60419-81-0

Basic information

• Product Name: 5-METHYL-4-PHENYL-2H-PYRAZOL-3-YLAMINE
• Synonyms: ASINEX-REAG BAS 16576928;ASISCHEM C58483;IFLAB-BB F0912-0735;CHEMBRDG-BB 4004588;5-AMINO-3-METHYL-4-PHENYLPYRAZOLE;5-METHYL-4-PHENYL-2H-PYRAZOL-3-YLAMINE;AKOS 231-04;AKOS B035598
• CAS NO: 60419-81-0
• Molecular Formula: C₁₀H₁₁N₃
• Molecular Weight: 173.21
• Mol File: 60419-81-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 140-141°C
• Boiling Point: 368.5 °C at 760 mmHg
• Flash Point: 204.3 °C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 5-METHYL-4-PHENYL-2H-PYRAZOL-3-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-4-PHENYL-2H-PYRAZOL-3-YLAMINE(60419-81-0)
• EPA Substance Registry System: 5-METHYL-4-PHENYL-2H-PYRAZOL-3-YLAMINE(60419-81-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 60419-81-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11N3/c1-7-9(10(11)13-12-7)8-5-3-2-4-6-8/h2-6H,1H3,(H3,11,12,13)

Upstream product

• 140-29-4 phenylacetonitrile 
• 4468-48-8 1-phenyl-1-cyanopropan-2-one 

Downstream Products

• 79833-86-6 7-amino-2-methyl-3,6-diphenylpyrazolo<1,5-a>pyrimidine 
• 77632-06-5 4,7-Dimethyl-8-phenyl-pyrazolo[5,1-c][1,2,4]triazine-3-carboxylic acid ethyl ester 
• 77619-74-0 7-Methyl-4,8-diphenyl-pyrazolo[5,1-c][1,2,4]triazine-3-carbonitrile 
• 77619-78-4 C₁₃H₁₃ClN₄O 
• 77619-75-1 7-Amino-6-ethoxycarbonyl-pyrazolo<1,5-c>-as-triazine 
• 77619-83-1 1-benzoyl-3-(3-methyl-4-phenylpyrazol-5-yl)thiourea 
• 93585-17-2 6-Methyl-1,3,7-triphenyl-1H-pyrazolo[5,1-c][1,2,4]triazole 
• 93585-24-1 (2,6-Dimethyl-7-phenyl-1H-imidazo[1,2-b]pyrazol-3-yl)-phenyl-diazene 
• 77619-73-9 1-(4,7-Dimethyl-8-phenyl-pyrazolo[5,1-c][1,2,4]triazin-3-yl)-ethanone 
• 128671-02-3 6-Methyl-1,7-diphenyl-3-p-tolyl-1H-pyrazolo[5,1-c][1,2,4]triazole 
• 639070-34-1 5,7-dihydroxy-2,5-dimethyl-7-trifluoromethyl-3-phenyl-4.5.6.7-tetrahydropyrazolo[1,5-a]pyrimidine 
• 690275-78-6 7-methyl-4-methylsulfanyl-8-phenyl-pyrazolo[1,5-a][1,3,5]triazin-2-ylamine 

Relevant articles and documents

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).

Study of regioselectivity of reactions between 3(5)-aminopyrazoles and 2-acetylcycloalkanones

Regioselectivity was examined of reactions between nine 3(5)-aminopyrazoles and 2-acetylcyclopentanone and 2-acetylcyclohexanone under various conditions. A series of cyclopenta[e]pyrazolo-[1,5-a]pyrimidines was obtained. The highest regioselectivity of the reaction was observed in alcohol at 20°C in the presence of a catalytic quantity of trifl uoroacetic acid. The regiostructure of compounds was established by 1H and 13C NMR spectroscopy. Pleiades Publishing, Ltd., 2012.

Design, synthesis and biological activity of pyrazolo[1,5-a]pyrimidin-7(4H) -ones as novel Kv7/KCNQ potassium channel activators

Voltage-gated Kv7/KCNQ/M-potassium channels play a pivotal role in controlling neuronal excitability. Genetic reduction of KCNQ channel activity as a result of mutations causes various human diseases such as epilepsy and arrhythmia. Therefore, discovery of small molecules that activate KCNQ channels is an important strategy for clinical intervention of membrane excitability related disorders. In this study, a series of pyrazolo[1,5-a]pyrimidin-7(4H)- ones (PPOs) have been found to be novel activators (openers) of KCNQ2/3 potassium channels through high-throughput screening by using atomic absorption rubidium efflux assay. Based on structure-activity relationship (SAR), the substituted PPOs have been optimized. The 5-(2,6-dichloro-5-fluoropyridin-3-yl)- 3-phenyl-2-(trifluoromethyl) pyrazolo[1,5-a]pyrimidin-7(4H)-one (17) was identified as a novel, potent, and selective KCNQ2/3 potassium channel opener by patch-clamp recording assay.