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Colchicine

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

At room temperature, colchicine is a solid. It is stable under normal conditions but should be stored away from light and moisture to prevent degradation.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
399.44g/mol
Molar mass
399.4390g/mol
Density
1.5500g/cm3
Appearence

Colchicine is typically a pale yellow powder that is crystalline in nature. In its pure form, it appears as a pale yellow amorphous powder. When prepared for pharmaceutical use, it is often presented as a white crystalline powder. It is known for its high purity and stability when processed correctly.

Comment on solubility

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

The solubility of N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]formamide can vary significantly depending on several factors including temperature, pH, and the presence of solvents.

Key Points about Solubility:

  • Hydrophilicity vs. Hydrophobicity: The compound possesses multiple methoxy (–OCH3) groups which can enhance solubility in polar solvents. However, the bulky structure may also impart some degree of hydrophobic character.
  • Solvent Dependence: It is expected to be soluble in polar organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO) due to its functional groups.
  • Temperature Effect: Increasing temperature generally increases solubility for most compounds, including this one, facilitating interactions with solvent molecules.
  • Aqueous Solubility: Limited solubility in water is anticipated, necessitating careful consideration for biological applications.

In summary, understanding the solubility characteristics of N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]formamide is crucial for its practical applications, particularly in pharmacology and formulations, where a precise knowledge of solubility is essential for efficacy and stability.

Interesting facts

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

This intriguing organic compound belongs to a class of molecules known as formamides, which are derivatives of formic acid. What sets this particular compound apart is its complex structure, featuring a unique combination of functional groups that contributes to its fascinating biological activities and potential applications.

Key Features

  • Structural Complexity: The compound has multiple methoxy groups and an oxo group that enhance its chemical reactivity and solubility in various solvents.
  • Biological Relevance: Many derivatives of benzo[a]heptalene have shown promise in medicinal chemistry, particularly in their ability to interact with biological targets.
  • Chirality: The presence of a stereocenter in the compound means that it can exist in different enantiomeric forms, which may exhibit different biological effects.

The synthesis of such compounds often involves advanced techniques in organic chemistry, including C-alkylation and reduction reactions. Researchers are continually exploring the potential of this compound in drug development, especially due to its interesting pharmacological characteristics.

As a student or budding scientist, it's pivotal to appreciate how small changes in molecular structure can lead to significant variations in activity. This compound exemplifies that principle well, making it an excellent case study in the fields of pharmaceutical chemistry and synthetic chemistry.

Overall, understanding the properties and implications of N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]formamide can pave the way for future innovations in therapeutic agents!

Synonyms
N-Formyldemecolcine
14686-61-4
COLCHICINE, N-DEACETYL-N-FORMYL-N-METHYL-
CHEBI:80675
N-methyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]formamide
N-Formyldemeocolcine
NSC 315260
BRN 3179104
NSC315260
Formamide, N-methyl-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-,
CHEMBL315193
DTXSID00163528
NSC-315260
NCI60_002713
HY-164510
N-DEACETYL-N-FORMYL-N-METHYLCOLCHICINE
Q27149717
Formamide,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl-, (S)-