl)phenoxy)-N-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)acetamide 
• 1214278-50-8 (BrC₆H₄Sb)4O₄(N₂C₃H₂C₆H₄O)4 
• 1313202-46-8 (PhBPhPz)2 
• 1448245-78-0 C₁₄H₁₂N₂O 

Relevant academic research and scientific papers

Highly efficient blue solid emitters and tautomerization-induced ON/OFF fluorescence switching based on structurally simple 3(5)-phenol-1: H -pyrazoles

3(5)-Phenyl-1H-pyrazoles are employed in this study to develop highly efficient organic crystalline solids with deep-blue ESIPT fluorescence as well as provide novel experimental insight into the mechanism of ESIPT fluorescence and generate an intriguing

Decoupling Activation of Heme Biosynthesis from Anaerobic Toxicity in a Molecule Active in Staphylococcus aureus

Small molecules active in the pathogenic bacterium Staphylococcus aureus are valuable tools for the study of its basic biology and pathogenesis, and many molecules may provide leads for novel therapeutics. We have previously reported a small molecule, 1, which activates endogenous heme biosynthesis in S. aureus, leading to an accumulation of intracellular heme. In addition to this novel activity, 1 also exhibits toxicity towards S. aureus growing under fermentative conditions. To determine if these activities are linked and establish what features of the molecule are required for activity, we synthesized a library of analogs around the structure of 1 and screened them for activation of heme biosynthesis and anaerobic toxicity to investigate structure-activity relationships. The results of this analysis suggest that these activities are not linked. Furthermore, we have identified the structural features that promote each activity and have established two classes of molecules: activators of heme biosynthesis and inhibitors of anaerobic growth. These molecules will serve as useful probes for their respective activities without concern for the off target effects of the parent compound.

Reusable manganese compounds containing pyrazole-based ligands for olefin epoxidation reactions

We describe the synthesis of new manganese(ii) and manganese(iii) complexes containing the bidentate ligands 2-(3-pyrazolyl)pyridine, pypz-H, and 3(5)-(2-hydroxyphenyl)pyrazole, HOphpz-H, with formula [MnX2(pypz-H)2] (X = Cl-, 1, CF3SO3-, 2, OAc-, 3 or NO3- (4)), [MnCl2(pypz-H)(H2O)2], 5, or [MnCl(Ophpz-H)2], 6. All the complexes have been characterized through analytical, spectroscopic and electrochemical techniques. Single X-ray structure analysis revealed a six-coordinated Mn(ii) ion in complexes 1-5, and a five-coordinated Mn(iii) ion in complex 6. Compound 5 is the first co-crystal of Mn(ii) containing Cl and H2O ligands together with bidentate nitrogen ligands. The catalytic activity of complexes 1-6 has been tested with regard to the epoxidation of styrene and, in the case of 1, 5 and 6, other alkenes have been epoxidized using peracetic acid as oxidant in different media, among which glycerol, a green solvent never used in epoxidation reactions using peracetic acid as oxidant. The catalysts show moderate to high conversions and selectivities towards the corresponding epoxides. For complexes 1, 5 and 6, a certain degree of cis → trans isomerization is observed in the case of cis-β-methylstyrene. These observations have been explained through computational calculations. The reutilization of catalysts 1 and 6 for the epoxidation of alkenes has been evaluated in [bmim]:acetonitrile mixture (bmim = 1-butyl-3-methylimidazolium), allowing the effective recyclability of the catalytic system and keeping high conversion and selectivity values up to 12 successive runs, in all cases.

New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons

A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[b,f][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events - nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization.

Dibenzo[ b, f ]pyrazolo[1,5-d ][1,4]oxazepines: Facile construction of a rare heterocyclic system via tandem aromatic nucleophilic substitution-smiles rearrangement-denitrocyclization

Condensation of 2-(1H-pyrazol-5-yl)phenols with 1-chloro-2-nitrobenzenes under basic conditions in N,N-dimethylformamide results in a tandem, atom-economical, aromatic nucleophilic substitution-Smiles rearrangement- denitrocyclization process to provide pyrazolo-fused dibenzo[b,f][1,4]oxazepines as a single regioisomer. Georg Thieme Verlag Stuttgart · New York.

Consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles with propynal diethylacetal as a three-carbon building block

A novel consecutive three-component synthesis of 3-(hetero)aryl-1H- pyrazoles via room temperature Sonogashira arylation of propynal diethylacetal used as a propargyl aldehyde synthetic equivalent has been disclosed. The final acetal cleavage-cyclocondensation with hydrazine hydrochloride at 80 °C rapidly furnishes the title compounds in a one-pot fashion.

A facile access to a novel bidentate enantiomerically pure P,N-donor ligand

The synthesis of a new chiral P,N-donor ligand containing a phosphite and a pyrazole site and its coordination chemistry with transition metals are described. The Royal Society of Chemistry 2009.

A rapid and facile synthesis of isoxazolyl and pyrazolyl phenols from enaminoketones using montmorillonite under heterogeneous catalytic conditions

A number of isoxazolyl and pyrazolyl phenols (4a-f and 5a-d) have been synthesized from 1-(2-hydroxyaryl)-3-dimethylamino-2-propen-1-ones 3a-f using montmorillonite as solid acid support.

Microwave assisted synthesis of 1-aryl-3-dimethylaminoprop-2-enones: A simple and rapid access to 3(5)-arylpyrazoles

Condensation of aromatic acyl compounds with N,N-dimethylformamide diethyl acetal in a pressure tube under microwave heating gives 1-aryl-3-dimethylaminoprop-2-enones in almost quantitative yields. In the presence of hydrazine, these intermediates are transferred to the corresponding 3-arylpyrazoles.

Investigation in the Chromone Series. Part XXII. Reactivity of Phosphorohydrazides with 4-oxo-4H-1-benzopyran and its Methyl Derivatives

In the reaction of chromone (4-oxo-4H-1-benzopyran) (1a) with two moles of diphenylphosphorohydrazide (2) tautomeric compounds 3a and 4a were obtained.In the same conditions 6- and 8- methyl-4-oxo-4H-1-benzopyran (1b, c) forms only 4b and 4c tautomers, and the 2-methyl derivative does not react with the compound 2.Diphenylthiophosphorohydrazide (5) does not react with the studied compounds.Nucleophilic properties of N-1 and N-2 nitrogens in phosphoro- and thiophosphorohydrazide were compared with the previously studied methyl- and phenylhydrazide in the reaction with 4-oxo-4H-1-benzopyran. Key words: 3-(2-hydroxyphenyl)-1,3-bis(diphenylphosphorohydrazono)-propane, 2-diphenylphosphorohydrazino-4-diphenylphosphorohydrazono-2,3-dihydro-4H-1-benzopyran, structure, tautomerism of