21399-29-1

Usage

Uses

Used in Pharmaceutical Synthesis:
1H-Pyrazole, 3,5-bis(4-chlorophenyl)is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and properties contribute to the development of new drugs with improved therapeutic effects and reduced side effects.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1H-Pyrazole, 3,5-bis(4-chlorophenyl)serves as a crucial component in the creation of novel agrochemicals. Its chemical stability and low water solubility make it an ideal candidate for the development of effective and environmentally friendly pesticides and herbicides.
Used in Medicinal Chemistry Research:
1H-Pyrazole, 3,5-bis(4-chlorophenyl)is employed as a subject of interest in medicinal chemistry research. Its potential biological activities, such as anti-inflammatory and analgesic properties, make it a promising candidate for the development of new therapeutic agents to treat various diseases and conditions.
Used in Industrial Applications:
Due to its high chemical stability and low water solubility, 1H-Pyrazole, 3,5-bis(4-chlorophenyl)is also used in various industrial applications. These may include the development of new materials, coatings, and other chemical products that require specific stability and solubility characteristics.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 99-91-2 para-chloroacetophenone 
• 52372-80-2 (4-chlorobenzylidene)hydrazine 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 87275-63-6 2,3-dibromo-1,3-di(4-chlorophenyl)-1-propanone 
• 19672-59-4 (E)-1,3-di(4-chlorophenyl)-2-propen-1-one 
• 29425-79-4 (4-chlorophenyl)(3-(4-chlorophenyl)oxiran-2-yl)methanone 
• 131138-51-7 [3,5-Bis-(4-chloro-phenyl)-5-hydroxy-4,5-dihydro-pyrazol-1-yl]-(4-chloro-phenyl)-methanone 
• 131138-50-6 [3,5-Bis-(4-chloro-phenyl)-5-hydroxy-4,5-dihydro-pyrazol-1-yl]-phenyl-methanone 
• 18362-49-7 1,3-bis(4-chlorophenyl)propane-1,3-dione 

Relevant academic research and scientific papers

1,3-Diarylpyrazolyl-acylsulfonamides as Potent Anti-tuberculosis Agents Targeting Cell Wall Biosynthesis in Mycobacterium tuberculosis

Phenotypic whole cell high-throughput screening of a μ150,000 diverse set of compounds against Mycobacterium tuberculosis (Mtb) in cholesterol-containing media identified 1,3-diarylpyrazolyl-acylsulfonamide 1 as a moderately active hit. Structure-activity

The diaza-Nazarov cyclization involving a 2,3-diaza-pentadienyl cation for the synthesis of polysubstituted pyrazoles

An unprecedented iodine-mediated diaza-Nazarov (DAN) type cyclization for the construction of substituted pyrazoles from easily available starting materials via an enamine-iminium ion intermediate is described. The oxidative cyclization worked under green conditions with remarkable regioselectivity. This one-pot, efficient and operationally simple three-component intramolecular regioselective DAN cyclization displayed a wide range of substrate scope. The dichotomy of reaction pathways has been explored with density functional theory in the gas phase and solution phase. Of the possible 1,5-, 1,6-, and 1,7-electrocyclizations, the DAN cyclization, i.e., the 1,5-pathway offers the lowest activation energy barrier supporting our experimental observations.

Iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate: Synthesis of 3,5-disubstituted 1H-pyrazoles

We have developed an iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate. Various 3,5-disubstituted 1H-pyrazoles were obtained in good to excellent yields. This method offers several advantages, including room-temperature conditions, short reaction time, high yields, simple work-up procedure, and use of air as an oxidant. The catalyst can be recovered and reused five times without loss of activity.

Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts

A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.

New one step synthesis of 3,5-disubstituted pyrazoles under microwave irradiation and classical heating

(Chemical Equation Presented) A convenient one pot procedure for the synthesis of 3,5-disubstituted pyrazoles by condensation of chalcones, hydrazine hydrate and sulfur in ethanol under microwave irradiation and conventional heating method is reported. The hydrogen sulfide is produced during the reaction. The pyrazoles are obtained in good yields and excellent state of purity. The structures of new compounds were confirmed by IR, 1H, and 13C NMR, MS and elemental analysis.

Monoamine oxidase isoform-dependent tautomeric influence in the recognition of 3,5-diaryl pyrazole inhibitors

A series of 3,5-diaryl pyrazoles were prepared and assayed for their ability to inhibit reversibly monoamine oxidase-A (MAO-A) and monoamine oxidase B (MAO-B). Several compounds show inhibitory activity with concentration values in the nanomolar range. A computational work was carried out on the two most selective inhibitors that have tautomeric pyrazole forms. The binding free energies of these compounds for each MAO isoform were influenced by the tautomeric equilibria.

Novel tandem reactions of 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) with hydrazine: Formation of 3,6-diarylpyridazines and 3,5-diarylpyrazoles

The 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) undergo tandem reactions with hydrazine affording 3,6-diarylpyridazines and 3,5-diarylpyrazoles unexpectedly, the latter predominating.