54107-17-4

Basic information

• Product Name: 4-HYDROXY-6-METHYL-3-(2-PHENYLETHANEHYDRAZONOYL)-2H-PYRAN-2-ONE
• Synonyms: 4-HYDROXY-6-METHYL-3-(2-PHENYLETHANEHYDRAZONOYL)-2H-PYRAN-2-ONE;4-hydroxy-6-methyl-3-[(1E)-1-(2-phenylhydrazin-1-ylidene)ethyl]-2H-pyran-2-one
• CAS NO: 54107-17-4
• Molecular Formula: C₁₄H₁₄N₂O₃
• Molecular Weight: 258.27
• Mol File: 54107-17-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 211-212 °C(Solv: ethanol (64-17-5))
• Boiling Point: 382.2±52.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 4.03±0.50(Predicted)
• CAS DataBase Reference: 4-HYDROXY-6-METHYL-3-(2-PHENYLETHANEHYDRAZONOYL)-2H-PYRAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-6-METHYL-3-(2-PHENYLETHANEHYDRAZONOYL)-2H-PYRAN-2-ONE(54107-17-4)
• EPA Substance Registry System: 4-HYDROXY-6-METHYL-3-(2-PHENYLETHANEHYDRAZONOYL)-2H-PYRAN-2-ONE(54107-17-4)

Safety Data

• Hazardous Substances Data: 54107-17-4(Hazardous Substances Data)

Upstream product

• 771-03-9 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one 
• 100-63-0 phenylhydrazine 
• 16807-48-0 3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one 

Downstream Products

• 33421-59-9 3,6-dimethyl-1-phenylpyrano<4,3-c>pyrazol-4(1H)-one 
• 64360-24-3 3,6-dimethyl-1-phenylpyrano[2,3-c]pyrazole-4(1H)-one 
• 168848-22-4 5-hydroxy-3-methyl-1-phenyl-4-(3-methylpyrazol-5-yl)pyrazole 
• 1029478-29-2 C₂₁H₂₁N₃O₂ 
• 1029478-33-8 C₂₀H₁₈BrN₃O₂ 

Relevant articles and documents

One-Pot Three-Component Synthesis of Bispyrazole-thiazole-pyran-2-one Heterocyclic Hybrids

A new series of some interesting bispyrazole-thiazole-pyran-2-one heterocyclic hybrids has been efficiently synthesized via a one-pot catalyst-free three-component reaction of α-bromoacetylated pyran-2-one derivatives, thiosemicarbazide, and polysubstitut

Crystal structure of 4-hydroxy-6-methyl-3-[(1E)-1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one

A Schiff base, 4-hydroxy-6-methyl-3-[(1E)-1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one, is synthesized and characterized by 1H and 13C NMR, IR spectroscopy, ESI-mass spectrometry and single crystal X-ray diffraction analysis. There are three crystallographically independent molecules in the asymmetric unit, space group C2/c, a = 30.011(2) ?, b = 17.601(2) ?, c = 13.6878(13) ?, β = 92.532(4)°, and Z = 24. The final reliable index is 0.0406 for 5997 reflections. The molecules are linked through intermolecular N–H…O hydrogen bonds into three-linked molecules forming a supramolecular ring.

Novel acetohydrazide pyrazole derivatives: Design, synthesis, characterization and antimicrobial activity

Eleven acetohydrazide linked pyrazole derivatives were designed and synthesized via condensation of acetohyadrazide with different substituted formyl pyrazole derivatives under mild reaction conditions. Synthesized compounds were characterized on the basis of IR, NMR (1H & 13C) and mass spectrometry. The antimicrobial activities of all the compounds were screened against four bacterial and two fungal strains. Among the synthesized compounds, three compounds viz. 6b, 6c and 6d were found as efficient antimicrobial agents in reference to the standard drugs viz. ciprofloxacin and amphotericin-B. Further, structure-activity relationship (SAR) study revealed that electron-withdrawing group enhances the antimicrobial potential of synthesized derivatives as compared to other groups present in the ring. Hence, among compounds 6b-c, compound 6d could be explored further against other microbes to prove its vitality.

1,4-Disubstituted-5-hydroxy-3-methylpyrazoles and some derived ring systems as cytotoxic and DNA binding agents. Synthesis, in vitro biological evaluation and in silico ADME study

Some novel polysubstituted pyrazoles, bipyrazoles and pyranopyrazoles, supported with various chemotherapeutically-active pharmacophores, were synthesized and biologically evaluated for their cytotoxic potential. Fifteen compounds (7–9, 12, 16, 17, 19, 21