95750-97-3

Usage

Uses

Used in Pharmaceutical Industry:
4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE is used as a chemical intermediate for the development of pharmaceutical compounds, leveraging its potential biological activity and structural properties to create new drugs with specific therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical field, 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE is used as a starting material for the synthesis of agrochemicals, potentially contributing to the development of new pesticides, herbicides, or other agricultural chemicals that can improve crop protection and yield.
Used in Materials Science:
4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE is utilized as a component in the development of advanced materials, taking advantage of its chemical structure to create materials with unique properties for various applications in science and engineering.

InChI:InChI=1/C9H8ClN3/c10-7-3-1-2-6(4-7)8-5-12-13-9(8)11/h1-5H,(H3,11,12,13)

Upstream product

• 66154-58-3 2-(3-Chlorophenyl)-3-oxopropanenitrile 
• 62739-01-9 3-(dimethylamino)-2-(3-chlorophenyl)acrylonitrile 
• 1529-41-5 3-chloro-benzeneacetonitrile 

Downstream Products

• 1111106-54-7 C₁₂H₈ClN₃O 
• 1111106-54-7 3-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5(4H)-one 
• 1418142-87-6 (S)-1-(3-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidin-3-amine 
• 1418142-88-7 4-((3-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-yl)amino)cyclohexanone 
• 1361951-47-4 3-(3-chlorophenyl)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[1,5-a]pyrimidin-5-amine 
• 1361951-48-5 4-(((3-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-yl)amino)methyl)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1404447-16-0 3-(3-chlorophenyl)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 1364597-90-9 methyl 2-(3-(3-chlorophenyl)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate 

Relevant academic research and scientific papers

Synthesis and biological evaluation of novel pyrazolo[1,5-a]pyrimidines: Discovery of a selective inhibitor of JAK1 JH2 pseudokinase and VPS34

A series of novel 3,6-di-substituted or 3-substituted pyrazolo[1,5-a]pyrimidines were prepared via a microwave-assisted approach that generated a broad array of derivatives in good yields (20–93%, ave. = 59%). The straightforward synthesis involved sequential treatment of commercially-available acetonitrile derivatives with DMF-dimethylacetal (120 °C, 20 min), followed by treatment with NH2NH2·HBr (120 °C, 20 min), and 1,1,3,3-tetramethoxypropane or 2-aryl-substituted malondialdehdyes (120 °C, 20 min). Compounds were screened for antimitotic activities against MCF7 breast cancer and/or A2780 ovarian cancer cell lines in vitro. The most active compounds exhibited EC50 values ranging from 0.5 to 4.3 μM, with the 3-(4-(trifluoromethyl)phenyl)-6-[4-(2-(piperidin-1-yl)ethoxy]phenyl analogue (34e) and the 3-(2-fluorophenyl)-6-[4-(2-(4-methylpiperizin-1-yl)ethoxy]phenyl analogue (35a) being two to three fold more active than Compound C (Dorsomorphin) in A2780 and MCF7 assays, respectively. Importantly, a monosubstituted 3-(benzothiazol-2-yl) derivative (13) was equipotent with the more synthetically challenging 3,6-disubstituted derivatives (34a–e and 35a–e), and exhibited a promising and unique selectivity profile when screened against a panel consisting of 403 protein kinases (Kinomescan selectivity score = 0.005, Kd = 0.55 ± 0.055 μM and 0.410 ± 0.20 μM for JAK1 JH2 pseudokinase and VPS34, respectively).

Substituted imidazo[1,2-b]pyridazines as protein kinase inhibitors

The present invention provides protein kinase having one of the following structures (I), (II) or (III): or a stereoisomer, prodrug, tautomer or pharmaceutically acceptable salt thereof, wherein R, R1, R2 and X are as defined herein. Compositions and methods for using the same in the treatment of cancer, autoimmune, inflammatory and other Pim kinase-associated conditions are also disclosed.

Synthesis and biological evaluation of pyrazolo[1,5- A ]pyrimidine compounds as potent and selective pim-1 inhibitors

Pim-1 has emerged as an attractive target for developing therapeutic agents for treating disorders involving abnormal cell growth, especially cancers. Herein we present lead optimization, chemical synthesis and biological evaluation of pyrazolo[1,5-a]pyri

A new, one-pot, multicomponent synthesis of 5-aza-9-deaza-adenines under microwave irradiation

A new, practical, three-component method for the synthesis of 5-aza-9-deaza-adenines is developed. Aminopyrazoles react in a one-pot fashion with triethyl orthoformate and cyanamide under microwave irradiation affording 5-aza-9-deaza-adenines in good yiel

HETEROCYCLIC PROTEIN KINASE INHIBITORS

The present invention provides protein kinase having one of the following structures (I), (II) or (III): or a stereoisomer, prodrug, tautomer or pharmaceutically acceptable salt thereof, wherein R, R1, R2 and X are as defined herein. Compositions and methods for using the same in the treatment of cancer, autoimmune, inflammatory and other Pim kinase-associated conditions are also disclosed.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

INHIBITORS OF JAK2 KINASE

Compounds inhibiting the bioactivity of the protein tyrosine kinase JAK2 are provided, along with methods of using the compounds in the treatment of malconditions wherein inhibition of JAK2 is medically indicated. Methods of preparation are also provided

Reactivity of 7-(2-Dimethylaminovinyl)pyrazolopyrimidines: Synthesis of Pyrazolopyridopyrimidine Derivatives as Potential Benzodiazepine Receptor Ligands. 2.

A series of pyrazolopyridopyrimidin-6-ones was obtained by reaction of ammonium acetate with ethyl 7-dimethylaminovinylpyrazolopyrimidine-6-carboxylates and these had been prepared from ethyl 7-methylpyrazolopyrimidine-6-carboxylates by reaction with dimethylformamide dimethylacetat.Under these conditions the compounds bearing a 2-hydroxy group were also O-alkylated.During the preparation of the ethyl 2-hydroxy-7-methyl-3-phenylpyrazolopyrimidine-6-carboxylate the corresponding 5-methyl isomer was isolated and identified.