78583-81-0

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE
• Synonyms: 5-AMINO-3-(4-CHLOROPHENYL)PYRAZOLE;5-(4-CHLOROPHENYL)-2H-PYRAZOL-3-YLAMINE;3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE;BUTTPARK 30\03-80;SALOR-INT L317853-1EA;3-Amino-5-(4-chlorophenyl)-1H-pyrazole;5-(4-Chlorophenyl)-1H-pyrazol-3-amine;5-Amino-3-(4-chlorophenyl)pyrazole 97%
• CAS NO: 78583-81-0
• Molecular Formula: C₉H₈ClN₃
• Molecular Weight: 193.63
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 78583-81-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 172-176 °C(lit.)
• Boiling Point: 463.8°C at 760 mmHg
• Flash Point: 234.3°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 8.78E-09mmHg at 25°C
• Refractive Index: 1.67
• Solubility: soluble in Methanol
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(78583-81-0)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-AMINE(78583-81-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 78583-81-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 276, 1984 DOI: 10.1055/s-1984-30809

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

Upstream product

• 90272-22-3 2-chloro-3-(4-chlorophenyl)acrylonitrile 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 104-88-1 4-chlorobenzaldehyde 
• 74-11-3 para-chlorobenzoic acid 
• 138175-62-9 (E)-3-Bromo-3-(4-chloro-phenyl)-2-ethylsulfanyl-acrylonitrile 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 4640-66-8 p-chlorobenzoylacetonitrile 
• 150059-52-2 (E)-1-[1-(4-chlorophenyl)ethylidene]thiosemicarbazide 
• 78583-86-5 (E)-3-Chloro-3-(4-chloro-phenyl)-acrylonitrile 

Downstream Products

• 129095-39-2 2-(4-Chlorophenyl)-6-cyclohexyl-4,7-dihydro-5H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-(6H)-dione 
• 387335-12-8 7-(4-chloro-phenyl)-4-methylsulfanyl-pyrazolo[1,5-a][1,3,5]triazin-2-ylamine 

Relevant articles and documents

The Preparation of N-(1H-Pyrazol-3-yl)arylamides and 1H-Pyrazol-3-amines from Polylithiated C(α)N-Thiosemicarbazones and C(α),N-Semicarbazones

C(α),N-Tbiosemlcarbazones or C(α),N-semicarbazones were polylithiated with excess lithium diisopropylamide, and the resulting cyclized intermediates were condensed with aromatic esters to afford N-(1H-pyrazol-3-yl)arylamides. The polylithiated intermediates were also quenched with aqueous acid to give 5-substituted, 1H-pyrazol-3-amines.

PHARMACOLOGICALLY ACTIVE ARYL-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES

The present invention relates to new pyrazolo[1,5-a]pyrimidine derivatives of formula (I) or pharmaceutically acceptable salts, biologically active metabolites, pro-drugs, racemates, enantiomers, diastereomers, solvates and hydrates thereof that serve as GABAB receptor positive allosteric modulators. The invention also relates to the process for producing such compounds. The invention further relates to pharmaceutical compositions comprising such compounds optionally in combination with two or more different therapeutic agents and the use of such compounds in methods for treating diseases and conditions mediated and modulated by the GABAB receptor positive allosteric mechanism. The invention also provides a method for manufacture of medicaments useful in the treatment of such disorders.

"On-Water" Facile Synthesis of Novel Pyrazolo[3,4-b]pyridinones Possessing Anti-influenza Virus Activity

A facile and versatile "on-water" protocol for the synthesis of pyrazolo[3,4-b]pyridinones was developed by the unprecedented construction of two rings and five new bonds in one-pot. It was proved that water was an important promoter of the reaction and P