95750-97-3

Basic information

• Product Name: 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE
• Synonyms: 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE;4-(3-chlorophenyl)-1H-pyrazol-5-amine(SALTDATA: FREE);4-(3-Chlorophenyl)-1H-pyrazol-3-aMine;4-(3-chlorophenyl)-2H-pyrazol-3-amine
• CAS NO: 95750-97-3
• Molecular Formula: C₉H₈ClN₃
• Molecular Weight: 193.63
• Mol File: 95750-97-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 423.8°Cat760mmHg
• Flash Point: 210.1°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 2.18E-07mmHg at 25°C
• Refractive Index: 1.67
• CAS DataBase Reference: 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE(95750-97-3)
• EPA Substance Registry System: 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE(95750-97-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 95750-97-3(Hazardous Substances Data)

Usage

General Description

4-(3-chloro-phenyl)-2H-pyrazol-3-yl amine is a chemical compound with the molecular formula C10H9ClN4. It is a pyrazole derivative, with a chlorine-substituted phenyl group attached to the pyrazole ring. 4-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YL AMINE has potential applications in various fields including pharmaceuticals, agrochemicals, and materials science. It may exhibit biological activity and could be used as a building block for the synthesis of more complex compounds with specific properties. However, further research and testing are needed to fully understand its potential uses and properties.

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

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

Downstream Products

• 619306-93-3 7-oxo-3-(3-chlorophenyl)-4,7-dihydro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester 
• 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 
• 1404447-16-0 3-(3-chlorophenyl)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 1111106-54-7 C₁₂H₈ClN₃O 
• 99898-71-2 8-(m-chlorophenyl)-5-thiopyrazolo<1,5-a>-s-triazin-4-one 
• 99898-69-8 N-carbethoxy-N¹-(4-m-chlorophenylpyrazol-3-yl)thiourea 
• 1361951-48-5 4-(((3-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-yl)amino)methyl)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1361951-47-4 3-(3-chlorophenyl)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[1,5-a]pyrimidin-5-amine 

Relevant articles and documents

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).

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

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.