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Doxazosin

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Identification
Molecular formula
C23H25N5O5
CAS number
74191-85-8
IUPAC name
1-[4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one
State
State

At room temperature, Doxazosin is typically found in a solid state as a crystalline powder form.

Melting point (Celsius)
272.50
Melting point (Kelvin)
545.70
Boiling point (Celsius)
512.60
Boiling point (Kelvin)
785.80
General information
Molecular weight
451.48g/mol
Molar mass
451.5370g/mol
Density
1.3741g/cm3
Appearence

Doxazosin appears as a white to off-white crystalline powder. It is often odorless and is slightly soluble in water and alcohol solvents.

Comment on solubility

Solubility Overview

The compound 1-[4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one, with the chemical formula C23H25N5O5, presents unique solubility characteristics that are important for its applications. While specific solubility data may be limited, the structure of this compound suggests certain trends:

Factors Influencing Solubility

  • Presence of Functional Groups: The presence of amino groups and methoxy groups may enhance solubility in polar solvents due to hydrogen bonding.
  • Molecular Weight: With a relatively high molecular weight (approximately 425.47 g/mol), solubility might be lower compared to smaller compounds.
  • Polarity: The compound’s polar and non-polar parts may lead to solubility in a range of solvents. It may be soluble in dimethyl sulfoxide (DMSO) or dimethylformamide (DMF), while exhibiting limited solubility in non-polar solvents.

Aqueous Solubility

While specific solubility values in water are not readily available, it is likely that :

  • It has low to moderate aqueous solubility due to its complex structure.
  • Ionization could occur depending on the pH, potentially increasing solubility in basic media.

Conclusion

In summary, the solubility of 1-[4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one is expected to be influenced by its structural features and the nature of the solvent. Understanding its solubility profile is crucial for optimizing its use in various chemical applications.

Interesting facts

Interesting Facts about 1-[4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one

This compound is a fascinating example of the intersection of pharmacology and organic chemistry. It features a complex structure that combines multiple functional groups, making it a candidate for various therapeutic applications. Here are some standout aspects of this compound:

  • Bioactivity: Compounds like this one, which include a quinazoline moiety, are known for their potential as anticancer agents and inhibitors of various enzymes. This highlights the importance of such compounds in drug design.
  • Multifunctional Design: The presence of both a diazepan and a substituted quinazoline suggests potential for the compound to interact with a variety of biological targets, enhancing its efficacy.
  • Synthesis Challenges: Creating this compound involves intricate synthetic strategies due to its multi-ring structure and several active functional groups. This complexity challenges chemists to innovate efficient synthetic pathways.
  • Research Frontiers: Ongoing research into quinazoline derivatives is expanding the understanding of their mechanism of action, particularly in the context of cancer and neurological disorders.

In conclusion, 1-[4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one stands as a testament to the intricacies of chemical compounds. As scientists continue to explore and manipulate such structures, we move closer to discovering novel therapeutics that can better treat a range of diseases. As one researcher noted, "The complexity of these compounds often leads to the most intriguing biological outcomes."

Synonyms
Bunazosin
80755-51-7
Bunazosin [INN]
Bunazosina
Bunazosine
Bunazosine [French]
Bunazosinum
Bunazosinum [Latin]
Bunazosina [Spanish]
1-[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one
Andante
1-(4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)-1,4-diazepan-1-yl)butan-1-one
1-[4-(4-amino-6,7-dimethoxy-2-quinazolinyl)hexahydro-1H-1,4-diazepin-1-yl]-
UNII-9UUW4V7G2H
9UUW4V7G2H
Bunazosin (INN)
BUNAZOSIN [MI]
BUNAZOSIN [WHO-DD]
DTXSID7022700
4-Amino-2-(4-butyryl-1,4-diazepan-1-yl)-6,7-dimethoxychinazolin
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-butyrylhexahydro-1H-1,4-diazepine
Bunazosinum (Latin)
1H-1,4-Diazepine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)hexahydro-4-(1-oxobutyl)-, monohydrochloride
bunazocine
4-amino-2-(4-butanoylhexahydro-1H-1,4-diazepin-1-yl)-6,7-dimethoxyquinazoline HCl
SR-01000945226
NCGC00183272-01
E 643
4-Amino-2-(4-butyrylhexahydro-1H-1,4-diazepin-1-yl)-6,7-dimethoxy-quinazoline
SCHEMBL49348
MLS006011493
CHEMBL188185
DTXCID602700
CHEBI:135576
BDBM50088386
AKOS030228613
DB12230
AS-73224
DA-61946
SMR004703272
HY-107326
CS-0028147
NS00007723
D07550
EN300-6492965
L013380
Q4997419
SR-01000945226-1
SR-01000945226-2
BRD-K35034482-001-01-8
Z1172912933
2-(4-butanoyl-1,4-diazepan-1-yl)-6,7-bis(methyloxy)quinazolin-4-amine