76606-39-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-FLUORO-PHENYL)-5-METHYL-2H-PYRAZOL-3-YLAMINE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with improved efficacy and selectivity.
Used in Chemical Synthesis:
2-(4-FLUORO-PHENYL)-5-METHYL-2H-PYRAZOL-3-YLAMINE is used as a building block in the synthesis of novel chemical compounds, such as spiro-tethered pyrazolo[3,4-b]quinoline hybrids, through 1,3 dipolar cycloaddition. This application demonstrates its versatility in creating complex molecular structures with potential applications in various industries.

InChI:InChI=1/C10H10FN3/c1-7-6-10(12)14(13-7)9-4-2-8(11)3-5-9/h2-6H,12H2,1H3

Upstream product

• 1118-61-2 3-Aminocrotononitrile 
• 371-14-2 4-fluorophenylhydrazine 
• 763-33-7 (E)-3-aminocrotononitrile 
• 2469-99-0 Cyanoaceton 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 5417-82-3 (1-ethoxyethylidene)malononitrile 

Downstream Products

• 129139-80-6 N-[2-(4-Fluoro-phenyl)-5-methyl-2H-pyrazol-3-yl]-C-phenyl-methanesulfonamide 
• 105438-69-5 5-Acetamido-1-(4-fluorophenyl)-3-methylpyrazole 
• 1451729-34-2 (4-(4-chlorophenyl)-1-(4-fluorophenyl)-3-methyl-6-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone 
• 1448705-04-1 C₁₇H₁₃F₃N₄O 
• 1398122-76-3 3-(4-fluorophenyl)-1-methyl-5-phenylnaphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one 
• 105439-00-7 5-Benzylamino-1-(4-fluorophenyl)-3-methyl-4-nitrosopyrazole 
• 105438-58-2 1-(4-Fluoro-phenyl)-3-methyl-5-phenyl-1,6-dihydro-imidazo[4,5-c]pyrazole 
• 105438-85-5 5-Benzylamino-1-(4-fluorophenyl)-3-methylpyrazole 
• 105438-99-1 5-Ethylamino-1-(4-fluorophenyl)-3-methyl-4-nitrosopyrazole 
• 105438-57-1 1-(4-Fluoro-phenyl)-3,5-dimethyl-1,6-dihydro-imidazo[4,5-c]pyrazole 
• 105438-84-4 5-Ethylamino-1-(4-fluorophenyl)-3-methylpyrazole 

Relevant academic research and scientific papers

Oxidative Ring-Opening of 1H-Pyrazol-5-amines and Its Application in Constructing Pyrazolo–Pyrrolo–Pyrazine Scaffolds by Domino Cyclization

Herein, an oxidative ring-opening of 1H-pyrazol-5-amines to form 3-diazenylacrylonitrile derivatives under mild and transition-metal-free conditions is described. In addition, the nucleophilic addition of deprotonated 1H-pyrrole-2-carbaldehydes to the vinyl moiety of the yielded 3-diazenylacrylonitriles could trigger domino cyclization to afford the 3H-pyrazolo[3,4-e]pyrrolo[1,2-a]pyrazine derivatives. Computational studies suggest that the oxidation of 1H-pyrazol-5-amines in the presence of PhIO is through the formation of a hydroxylamine intermediate followed by elimination of H2O to result in the ring-opening product. The detailed domino cyclization pathway leading to the pyrazolo–pyrrolo–pyrazine scaffolds is revealed.

Identification, design and synthesis of novel pyrazolopyridine influenza virus nonstructural protein 1 antagonists

Nonstructural protein 1 (NS1) plays a crucial function in the replication, spread, and pathogenesis of influenza virus by inhibiting the host innate immune response. Here we report the discovery and optimization of novel pyrazolopyridine NS1 antagonists that can potently inhibit influenza A/PR/8/34 replication in MDCK cells, rescue MDCK cells from cytopathic effects of seasonal influenza A strains, reverse NS1-dependent inhibition of IFN-β gene expression, and suppress the slow growth phenotype in NS1-expressing yeast. These pyrazolopyridines will enable researchers to investigate NS1 function during infection and how antagonists can be utilized in the next generation of treatments for influenza infection.

Efficient catalyst-free tricomponent synthesis of new spiro[cyclohexane-1,4′-pyrazolo[3,4-e][1, 4]thiazepin]-7′(6′H)-ones

A series of spirocyclohexane-1,4′-pyrazolothiazepinones were synthesized by one-pot multicomponent cyclocondensation reactions between 5-amino-1-arylpyrazoles, cyclohexanone and mercaptoacetic acid with good yields and easy purification protocols. Some control experiments involving isolation of reaction intermediates were performed leading to the proposal of three alternative mechanistic pathways conducting to the named spiroheterocycles. All target molecules were fully characterized by IR, NMR, melting point and HRMS.

Microwave synthesis of 1-aryl-1H-pyrazole-5-amines

A microwave-mediated synthesis of 1H-pyrazole-5-amines utilizing 1 M HCl at 150 °C was developed in order to provide products in a matter of minutes with minimal purification. Most reactions are complete in only 10 min and can be isolated via a simple filtration without the need for further purification by column chromatography or recrystallization. This method tolerates a range of functional groups and can be performed on milligram to gram scales.

Application of 5-aminopyrazole compounds to plant growth regulation aspect

The invention discloses application of 5-aminopyrazole compounds to plant growth regulation aspect in the technical field of pesticide compounds, in particular to application of the 5-aminopyrazole compounds shown by the formula to the plant growth regulation aspect, particularly the application to the plant growth inhibition. The formula I is shown in the description. The compound shown in the formula I can be used as a weedicide; weeds in places such as highway and railway can be killed through regulating the concentration of the 5-aminopyrazole compounds, wherein the R1 is hydrogen or alkylor phenyl or substituted phenyl; R2 is alkyl; R3 is hydrogen or halogen.

SUBSTITUTED TETRAHYDROISOQUINOLINE COMPOUNDS USEFUL AS GPR120 AGONISTS

The present invention relates to a compound represented by formula (I) and pharmaceutically acceptable salts thereof are disclosed as useful for treating or preventing diabetes, hyperlipidemia, obesity, NASH, inflammation related disorders, and related di

PYRAZOLOPYRIMIDINES AS INHIBITORS OF GLUCOCORTICOID RECEPTOR TRANSLOCATION

Provided herein are compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful as modulators of Glucocorticoid Receptor (GR) translocation. Furthermore, the subject compounds and compositions are useful for the treatment of diseases involved in the hypothalamic-pituitary-adrenal (HPA) axis.

Multicomponent Dipolar Cycloaddition Strategy: Combinatorial Synthesis of Novel Spiro-Tethered Pyrazolo[3,4-b]quinoline Hybrid Heterocycles

The stereoselective syntheses of a library of novel spiro-tethered pyrazolo[3,4-b]quinoline-pyrrolidine/pyrrolothiazole/indolizine-oxindole/acenaphthene hybrid heterocycles have been achieved through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ from α-amino acids and 1,2-diketones to dipolarophiles derived from pyrazolo[3,4-b]quinoline derivatives.

NEW POSITIVE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTOR

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said compounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine alpha7 receptor.

PYRAZOLOPYRIDINES USEFUL IN THE TREATMENT OF DISORDERS OF THE CENTRAL NERVOUS SYSTEM

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said com- pounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.