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Usage

Uses

Used in Pharmaceutical Applications:
1-(4-Chlorophenyl)-1H-pyrazol-5-amine is used as a therapeutic agent for targeting the glycogen synthase kinase 3 (GSK-3) enzyme. Its application is based on its potential to inhibit GSK-3, which is involved in the pathogenesis of various diseases such as diabetes, cancer, and neurodegenerative disorders. By selectively inhibiting GSK-3, 1-(4-Chlorophenyl)-1H-pyrazol-5-amine may offer therapeutic benefits in the treatment of these conditions.
Used in Research and Development:
In the field of research and development, 1-(4-Chlorophenyl)-1H-pyrazol-5-amine serves as a valuable compound for studying the role of GSK-3 in cellular processes and disease mechanisms. Its use in research can lead to a better understanding of the enzyme's functions and the development of novel therapeutic strategies targeting GSK-3 for various diseases.
Used in Drug Design and Synthesis:
1-(4-Chlorophenyl)-1H-pyrazol-5-amine can be utilized as a starting material or a structural motif in the design and synthesis of new drugs targeting GSK-3. Its unique chemical structure allows for further modification and optimization to develop more potent and selective GSK-3 inhibitors, potentially leading to improved treatments for related diseases.

Upstream product

• 1820-80-0 3-aminopyrazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 51516-67-7 5-amino-1-(4'-chlorophenyl)pyrazole-4-carbonitrile 

Downstream Products

• 77746-79-3 [2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-[1-piperidin-1-yl-meth-(E)-ylidene]-amine 
• 77746-65-7 1-(4-Chloro-phenyl)-5-{[1-piperidin-1-yl-meth-(E)-ylidene]-amino}-1H-pyrazole-4-carbaldehyde 
• 77746-83-9 N-[2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-formamide 
• 34642-80-3 N'-[2-(4-chloro-phenyl)-4-formyl-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine 
• 77746-98-6 N'-[2-(4-Chloro-phenyl)-4-(phenyl-hydrazonomethyl)-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine 
• 77747-04-7 C₁₄H₁₆ClN₇S 
• 77775-31-6 C₁₄H₁₆ClN₇O 
• 77746-97-5 1-(4-chlorophenyl)-5-dimethylaminomethyleneamino-4-phenyl-iminomethylenepyrazole 
• 77746-68-0 N'-[2-(4-Chloro-phenyl)-4-cyclopenta-2,4-dienylidenemethyl-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine 
• 77746-96-4 1-(4-Chloro-phenyl)-1H-pyrazolo[3,4-d]pyrimidine 5-oxide 
• 77746-70-4 2-(4-Chloro-phenyl)-4-cyclopenta-2,4-dienylidenemethyl-2H-pyrazol-3-ylamine 
• 77746-93-1 1-(4-Chloro-phenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 77746-66-8 5-Amino-1-(4-chloro-phenyl)-1H-pyrazole-4-carbaldehyde 
• 77746-84-0 N-[2-(4-chloro-phenyl)-2H-pyrazol-3-yl]-acetamide 

Relevant academic research and scientific papers

Copper(I)/Copper(II)-Assisted Tandem Catalysis: The Case Study of Ullmann/Chan-Evans-Lam N1,N3-Diarylation of 3-Aminopyrazole

Unprecedented CuI/CuII-assisted tandem catalysis allowing an Ullmann/Chan-Evans-Lam sequence was achieved. This three-component, one-pot reaction triggered by a change in the oxidation state of the metal leads to the selective N1,N3-diarylation of 3-aminopyrazole. This new method should be a valuable tool for small-molecule drug discovery that requires suitable regio- and/or chemoselective strategies for the N-arylation of nitrogen-containing heterocycles. Tandem power: The first assisted tandem copper-catalyzed process, triggered by a change in the oxidation state of the metal, is developed to allow a one-pot Ullman/Chan-Evans-Lam sequence leading to the selective N1,N3-diarylation of 3-aminopyrazole.

VILSMEIER-HAACK REACTION OF 5-AMINO- AND 5-ACYLAMINO-PYRAZOLES

The Vilsmeier-Haack reaction of 5-aminopyrazole derivatives 1 was investigated in view of contradictory literature reports.Structure 2 of the products was proved both chemically and spectroscopically.The mechanism of the reaction was postulated on the basis of isolated intermediates 7 and 8. 5-Acylaminopyrazoles 9, 10 and 11 were found to give also 2 (and 7) under the Vilsmeier conditions by an acyl splitting reaction, proceeding probably via diacylamino derivatives 12.Compounds 2 provided a simple route to pyrazolopyrimidine derivatives 13 and 14 as well as to azomethine compounds 15-18.