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Colchicine

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

Colchicine is typically found as a solid at room temperature. It retains its solid state unless it is introduced to a solvent or raised to its melting point. Its crystalline nature is characteristic of many alkaloids and impacts its handling and storage requirements in laboratory settings.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
110.00
Boiling point (Kelvin)
383.15
General information
Molecular weight
399.44g/mol
Molar mass
399.4370g/mol
Density
1.2000g/cm3
Appearence

Colchicine appears as a pale yellow to off-white crystalline powder. It is visually distinguished by its fine, powdery consistency which may clump together when exposed to air due to moisture absorption.

Comment on solubility

Solubility of (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

The solubility of (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one can be influenced by its unique chemical structure. Due to the presence of multiple methoxy groups and a dimethylamino functional group, this compound displays specific solubility characteristics:

  • Polarity: The methoxy groups contribute to the overall polarity of the molecule, enhancing its solubility in polar solvents.
  • Solvent Compatibility: It tends to be more soluble in organic solvents such as ethanol and methanol, while having limited solubility in water.
  • Hydrogen Bonding: The dimethylamino group can engage in hydrogen bonding with solvent molecules, further affecting solubility in polar environments.

It's essential to note that solubility can vary considerably depending on temperature and the specific solvent system employed. As a general rule:

  • In non-polar solvents, its solubility is expected to be lower.
  • In polar solvents, like dimethyl sulfoxide (DMSO) or acetonitrile, solubility may be higher due to favorable interactions.

Understanding the solubility of this compound is crucial for its application in various chemical processes and formulations. Thus, careful consideration of solvency conditions can lead to optimal use and effectiveness in various settings.

Interesting facts

Interesting Facts about (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

The compound (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one is a fascinating member of the benzo[a]heptalene family. This class of compounds has drawn attention due to their unique structural features and potential applications in various fields of research.

Key Features:

  • Structural Complexity: The intricate arrangement of its molecular skeleton, with multiple methoxy groups and a dimethylamino substitution, highlights the chemical versatility and potential reactivity of this compound.
  • Potential Bioactivity: Compounds with similar structures have been investigated for their biological activities, including anticancer properties and effects on neural pathways. Researchers are continually exploring how small modifications can lead to significant changes in activity.
  • Applications in Material Science: The unique electronic properties of benzo[a]heptalene derivatives open avenues for their use in organic electronics, including light-emitting diodes (OLEDs) and photovoltaic cells.

As a compound of significant interest, (7S)-7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one can serve as a model system for studying molecular interactions, especially in the context of drug design and organic synthesis. Its study helps illuminate the importance of structure-activity relationships in medicinal chemistry.

In the words of famed chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This mantra rings true in the exploration of such complex compounds, where each investigation can lead to unexpected discoveries and advancements in both chemistry and pharmacology.

Synonyms
N-Methylcolchamine
Methylademecolcine, N-
Demecolcine, N-methyl-
N-Methyldemecolcine
N-Deacetyl-N,N-dimethylcolchicine
B631861F037K145
COLCHICINE, N-DEACETYL-N,N-DIMETHYL-
NSC 403150
DTXSID10223607
Benzo(a)heptalen-9(5H)-one, 7-dimethylamino-6,7-dihydro-1,2,3,10-tetramethoxy-, (S)-
DTXCID00146098
7336-44-9
NSC403150
CHEMBL88003
NSC-403150