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Sunitinib

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Identification
Molecular formula
C22H27N4O2S
CAS number
557795-19-4
IUPAC name
6,7-dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine
State
State

At room temperature, sunitinib is a solid. Often formulated as its malate salt for medicinal uses, it is used primarily in its solid state for the production of tablets.

Melting point (Celsius)
174.00
Melting point (Kelvin)
447.20
Boiling point (Celsius)
596.50
Boiling point (Kelvin)
869.70
General information
Molecular weight
398.48g/mol
Molar mass
398.4770g/mol
Density
1.3905g/cm3
Appearence

Sunitinib is typically found as a yellow or orange crystalline powder. The compound is often synthesized for use in the form of its malate salt, which enhances its solubility and stability.

Comment on solubility

Solubility of 6,7-dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine

The solubility characteristics of the compound 6,7-dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine (C22H27N4O2S) are influenced by its complex molecular structure and the presence of various functional groups. Analyzing its solubility can provide insights into its applicability in different mediums.

General Solubility Insights

1. **Polar vs. Nonpolar**: Solubility primarily depends on the **polarity** of the molecule. This compound features both polar (due to the amine and methoxy functional groups) and nonpolar regions, influencing its solubility profiles in different solvents.

2. **Solvent Compatibility**: The compound is expected to have:

  • Higher solubility in polar solvents (like methanol and ethanol) due to its amine and methoxy groups.
  • Limited solubility in nonpolar solvents (like hexane) since nonpolar solvents do not effectively solvate polar molecules.

Factors Affecting Solubility

Several key factors can influence the solubility of this compound:

  • Temperature: Increased temperature usually enhances the solubility of solid compounds.
  • pH levels: Since the compound contains an amine group, adjustments in pH can affect protonation states and, therefore, solubility.
  • Presence of other solutes: The introduction of salts or other solutes can influence the solubility through common ion effects or by altering the solvent properties.

In conclusion, while 6,7-dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine showcases potential for solubility in polar environments, its complete solubility profile requires thorough empirical studies to understand the nuances of its interaction with various solvents.

Interesting facts

Interesting Facts about 6,7-Dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine

6,7-Dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine is an intriguing compound belonging to the quinazoline family, a class known for its diverse pharmacological activities. Here are some interesting aspects of this compound:

  • Pharmacological Potential: This compound has been of interest in medicinal chemistry, as quinazoline derivatives often display a range of biological activities including anti-cancer, anti-inflammatory, and antidepressant effects. Researchers are keen on exploring its potential therapeutic applications.
  • Synthetic Versatility: The synthesis of this compound can involve various methodologies. Typically, it might include coupling reactions and functional group modifications that are common in organic synthesis, allowing for the introduction of the methoxy and methylsulfanyl groups, which can influence biological activity.
  • Mechanism of Action: Similar compounds in the quinazoline class have been known to act as kinase inhibitors. The presence of the amine group may enhance its interaction with specific targets in cellular pathways, providing a pivotal role in drug design.
  • Structural Characteristics: The dual methoxy groups (on the 6 and 7 positions) can significantly affect the compound's pharmacokinetics and solubility, potentially increasing bioavailability when compared to unsubstituted analogs.
  • Research and Development: This compound, among others, continues to be a subject of extensive research, highlighting the importance of structure-activity relationships (SAR) in developing more potent derivatives.

In conclusion, the study of 6,7-dimethoxy-N-(3-methylsulfanylphenyl)quinazolin-4-amine not only contributes to our understanding of quinazoline chemistry but also reflects the ongoing pursuit of novel therapies in pharmaceutical science. As noted by experts in the field, "the design and modification of such compounds can lead to breakthroughs in treatment and understanding of complex diseases."

Synonyms
4-[3-methylsulfanylanilino]-6,7-dimethoxyquinazoline
CHEMBL29641
6,7-dimethoxy-N-[3-(methylsulfanyl)phenyl]quinazolin-4-amine
4-(3-Methylsulfanylanilino)-6,7-Dimethoxyquinazoline
6,7-dimethoxy-N-(3-(methylsulfanyl)phenyl)quinazolin-4-amine
1di9
MSQ
SCHEMBL4322663
BDBM50083955
DB02984
PD007479
NS00068873
Q27093954
(6,7-Dimethoxy-quinazolin-4-yl)-(3-methylsulfanyl-phenyl)-amine