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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
State
State
Phenazone is typically a solid at room temperature. It is often handled in its crystalline powder form for pharmaceutical applications.
Melting point (Celsius)
156.00
Melting point (Kelvin)
429.15
Boiling point (Celsius)
303.00
Boiling point (Kelvin)
576.15
General information
Molecular weight
188.23g/mol
Molar mass
188.2290g/mol
Density
1.1240g/cm3
Appearence

Phenazone typically appears as white or slightly yellowish crystals or as a crystalline powder. It is known for its characteristic bitter taste. The substance is stable under normal temperatures and pressures and is known to be soluble in water. The crystals are often well-formed and sharp, adding to their distinctive appearance.

Comment on solubility

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

The solubility of 1,5-dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one can be quite intriguing due to its complex molecular structure and the presence of various functional groups. Generally, the solubility of organic compounds like this one is influenced by several factors:

  • Polarity: The compound's solubility in water may be limited due to its predominantly non-polar characteristics. Its large hydrophobic regions can hinder interactions with polar solvents.
  • Functional Groups: The presence of carbonyl and aromatic groups in the structure can facilitate solubility in organic solvents such as ethanol and acetone.
  • Temperature: Higher temperatures often increase solubility, particularly for solids. Therefore, heating the compound may enhance its dissolution rate in appropriate solvents.
  • pH Conditions: The solubility may also vary with different pH levels, especially if there are any acidic or basic sites that can engage in protonation or deprotonation.

In summary, while 1,5-dimethyl-4-[3-oxo-3-(p-tolyl)prop-1-enyl]-2-phenyl-pyrazol-3-one may exhibit low solubility in water, it is likely to dissolve better in organic solvents. As stated, "the solubility of a compound depends on the balance between its polar and non-polar characteristics," and this compound is no exception.

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.