4173-74-4

Basic information

• Product Name: 3-Methyl-4-acetyl-1-phenyl-1H-pyrazole-5(4H)-one
• Synonyms: 1-Phenyl-3-methyl-4-acetyl-1H-pyrazole-5(4H)-one;3-Methyl-4-acetyl-1-phenyl-1H-pyrazole-5(4H)-one;4-Acetyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one;4-Acetyl-3-methyl-1-phenyl-2-pyrazolin-5-one
• CAS NO: 4173-74-4
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24
• Mol File: 4173-74-4.mol

Chemical Properties

• Melting Point: 66-67 °C(Solv: water (7732-18-5))
• Boiling Point: 399.3±35.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• PKA: 3.86±0.70(Predicted)
• CAS DataBase Reference: 3-Methyl-4-acetyl-1-phenyl-1H-pyrazole-5(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-4-acetyl-1-phenyl-1H-pyrazole-5(4H)-one(4173-74-4)
• EPA Substance Registry System: 3-Methyl-4-acetyl-1-phenyl-1H-pyrazole-5(4H)-one(4173-74-4)

Safety Data

• Hazardous Substances Data: 4173-74-4(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 89-25-8 edaravone 
• 79-03-8 propionyl chloride 
• 100-63-0 phenylhydrazine 

Downstream Products

• 68347-44-4 5-methyl-4-(3-morpholin-4-yl-propionyl)-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 66479-49-0 4-(3-furan-2-yl-acryloyl)-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 67867-80-5 4-(1-benzothiazol-2-ylamino-ethylidene)-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 30020-73-6 4-(3-benzo[1,3]dioxol-5-yl-acryloyl)-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 64360-25-4 3-methyl-1,6-diphenylpyrano[2,3-c]pyrazol-4(1H)-one 
• 64360-24-3 3,6-dimethyl-1-phenylpyrano[2,3-c]pyrazole-4(1H)-one 
• 64360-21-0 3-methyl-4-oxo-1-phenyl-1,4-dihydro-pyrano[2,3-c]pyrazole-6-carboxylic acid ethyl ester 

Relevant articles and documents

A highly sensitive and selective schiff base fluorescent chemodosimeter for aluminum(III)

A fluorescent probe for Al3+, 4-(1'-phenyl-3'-methyl-5'- hydroxypyrazole)-1-acetone-(2'-hydroxybenzoyl) hydrazone (L), was prepared through a simple synthetic route. The fluorescent probe can detect Al 3+ ions sensitively, in ethanol

Synthesis and characterization of a series of acylpyrazolone transition metal complexes: Crystal structures and catalytic performance in the epoxidation of cyclooctene

A series of transition metal complexes of 4-acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one with Ni(II), Cu(II), Fe(III) and Mn (II) central metal ions have been synthesized and characterized by X-ray crystallography, UV–Vis and FTIR spectroscopy, and element

Two Schiff-base fluorescent sensors for selective sensing of aluminum (III): Experimental and computational studies

Two Schiff-base fluorescent sensors have been synthesized, which both can act as fluorescent probes for Al3+, upon addition of Al3+, they exhibit a large fluorescence enhancement which might be attributed to the formation of 1:1 liga

Nitric oxide functionalized molybdenum(0) pyrazolone Schiff base complexes: Thermal and biochemical study

This work describes the synthesis and characterization of three molybdenum dinitrosyl Schiff base complexes of the general formula [Mo(NO)2(L)(OH)], where L is N-(dehydroacetic acid)-4-aminoantipyrene (dha-aapH), N-(4-acetylidene-3-methyl-1-phe

Synthesis and luminescence properties of pyrazolone derivatives and their terbium complexes

Seven novel pyrazolone derivatives were synthesized and characterized by 1H NMR and 13C NMR spectra, mass spectra, infrared spectra and elemental analysis. Their terbium complexes were prepared and characterized by elemental analysis, EDTA titrimetric analysis, UV/vis spectra, infrared spectra and molar conductivity, as well as thermal analysis. The fluorescence properties and fluorescence quantum yields of the complexes were investigated at room temperature. The results indicated that pyrazolone derivatives had good energy-transfer efficiency for the terbium ion. All the terbium complexes emitted green fluorescence characteristic of terbium ions, possessed strong fluorescence intensity, and showed relatively high fluorescence quantum yields. Cyclic voltammograms of the terbium complexes were studied and the highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO) energy levels of these complexes were estimated.

Iodobenzene diacetate-mediated isomerization of pyrazolyl chalcones and their cytotoxicity and anti-microbial activity

Synthesis of cis (E)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenyl/aryl/heteroarylprop-2-en-1-ones from 1-phenyl-3-methyl-4-acetylpyrazol-5-one was achieved in good yield. s-cis (E)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-arylprop-2-e

MELDRUM 'S ACID, BARBITURIC ACID AND PYRAZOLONE DERIVATIVES SUBSTITUTED WITH HYDROXYLAMINE AS HNO DONORS

The disclosed subject matter provides certain N-substituted hydroxylamine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating, preventing, or delaying the onset and/or development of a disease or condition. In some embodiments, the disease or condition is selected from cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy.

Zn(II) coordination compounds derived from 4-acyl pyrazolones and 1,10 phenanthroline: Syntheses, crystal structures, spectral analysis and DNA binding studies

A new series of three Zn(II) coordination complexes [Zn(MCPMPAC) 2H2O] = complex 1, [Zn(PMPAC)2H2-O] = complex 2 and [Zn(PMPAC)2(phen)] = complex 3 (MCPMPAC = 4-acyl-3-methyl-1-(3-chlorophenyl) pyrazolone-5-one, PMPAC = 4-acyl-3-methyl-1-phenyl pyrazolone-5-one, Phen=1,10 phenanthroline) has been synthesized and characterized. The structural features of synthesized complexes were determined by metal estimation, molar conductivity, IR, UV-Vis, NMR and single crystal X-ray study. The conductivity data confirm the non-electrolytic nature of the complexes. The single crystal analyses of the complexes show that the Zn(II) ion is five-coordinated with water molecule at axial position in case of 1 and 2 whereas, six-coordinated with phenanthroline ligand in case of 3. Binding of the synthesized complexes with calf thymus DNA (CT-DNA) was studied by spectroscopic methods and viscosity measurements. Experimental results suggest that the zinc complexes have the ability to form adducts with DNA and to distort the double helix by changing the base stacking.

Synthesis, characterization of some metal complexes of 4-acetylsemicarbazone-1-phenyl-3-methyl-2-pyrazolin-5-one

4-Acetylsemicarbazone-1-phenyl-3-methyl-2-pyrazolin-5-one (AMP-SC) was prepared and its metal chelates of Cu2+, Ni2+, Co2+, Mn2+, Fe2+, Fe3+, Cr3+, UO22+ an

Synthesis and the luminescent study of the iridium complexes containing 2,3-diphenylquinoline derivatives and the new ancillary ligand for OLED

We previously reported that Ir(6-F-2,3-dpqx-(OMe)2) 2(acac) (6-F-2,3-dpqx-(OMe)2=6-fluoro-2,3-bis(4- methoxylphenyl)quinoxaline) exhibited photoluminescence(PL) and electroluminescence (EL) emission at 645 and 667nm, respectively. To modulate the emission maxima toward the saturated red chromacity, a new main ligand and its iridium complexes were prepared, and their photophysical properties were investigated. As a main ligand, 6-OMe-2,3-dpqx-(OMe)2 (6-OMe-2,3-dpqx-(OMe)2=6-methoxy-2,3-bis(4-methoxylphenyl) quinoxaline), were designed and synthesized. Acetylacetonate (acac) and pyrazolonates (przls) were also chelated to the iridium center as an ancillary ligand. The resulting complexes prepared herein were Ir(6-OMe-2,3-dpqx-(OMe) 2)2(acac), Ir(6-OMe-2,3-dpqx-(OMe)2) 2(przl1) and Ir(6-OMe-2,3-dpqx-(OMe)2)2(przl2). The photoluminescence (PL) of these complexes were observed around 660nm, and their electroluminescence maxima were observed around 650nm. The PL investigation of the complexes in PMMA (PMMA=poly(methylmetacrylate)) for the polymer solution process revealed that the emission peaks became broader with the range of 600～850nm than those of the complexes only.