62546-27-4

Usage

Uses

Used in Pharmaceutical Research and Development:
1-(4-Bromophenyl)-3,5-dimethyl-1H-pyrazole 97% is used as a building block for the synthesis of various organic molecules in the pharmaceutical industry. Its unique structure and properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-(4-Bromophenyl)-3,5-dimethyl-1H-pyrazole 97% is used as a key intermediate in the synthesis of bioactive compounds. Its versatile chemical properties allow for the creation of a wide range of molecules with potential therapeutic effects.
Used in Drug Discovery:
1-(4-Bromophenyl)-3,5-dimethyl-1H-pyrazole 97% is used as a potential drug candidate in drug discovery processes. Its biological activities have been investigated, and it has shown promise for various therapeutic applications, making it a valuable asset in the search for new and effective treatments.
Used in Chemical Synthesis:
In the chemical synthesis industry, 1-(4-Bromophenyl)-3,5-dimethyl-1H-pyrazole 97% is used as a reagent for the production of various chemical compounds. Its high purity and unique structure make it an ideal component for the synthesis of a wide range of molecules with diverse applications.

InChI:InChI=1/C11H11BrN2/c1-8-7-9(2)14(13-8)11-5-3-10(12)4-6-11/h3-7H,1-2H3

Upstream product

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 589-21-9 (4-bromophenyl)hydrazine 
• 589-87-7 1,4-bromoiodobenzene 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 123-54-6 acetylacetone 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 91394-85-3 1-(4-bromophenyl)-3,5-dimethyl-4-thiocyanato-1H-pyrazole 
• 1429329-55-4 bis(3,5-dimethyl-1-(pyridin-2-yl)-1H-pyrazol-4-yl)methane 
• 95430-69-6 1,1-bis(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methane 
• 1526941-40-1 1-(4-bromophenyl)-3,5-dimethylpyrazole hydrochloride 
• 1189134-70-0 4-(4-{[(4-fluorophenyl)sulfonyl]methyl}-3,5-dimethyl-1H-pyrazol-1-yl)benzonitrile 
• 1189134-75-5 4-{4-[(E)-2-(4-fluorophenyl)ethenyl]-3,5-dimethyl-1H-pyrazol-1-yl}benzonitrile 
• 1189134-66-4 4-(4-{[(4-fluorophenyl)sulfanyl]methyl}-3,5-dimethyl-1H-pyrazol-1-yl)benzonitrile 
• 1189140-35-9 4-[4-(hydroxymethyl)-3,5-dimethyl-1H-pyrazol-1-yl]benzonitrile 
• 1152958-62-7 4-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)benzonitrile 
• 1189140-36-0 [1-(4-bromophenyl)-3,5-dimethyl-1H-pyrazol-4-yl](4-fluorophenyl)methanone 

Relevant academic research and scientific papers

Preparation method of pyrazole derivative

The present invention discloses a method for preparing a pyrazole derivative. The method comprises the following steps: the arylhydrazine derivative is mixed with an alkyldione derivative, reaction, to obtain a pyrazole derivative; wherein the structure of the arylhydrazine derivative is as follows: the structure of the alkyldione derivative is as follows: the structure of the pyrazole derivative provided by the present invention is green safe, simple and efficient, mild conditions, no catalyst, low cost, high synthesis efficiency. This method can synthesize a variety of 1,3,4,5-tetra-substituted pyrazole derivatives, and the method can be widely used in the field of organic synthesis.

4,4A,5,7,8,8A-HEXAPYRIDO[4,3-B][1,4]OXAZIN-3-ONE COMPOUNDS AS MAGL INHIBITORS

The invention provides new heterocyclic compounds having the general formula (I) wherein A, B, L1, X, m, n, and R1 to R7 are as described herein, compositions including the compounds, processes of manufacturing the compounds and methods of using the compounds as monoacylglycerol lipase (MAGL) inhibitors.

Visible-light enabled C4-thiocyanation of pyrazoles by graphite-phase carbon nitride (g-C3N4)

Thiocyanation is an important and effective way to form C[sbnd]S bonds in organic synthetic methodology. Especially, thiocyanation of pyrazole attracts the attention of many researchers because sulfur-containing compounds are widely applied in many crucial fields such as organic materials, agrochemistry, nanotechnology, etc. Herein, we described A rapid metal- and additive-free method for C(sp2)-H thiocyanation of pyrazoles under visible light at room temperature by using a sustainable catalyst of graphite-phase carbon nitride (g-C3N4) and a thiocyanating agent of ammonium thiocyanate. The method presents many advantages, such as usage of eco-friendly photoredox catalyst, a wide range of substrates and a good yield of products, etc.

The association of like-charged ions in tunable protic pyrazolium salts

The association of like-charged ions is an elusive concept due to the lack of supporting experimental evidence. In the present work, 3,5-dimethyl-1-(p-substitutedphenyl)pyrazolium hexafluorophosphate (p-Cl (2a), p-Br (2b), p-OCH3 (2c)) tunable

Oxone-DMSO Triggered Methylene Insertion and C(sp2)-C(sp3)-H-C(sp2) Bond Formation to Access Functional Bis-Heterocycles

Metal-free insertion of a methylene group was achieved for the construction of a new C(sp2)-C(sp3)-H-C(sp2) bond in order to prepare novel bis-heterocyclic scaffolds. The complete mechanistic investigations included experimental study and DFT calculations, and various symmetric and unsymmetric bis-pyrazoles as well as other pyrazole-based bis-heterocyclic molecules were prepared in moderate to high yields. Further modification of the bridged methylene group in the unsymmetric pyrazoles generated a chiral center to extend the scope of this method.

HBF4/ACN: A simple and efficient protocol for the synthesis of pyrazoles under ambient reaction conditions

An efficient and novel protocol for pyrazole synthesis has been developed by using fluoroboric acid as the acid catalyst. Simple and easily available 1,3-diketone and hydrazine derivatives are taken as the substrates for this purpose. The reaction entails

Transition metal containing ionic liquid-assisted one-pot synthesis of pyrazoles at room temperature

Abstract: The feasible and one of the green ways to synthesize organic compounds especially pyrazole and its derivatives are systematically presented. The one-pot synthesis of pyrazole was achieved by condensation of various hydrazines and 1,3-diketone derivatives at room temperature using transition metal-based ionic liquids. Herein, the unique combination of Fe(III) with ionic liquid is explored and utilized as an efficient homogeneous catalyst for the synthesis of pyrazole and its derivatives. The homogenous catalyst thus synthesised was re-used up to the fourth cycle (with 90%, 88%, 84%, 78% yields respectively). Graphic abstract: Pyrazoles are synthesized in the presence of transition metal-based ionic liquids at room temperature. From the green chemistry perspective, ionic liquids are considered as green solvents which have gained remarkable attention because of its non-toxic, non-corrosive and non-flammable nature while the presence of transition metal as a part of counter anion gives it more catalytic activity. [Figure not available: see fulltext.].

1-Aryl-3,5-dimethylpyrazolium based tunable protic ionic liquids (TPILs)

A series of new 1-aryl-3,5-dimethylpyrazolium based tunable protic ionic liquids/salts ([PhRHpz][X], R: –H, –Cl, –Br, –CH3, –OCH3, X: chloride [Cl?] and tetrafluoroborate [BF4 ?]) have been synthesized through acid-base neutralization reactions between 1-aryl-3,5-dimethyl-1H-pyrazoles and the corresponding inorganic acids. The chemical structure of the salts was confirmed by FTIR, 1H NMR, 13C NMR, elemental analysis, and 19F NMR (3a-3e) and the crystal structure of the two salts (2a and 3d) was also elucidated by X-ray analysis of single crystals. Melting points and thermal decomposition temperatures of TPILs (2e and 3b) were determined. The geometries of the cations, anions and ionic salts were optimized, and their molecular electrostatic potentials (MEPs) were assessed by using density functional theory methods (B3LYP and M06-2X). The electrochemical window of the salts was determined both experimentally and theoretically. The correlation coefficient values were also calculated by using theoretical and experimental EW values of the salts.

Direct N-heterocyclization of hydrazines to access styrylated pyrazoles: synthesis of 1,3,5-trisubstituted pyrazoles and dihydropyrazoles

A microwave-assisted method has been developed for the synthesis of tri-substituted pyrazoles via direct N-heterocyclization of hydrazines with metal-acetylacetonate and -dibenzylideneacetonate without using any base or additives. Most importantly, the synthesis of 1-aryl-5-phenyl-3-styryl-1H-pyrazoles was achieved in a single step using hydrochloride salt of various phenylhydrazines and this is the first report for direct construction of these molecules. The reaction medium and microwave conditions play a critical role for their selective product formation during the reaction. The present reaction explored the usage of metal-diketonic complexes as reaction substrates providing acetylacetone and dibenzylideneacetone moieties to directly participate in cyclization with hydrazines to form the corresponding pyrazoles in excellent yields. The present protocol introduces the important N-heterocyclic moieties in the final structures, giving the reaction great applications from a medicinal chemistry perspective, particularly in the late stage modification strategies in drug discovery.

Application and developing of iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) as an efficient and reusable heterogeneous nanocatalyst in the synthesis of heterocyclic compounds

Iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) is an efficient, ecofriendly and reusable heterogeneous nanocatalyst for the one-pot synthesis of heterocyclic compounds including bis-spiro piperidines, piperidines, dihydro-2-oxopyrroles, pyrazoles and diazepines at room temperature with good to excellent yields. The heterogeneous nanocatalyst was fully characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), inductively coupled plasma (ICP) and FT-IR analysis. Also, the structures of all prepared compounds were characterized by 1H NMR, 13C NMR, FT-IR, mass spectrometry (MS) and elemental analysis. The major advantages of these protocols are mild and green reaction conditions, short reaction times, clean reaction, operational simplicity, easy purification and good to excellent yields with the reusable heterogeneous nanocatalyst. The catalyst was ten recycled without significant loss of activity.