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Pemetrexed

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Identification
Molecular formula
C20H21F3N5O6S
CAS number
137281-23-3
IUPAC name
2-[2-(4-aminophenyl)-5-(methanesulfonamido)-6-oxo-pyrimidin-1-yl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxo-propyl)acetamide
State
State

At room temperature, Pemetrexed is a solid compound.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
427.47g/mol
Molar mass
427.4040g/mol
Density
1.7100g/cm3
Appearence

Pemetrexed appears as a white to almost white crystalline powder.

Comment on solubility

Solubility of 2-[2-(4-Aminophenyl)-5-(methanesulfonamido)-6-oxo-pyrimidin-1-yl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxo-propyl)acetamide

The solubility of the compound with the formula C20H21F3N5O6S is influenced by its complex structure, which features both hydrophilic and hydrophobic groups.

Factors Affecting Solubility:

  • Polarity: The presence of methanesulfonamido and amino functional groups generally enhances the water solubility due to hydrogen bonding.
  • Hydrophobic regions: The trifluoro-isopropyl moiety contributes to hydrophobic interactions, potentially reducing water solubility.
  • Temperature: Increased temperatures may improve solubility, especially for complex organic molecules.

In general, when assessing the solubility of such compounds, a few key points to keep in mind are:

  1. For organic compounds, polar solvents like water may increase solubility.
  2. Interactions among solute and solvent must be considered carefully, particularly in relation to the intermolecular forces involved.
  3. Solubility data in various solvents is crucial for determining the most effective solvents for practical applications.

Ultimately, while the exact solubility of this specific compound in various solvents may vary, it is likely to display moderate solubility characteristics due to the combination of both polar and nonpolar components in its molecular structure.

Interesting facts

Interesting Facts about 2-[2-(4-aminophenyl)-5-(methanesulfonamido)-6-oxo-pyrimidin-1-yl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxo-propyl)acetamide

This compound is a fascinating example of modern medicinal chemistry, showcasing an intricate design aimed at enhancing biological activity. Here are some compelling insights:

  • Pharmaceutical Relevance: This compound belongs to a class of molecules that may demonstrate important results in pharmacological applications—particularly as potential drug candidates due to their specific interactions with biological targets.
  • Structural Complexity: The inclusion of both pyrimidine and sulfonamide moieties in its structure makes this compound particularly interesting, as these groups are known for their roles in various biochemical pathways. This complexity can influence how the compound interacts with enzymes or receptors in the body.
  • Fluorine Substitution: The presence of three fluorine atoms in its structure not only enhances its lipophilicity but also may improve metabolic stability. Fluorinated compounds often exhibit unique properties compared to their non-fluorinated counterparts.
  • Potential Therapeutic Effects: Given its components, researchers are investigating its potential in treating conditions such as cancer or bacterial infections. The targeted nature of this compound suggests that it could influence specific pathways, leading to fewer side effects.
  • Design Innovation: The synthesis of such a compound poses significant challenges and highlights the ingenuity of synthetic chemists. It showcases the evolving strategies in drug design, where optimizing various functional groups can lead to breakthroughs in treatment options.

This compound is a reflection of how far medicinal chemistry has come, demonstrating the importance of molecular alterations in the quest for effective therapies. As scientific understanding of these complex compounds deepens, the potential for novel applications continues to expand.

Synonyms
CHEMBL274618
SCHEMBL4314817
JWSWTHSJMGVOKE-UHFFFAOYSA-N
BDBM50036118
2-[2-(4-aminophenyl)-5-(methanesulfonamido)-6-oxopyrimidin-1-yl]-N-(1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl)acetamide
PD041929
2-[2-(4-Amino-phenyl)-5-methanesulfonylamino-6-oxo-6H-pyrimidin-1-yl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxo-propyl)-acetamide