208519-09-9

Basic information

• Product Name: 3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE
• Synonyms: AA-0869;ZINC04234690;3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE;5-(3-CHLORO-PHENYL)-2H-PYRAZOL-3-YLAMINE;3-Amino-5-(3-chlorophenyl)-1H-pyrazole;5-(3-Chlorophenyl)-1H-pyrazol-3-amine;5-AMino-3-(3-chlorophenyl)pyrazole;[5-(3-chlorophenyl)-1H-pyrazol-3-yl]amine
• CAS NO: 208519-09-9
• Molecular Formula: C₉H₈ClN₃
• Molecular Weight: 193.63
• Mol File: 208519-09-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 138-140°C
• Boiling Point: 469.1°C at 760 mmHg
• Flash Point: 237.5°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 5.69E-09mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(208519-09-9)
• EPA Substance Registry System: 3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(208519-09-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 208519-09-9(Hazardous Substances Data)

Usage

General Description

3-(3-Chlorophenyl)-1H-pyrazol-5-amine is a chemical compound that belongs to the class of pyrazole compounds. It is an organic compound with the molecular formula C9H8ClN3. It is a derivative of pyrazole with a chlorophenyl group attached to the third position of the pyrazole ring. 3-(3-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE has shown potential pharmaceutical properties, and it has been studied for its activity as an antitumor and anti-inflammatory agent. Its chemical structure and properties make it a valuable molecule for medicinal chemistry research and drug development.

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

Upstream product

• 21667-62-9 3-chlorobenzoylacetonitrile 
• 2905-65-9 methyl 3-chlorobenzoate 

Downstream Products

• 77493-75-5 2-(3-chlorophenyl)-5-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 203587-56-8 2-(3-Chloro-phenyl)-7-methyl-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester 
• 77493-90-4 7-Chloro-2-(3-chloro-phenyl)-5-methyl-pyrazolo[1,5-a]pyrimidine 
• 77493-91-5 7-Chloro-2-(3-chloro-phenyl)-5-phenyl-pyrazolo[1,5-a]pyrimidine 
• 860477-80-1 4-bromo-5-(3-chloro-phenyl)-2H-pyrazol-3-ylamine 
• 1141402-10-9 N-(3-(3-chlorophenyl)-1H-pyrazol-5-yl)-2-mercaptoacetamide 
• 1245236-15-0 C₂₁H₁₆Cl₃N₃O₂ 
• 1159982-71-4 5,7-dichloro-2-(3-chlorophenyl)-pyrazolo[1,5-a]pyrimidine 
• 1232223-19-6 5-chloro-2-(3-chloro-phenyl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine 
• 1232220-33-5 N-{2-(3-Chlorophenyl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl}-N'-(3-methyl-benzylidene)-hydrazine 
• 332899-44-2 2-(3-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-7-ol 
• 1364597-47-6 methyl 2-(7-chloro-2-(3-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate 
• 1364597-50-1 methyl 2-(7-chloro-2-(3-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate 

Relevant articles and documents

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

Design, synthesis, and evaluation of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines as novel PDE-4 inhibitors

Described herein is design, synthesis, and biological evaluation of novel series of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines acting as inhibitors of type 4 phosphodiesterase (PDE4) which is known as a good target for the treatment of asthma and COPD. For this purpose, structure optimization was conducted with the aid of structure-based drug design using the known X-ray crystallography. Also, biological effects of these compounds on the target enzyme were evaluated by using in vitro assays, leading to the potent and selective PDE-4 inhibitor (IC50 10 nM).

BICYCLIC PYRAZOLO-FUSED COMPOUNDS AS PROTEIN KINASE MODULATORS

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