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Alfuzosin

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Identification
Molecular formula
C19H27N5O2
CAS number
81403-68-1
IUPAC name
2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine
State
State

At room temperature, alfuzosin is in a solid state as a fine crystalline powder.

Melting point (Celsius)
105.50
Melting point (Kelvin)
378.65
Boiling point (Celsius)
220.50
Boiling point (Kelvin)
493.65
General information
Molecular weight
389.47g/mol
Molar mass
389.4670g/mol
Density
1.3000g/cm3
Appearence

Alfuzosin typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine

The solubility of 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine is an intriguing aspect of this compound, particularly because its solubility can severely impact its bioavailability and application in various fields.

  • Solvent Compatibility: This compound is likely to exhibit varying solubility in different solvents. Generally, compounds with similar molecular structures tend to be more soluble in organic solvents, which could include:
    • Ethanol
    • DMSO
    • Acetone
    • Aqueous buffers
  • Aqueous Solubility: Its solubility in water could be limited due to the presence of hydrophobic segments in the structure. Compounds with multiple methoxy groups may improve solubility, but the overall solubility profile can still vary significantly.
  • Influencing Factors: Factors that may influence solubility include:
    • Temperature: Higher temperatures often increase solubility.
    • pH: Changes in pH can affect the ionization of the amine group.
    • Presence of salts: Ionic strength can sometimes enhance the solubility of organic compounds.
  • Practical Considerations: Knowledge of solubility is essential for:
    • Formulation in pharmaceutical applications
    • Preparation in chemical syntheses
    • Understanding behavior in biological systems

In summary, while the specific solubility data for 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine may require practical experimentation, understanding these general aspects can guide researchers in anticipating its behavior in various environments.

Interesting facts

Interesting Facts About 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine

This fascinating compound belongs to the class of quinazoline derivatives, which are known for their diverse biological activities. The structure of 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine showcases a remarkable interplay between its various functional groups, which contributes to its potential therapeutic properties.

Biological Significance

Quinazoline derivatives have attracted considerable interest in medicinal chemistry due to their potential as:

  • Anticancer Agents: Many quinazoline compounds have demonstrated significant activity against various cancer cell lines.
  • Antiparasitic Activity: Some structures show promise in inhibiting parasite growth, making them candidates for treating diseases like malaria.
  • Neurological Effects: The allylpiperazine moiety may enhance the compound's ability to interact with neurotransmitter systems, suggesting potential applications in neurology.

Chemical Relationships

The presence of methoxy groups is noteworthy as they can influence the compound's solubility and overall biological activity. Methoxy groups often enhance the electron-donating properties of aromatic systems, potentially increasing binding affinity to biological targets.

Research Implications

With ongoing research, this compound stands as a reminder of the importance of structure-activity relationships (SAR) in drug design. Scientists constantly seek to optimize these properties through:

  • Modifications of functional groups to improve efficacy and reduce side effects.
  • Synthetic pathways that aim for more sustainable and cost-effective production.

As with many compounds in medicinal chemistry, the journey from laboratory synthesis to clinical application can be long and complex. However, with its unique structural features, 2-(4-allylpiperazin-1-yl)-6,7-dimethoxy-quinazolin-4-amine represents a promising candidate for future advances in drug discovery.

Synonyms
QUINAZOSIN
15793-38-1
Quinazosin [INN]
UNII-436XK6QFMR
quinazosina
quinazosine
436XK6QFMR
2-(4-Allyl-1-piperazinyl)-4-amino-6,7-dimethoxyquinazoline
DTXSID40166331
Quinazoline, 2-(4-allyl-1-piperazinyl)-4-amino-6,7-dimethoxy-
4-Quinazolinamine, 6,7-dimethoxy-2-(4-(2-propenyl)-1-piperazinyl)-
quinazosinum
DTXCID6088822
6,7-dimethoxy-2-(4-prop-2-enylpiperazin-1-yl)quinazolin-4-amine
SCHEMBL122242
orb2815209
CHEMBL2111007
QAA79338
NS00122053
Q15634027