827-41-8

Basic information

• Product Name: 5-AMINO-3-PHENYLPYRAZOLE
• Synonyms: TIMTEC-BB SBB005555;SALOR-INT L317837-1EA;AKOS B003768;AKOS 92617;5-PHENYL-1H-PYRAZOL-3-YLAMINE;5-PHENYL-2H-PYRAZOL-3-YLAMINE;3-PHENYL-1H-PYRAZOL-5-AMINE;BUTTPARK 30\09-86
• CAS NO: 827-41-8
• Molecular Formula: C₉H₉N₃
• Molecular Weight: 159.19
• Product Categories: Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
• Mol File: 827-41-8.mol
• Article Data: 30

Chemical Properties

• Melting Point: 124-127 °C(lit.)
• Appearance: /
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: 5-AMINO-3-PHENYLPYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-3-PHENYLPYRAZOLE(827-41-8)
• EPA Substance Registry System: 5-AMINO-3-PHENYLPYRAZOLE(827-41-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: UQ6109000
• HazardClass: IRRITANT
• Hazardous Substances Data: 827-41-8(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Upstream product

• 614-16-4 Benzoylacetonitrile 
• 93-89-0 benzoic acid ethyl ester 
• 7391-28-8 p-tolueneacetonitrile 
• 80-17-1 benzenesufonyl hydrazide 
• 78583-84-3 (Z)-3-chloro-3-phenyl-2-propenenitrile 
• 2492-30-0 acetophenone semicarbazone 
• 60-29-7 diethyl ether 
• 693-04-9 butyl magnesium bromide 
• 70-11-1 α-bromoacetophenone 
• 138175-61-8 β-bromo-α-(ethylsulfanyl)cinnamonitrile 
• 87119-67-3 5,7-Dimethyl-2-phenylpyrazolo<1,5-a>pyrimidine 
• 98-86-2 acetophenone 
• 16516-19-1 O-ethyl 3-oxo-3-phenylpropanethioate 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 28648-96-6 2-phenyl-4H-pyrazolo[1,5-a]pyrimidine-5,7-dione 
• 87379-22-4 5-Oxo-2,7-diphenyl-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyrimidine-6-carbonitrile 
• 122164-23-2 2,5,7-triphenylpyrazolo<1,5-a>pyrimidine 
• 122164-14-1 2,5,7-triphenyl-6,7-dihydropyrazolo<1,5-a>pyrimidine 
• 105949-97-1 2,3-Dimethyl-7-phenylpyrazole<1,5-b><1,2,4>triazine 
• 71509-24-5 Ethyl 7-methyl-2-phenyl-pyrazolo<1,5-a>pyrimidine-5-carboxylate 
• 145371-73-9 Ethyl 5-methyl-2-phenyl-pyrazolo<1,5-a>pyrimidine-7-carboxylate 
• 87119-67-3 5,7-Dimethyl-2-phenylpyrazolo<1,5-a>pyrimidine 
• 63882-66-6 4-methylsulfanyl-7-phenyl-pyrazolo[1,5-a][1,3,5]triazin-2-ylamine 
• 58095-83-3 4-(5-phenyl-1⁽²⁾H-pyrazole-3-yl)-3-thio-allophanic acid ethyl ester 

Relevant articles and documents

NIS-promoted three-component reaction of 3-oxo-3-arylpropanenitriles with arylsulfonyl hydrazides

A new three-component reaction of 3-oxo-3-arylpropanenitriles with arylsulfonyl hydrazides has been established, and an expanded inventory of 3-aryl-4-(arylthio)-1H-pyrazol-5-amines is synthesized by sequential cyclization and sulfenylation reactions under the action of NIS. In addition to the attractive features of multicomponent reactions, the protocol presents broad substrate scope, good functional group tolerance and mild reaction conditions. The utility of this procedure is further established by gram-scale synthesis as well as the diversified transformations of the products to useful compounds. This journal is

Synthesis and biological evaluation of 7-(aminoalkyl)pyrazolo[1,5-a]pyrimidine derivatives as cathepsin K inhibitors

A series of novel 7-aminoalkyl substituted pyrazolo[1,5-a]pyrimidine derivatives were synthesized and tested for inhibition of cathepsin K. The synthetic methodology comprises cyclization of 5-aminopyrazoles with N-Boc-α-amino acid-derived ynones followed by transformation of the ester and the Boc-amino functions. It allows for easy diversification of the pyrazolo[1,5-a]pyrimidine scaffold at various positions. Molecular docking studies with pyrazolo[1,5-a]pyrimidine derivatives were also performed to elucidate the binding mode in the active site of cathepsin K. The synthesized compounds exhibited moderate inhibition activity (Ki ≥ 77 μM).

Molecular docking design and one-pot expeditious synthesis of novel 2,5-diarylpyrazolo[1,5-a]pyrimidin-7-amines as anti-inflammatory agents

Abstract A series of novel 2,5-diarylpyrazolo[1,5-a]pyrimidin-7-amines were designed as COX-2 inhibitors by molecular docking studies and their synthesis was accomplished via an expeditious one-pot reaction. Structures of the compounds were established by