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Afatinib

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Identification
Molecular formula
C24H25ClFN5O
CAS number
850140-72-6
IUPAC name
1-[3-[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethane-1,1-diol
State
State

At room temperature, Afatinib is typically a solid.

Melting point (Celsius)
242.00
Melting point (Kelvin)
515.00
Boiling point (Celsius)
588.92
Boiling point (Kelvin)
862.07
General information
Molecular weight
485.94g/mol
Molar mass
485.9500g/mol
Density
1.4262g/cm3
Appearence

Afatinib appears as a white to slightly yellowish crystalline powder.

Comment on solubility

Solubility of 1-[3-[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethane-1,1-diol

The solubility of a compound in various solvents can significantly impact its applications in different fields, such as pharmaceuticals and material science. For the complex compound 1-[3-[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethane-1,1-diol (C24H25ClFN5O), solubility might be influenced by several factors:

  • Molecular Structure: The presence of functional groups such as amino, fluoro, and hydroxyl groups may enhance solubility in polar solvents.
  • Hydrogen Bonding: The hydroxyl group can participate in hydrogen bonding, potentially improving solubility in polar solvents like water.
  • Fluorination: The trifluoro group may introduce hydrophobic characteristics, which could decrease solubility in non-polar solvents.
  • Temperature and pH: Solubility may vary with temperature and the pH of the solution, which can affect ionization and the stability of the compound.

While there is no definitive solubility data available for this specific compound, it is likely to be soluble in polar organic solvents such as methanol and ethanol, but might have limited solubility in non-polar solvents.
Understanding these factors can help researchers predict the behavior of this compound in various environments, tailoring its use in applications that require specific solubility characteristics.

Interesting facts

Interesting Facts about 1-[3-[(4-amino-5-fluoro-2-methyl-3-quinolyl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethane-1,1-diol

This complex compound is a fascinating example of modern medicinal chemistry where the design and synthesis are tailored for specific biological activity. Here are some intriguing aspects of this compound:

  • Targeted Action: This compound includes a quinoline moiety, which has been recognized for its potential in treating various conditions, including cancer and infectious diseases. The presence of a fluoro-substituent enhances its potency and metabolic stability.
  • Fluorine Chemistry: The incorporation of trifluoroethyl groups can significantly influence the physicochemical properties of a compound, often improving its lipophilicity and bioavailability. This makes it a valuable structure in drug design.
  • Diverse Functionalities: The presence of multiple functional groups, such as amino, phenyl, and hydroxyl, provides diverse interaction sites for target proteins, allowing for greater specificity in drug action.
  • Development Potential: Compounds with rich functionalities like this one may undergo further development for applications beyond pharmaceuticals, including agrochemicals and materials science.
  • Synthesis Challenges: The synthesis of such a compound can be quite challenging, given the need for precise control over stereochemistry and functional group compatibility during multi-step processes.

As contemporary research progresses, understanding the pharmacodynamics and mechanisms of action related to this compound could yield significant advancements in therapeutic strategies. Its complexity mirrors the intricate nature of modern drug discovery, where each molecule tells a story of science and innovation.

Synonyms
1-[3-({[(4-AMINO-5-FLUORO-2-METHYLQUINOLIN-3-YL)METHYL]THIO}METHYL)PHENYL]-2,2,2-TRIFLUOROETHANE-1,1-DIOL
1-[3-({[(4-amino-5-fluoro-2-methylquinolin-3-yl)methyl]sulfanyl}methyl)phenyl]-2,2,2-trifluoroethane-1,1-diol
Aminoquinoline 28
1-(3-((((4-AMINO-5-FLUORO-2-METHYLQUINOLIN-3-YL)METHYL)THIO)METHYL)PHENYL)-2,2,2-TRIFLUOROETHANE-1,1-DIOL
SCHEMBL21067345
BDBM10504
DB07756
FBQ
PD005493
NS00069119
Q27096974
4-Amino-5-fluoro-2-methyl-3-[3-(1,1-dihyroxy-2,2,2-trifluoroethyl)-benzylthiomethyl]quinoline