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Combretastatin A-4

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Identification
Molecular formula
C18H19NO4
CAS number
117048-59-6
IUPAC name
3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
State
State

At room temperature, Combretastatin A-4 is typically in a solid state. This compound is notable for its role as an anti-cancer agent due to its ability to disrupt the function of microtubules in cells.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
342.00
Boiling point (Kelvin)
615.15
General information
Molecular weight
356.38g/mol
Molar mass
356.3760g/mol
Density
1.2430g/cm3
Appearence

Combretastatin A-4 appears as a pale yellow crystalline solid. It is often used in its phosphate form in research and pharmaceutical studies to increase its solubility. The compound should be handled under proper safety conditions as it is potentially hazardous.

Comment on solubility

Solubility of 3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

The solubility of 3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one involves several intriguing factors. This compound's molecular structure, with its diverse functional groups, impacts its ability to dissolve in various solvents.

Key Points on Solubility:

  • Polar Solvents: Compounds with polar functional groups tend to dissolve well in polar solvents such as water or methanol. Observing the presence of multiple methoxy groups could suggest some degree of solubility in these solvents.
  • Non-Polar Solvents: Conversely, the hydrophobic characteristics from portions of the molecule may lead to better solubility in non-polar solvents like hexane or chloroform.
  • pH Effects: The solubility can also be pH-dependent. In more acidic or basic solutions, the ionization of the compound can enhance or reduce its solubility.
  • Temperature Influence: As with many organic compounds, increasing the temperature generally improves solubility due to heightened molecular activity.

Understanding the solubility behavior of such complex compounds is crucial for applications in pharmaceuticals and materials science. To quote a key chemical principle, "Like dissolves like," which emphasizes the need for compatible solvent characteristics to achieve optimal solubility.

In summary, solubility is influenced by a blend of structural characteristics, solvent properties, and external conditions. Each of these factors plays a vital role in predicting how well 3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one will behave in different environments.

Interesting facts

Interesting Facts about 3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

This compound showcases a fascinating interplay between organic chemistry and medicinal applications. Known for its unique structure, it offers various interesting aspects:

  • Versatile Building Block: The presence of the 2,5-dihydropyrrol moiety contributes significantly to its potential as a building block in the synthesis of other complex molecules.
  • Fluorescence: Compounds of similar structures have demonstrated fluorescent properties, making them useful in biological imaging and research.
  • Biological Activity: Research suggests that derivatives of this compound may possess potential therapeutic effects, particularly in the realm of anti-inflammatory and antimicrobial activity.
  • Synthetic Pathways: The synthesis of this compound not only involves traditional organic reactions but also underscores the importance of green chemistry principles due to the efficiency of its formation.
  • Phenolic Influence: The presence of the 3,4,5-trimethoxyphenyl group enhances its reactivity and could improve its biological properties by modulating its interactions within biological systems.

This compound is not just a compound of interest; it symbolizes a bridge between synthetic organic chemistry and its potential applications in pharmaceuticals and materials science. As research continues, the full extent of its capabilities and uses will likely be elucidated.

Synonyms
ROLETAMIDE
10078-46-3
Roletamida
M6VJV033PW
3-(2,5-dihydropyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
CL 59112
3',4',5'-Trimethoxy-3-(3-pyrrolin-1-yl)acrylophenone
Roletamidum
2-Propen-1-one, 3-(2,5-dihydro-1H-pyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)-
CL-59112
ROLETAMIDE [INN]
Roletamide [USAN:INN]
ROLETAMIDE [USAN]
UNII-M6VJV033PW
DTXSID40864204
NS00124634
Q27283568
1-(3,4,5-Trimethoxyphenyl)-3-(2,5-dihydro-1-pyrrolyl)propenon
3-(2,5-Dihydro-1H-pyrrol-1-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one