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Colchicine

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Identification
Molecular formula
C22H25NO6
CAS number
64-86-8
IUPAC name
N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
State
State

At room temperature, colchicine is a crystalline solid. It is stable under standard conditions, but care should be taken to prevent exposure to excessive moisture and light, which could alter its appearance and purity.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
399.44g/mol
Molar mass
399.4370g/mol
Density
1.3300g/cm3
Appearence

Colchicine appears as an off-white to yellowish powder. It is crystalline in nature and may exhibit slight variations in color based on purity. The powder is generally odorless.

Comment on solubility

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

The compound N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide showcases unique solubility characteristics that stem from its complex molecular structure. Understanding its solubility involves examining several factors:

  • Polarity: The presence of hydroxy and methoxy groups can lead to increased polarity, which generally enhances solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxy group is capable of participating in hydrogen bonding, allowing for solubility in alcohols and other hydrogen bond-donating solvents.
  • Size and Structure: The extensive aromatic system can limit solubility in highly polar solvents due to increased hydrophobic interactions, often making it more soluble in organic solvents like ethanol and acetone.

As a result, N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide can be expected to display variable solubility depending on the solvent used. Generally, it is more soluble in organic solvents compared to water, which can be a crucial consideration in its applications. The solubility profile is not just a property; it is a fundamental aspect influencing the behavior and utility of the compound in various chemical contexts.

Interesting facts

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

N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide, a member of the complex class of organic compounds, is intriguing both for its structural intricacies and potential applications in scientific research. Here are some key points that highlight its significance:

  • Origin and Source: This compound is derived from natural sources, often associated with various plants, and is part of a category of molecules known for their therapeutic properties.
  • Biological Activity: Certain derivatives of this compound have shown promising results in preclinical studies, indicating potential anti-inflammatory and anticancer properties, making it a subject of interest for medicinal chemistry.
  • Stereochemistry: The (7S) designation in its name emphasizes the importance of stereochemistry in its biological activity. The specific arrangement of atoms influences how the compound interacts with biological systems.
  • Complex Structure: The presence of multiple methoxy groups and a hydroxyl group contributes to the compound's unique properties and reactivity, opening doors for further chemical modifications that can enhance its efficacy.
  • Research Potential: Ongoing research is aimed at understanding its mechanisms of action, which could unveil novel pathways for drug development and pharmaceutical applications.

This compound exemplifies how a seemingly obscure structure can reveal profound implications in the realm of chemistry and biochemistry. With the ever-expanding exploration of natural products, compounds like N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide remain at the forefront of scientific discovery.

Synonyms
1-Demethylcolchicine
3464-68-4
N-[(7S)-1-hydroxy-2,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
CHEMBL89092
SCHEMBL15151764
NSC317026
NSC-317026
(s)-N-(1-hydroxy-2,3,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide