Phenazone

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Identification

Molecular formula
C11H12N2O
CAS Number
60-80-0
IUPAC Name
1,5-dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one
Molecular Weight
188.23g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1240g/cm3
Interesting facts

Interesting Facts about 1,5-Dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one

The compound 1,5-dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one occupies a fascinating niche in organic chemistry, particularly for its broad range of applications and unique chemical structure.

Chemical Structure and Properties

  • Pyrazolone Derivative: This compound is part of the pyrazolone class, known for their vigilante role in medicinal chemistry due to their anti-inflammatory and analgesic properties.
  • Functional Groups: The presence of both ketone and alkene functionalities in its structure enhances its reactivity, providing multiple pathways for further chemical modifications.
  • Substituents: The p-tolyl group and various methyl groups suggest potential steric hindrance that can affect the compound's reactivity and interactions in biological systems.

Biological Significance

Compounds with pyrazolone cores have been extensively studied for their pharmacological activities. This particular compound may exhibit interesting biological properties worth investigating:

  • Antimicrobial Activity: Similar pyrazolones have shown promise in combating bacterial infections.
  • Antioxidant Properties: Compounds of this class are often evaluated for their ability to neutralize free radicals, which is crucial in preventing cellular damage.
  • Potential Anti-Cancer Effects: Some derivatives have been shown to inhibit tumor growth, making them potential candidates for cancer therapy.

Applications in Research and Industry

Beyond its biological implications, this compound is also significant in various fields:

  • Organic Synthesis: As a versatile intermediate, it can be utilized in creating more complex molecules in pharmaceutical development.
  • Dyes and Pigments: The distinctive color properties of certain pyrazolones have applications in dye production.
  • Analytical Chemistry: This compound can be used as a reagent in spectroscopic analyses.

In conclusion, 1,5-dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one illustrates the fascinating intersection of organic chemistry and medicinal applications. With ongoing research, the potential of this compound is likely to be further elucidated, paving the way for innovative solutions in health and industry.

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