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Amonafide

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Identification
Molecular formula
C17H17N3O4
CAS number
69408-81-7
IUPAC name
N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
State
State

At room temperature, Amonafide is in a solid state, usually found in the form of crystalline powder.

Melting point (Celsius)
263.00
Melting point (Kelvin)
536.15
Boiling point (Celsius)
650.00
Boiling point (Kelvin)
923.15
General information
Molecular weight
370.39g/mol
Molar mass
370.3860g/mol
Density
1.4230g/cm3
Appearence

Amonafide is typically found as a crystalline solid. The crystals may appear as a pale yellow or off-white powder.

Comment on solubility

Solubility of N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

The solubility of N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is an important characteristic that influences its applications and effectiveness in various settings. Understanding its solubility behavior can shed light on its potential interactions and bioavailability. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple methoxy groups enhances the compound's polarity, which may contribute to increased solubility in polar solvents.
  • Hydrogen bonding: The hydroxy (-OH) group in the structure can engage in hydrogen bonding with water, potentially improving solubility.
  • Solvent compatibility: This compound is likely more soluble in organic solvents like ethanol or methanol compared to non-polar solvents.
  • Temperature dependency: Like many compounds, its solubility may increase with an increase in temperature, aiding in dissolution processes under specific conditions.

In conclusion, the solubility of N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is influenced by its structural features and external conditions. Understanding this solubility can facilitate its use in pharmaceutical and chemical applications. It is essential to conduct empirical solubility testing to determine exact behaviors under various circumstances.

Interesting facts

Interesting Facts about N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is a complex organic compound that showcases intriguing aspects of both its structure and potential applications.

Chemical Complexity

  • Stereochemistry: The designation of "(7S)" highlights the compound's chirality, which plays a critical role in its biological activity and interaction with biological systems.
  • Functional Groups: With multiple methoxy groups and a hydroxyl group, this compound exhibits interesting reactivity and could participate in diverse chemical reactions.

Biological Significance

This compound is part of a family of natural products known for their medicinal properties. Research suggests that compounds with such complex structures can lead to:

  • Antioxidant activity – combating oxidative stress in cells.
  • Antimicrobial properties – potentially effective against various pathogens.
  • Cytotoxic effects – indicating potential uses in cancer research.

Research and Applications

Ongoing studies focus on the compound's mechanisms of action, and its roles in:

  • Pharmacology: Understanding how its structural features contribute to efficacy.
  • Material Science: Exploring its potential uses in developing new materials with enhanced properties.
  • Natural Product Synthesis: As a model for synthesizing similar compounds in the lab.

In summary, N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide exemplifies the rich tapestry of organic chemistry, where intricate structures can lead to significant biological and industrial applications.

Synonyms
2-Demethylcolchicine
2-Demethyl Colchicine
O2-Demethylcolchicine
7336-36-9
102491-80-5
Colchicine, O(2)-demethyl-
2-O-demethyl colchicine
Alkaloid CC 6, from Colchicum cornigerum
2-DESMETHYLCOLCHICIN
CHEMBL1080
N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
V9U19L3N0J
O(sup 2)-Demethylcolchicine
NSC-180533
COLCHICINE, O(sup 2)-DEMETHYL-
NSC 180533
(-)-2-Demethylcolchicine
UNII-V9U19L3N0J
Colchicine, 3-demethyl- (7CI)
ACETAMIDE, N-((7S)-5,6,7,9-TETRAHYDRO-2-HYDROXY-1,3,10-TRIMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)-
Acetamide, N-(5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)-
Acetamide, N-[(7S)-5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-
2-dimethylcolchicine
Acetamide, N-(5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)
SCHEMBL2007529
DTXSID90223605
BDBM50157479
NSC180533
AKOS030254275
FD20990
Q27291711
N-(2-Hydroxy-1,3,10-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
Acetamide,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
N-((S)-2-Hydroxy-1,3,10-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-[(7S)-5,6,7,9-Tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide;O2-Demethylcolchicine;(-)-2-Demethylcolc hicine