Skip to main content

Colchicine

ADVERTISEMENT
Identification
Molecular formula
C22H25NO6
CAS number
64-86-8
IUPAC name
[(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate
State
State

At room temperature, colchicine appears as a solid in crystalline form. It is not typically found in a liquid form under standard conditions.

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.20
Boiling point (Celsius)
526.10
Boiling point (Kelvin)
799.30
General information
Molecular weight
399.44g/mol
Molar mass
399.4350g/mol
Density
1.6600g/cm3
Appearence

Colchicine is a white to pale yellow crystalline powder. It is an alkaloid that can be found in the autumn crocus (Colchicum autumnale) and has a very distinct appearance.

Comment on solubility

Solubility of [(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate

The solubility of a compound is a critical characteristic that governs its behavior in various applications. For the compound [(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate, solubility is influenced by several factors, including:

  • Polarity: Compounds that possess polar functional groups, such as hydroxyl (-OH) and methoxy (-OCH3), often exhibit higher solubility in polar solvents like water.
  • Hydrophobic Character: The presence of hydrocarbon chains can increase hydrophobic interactions, potentially reducing aqueous solubility.
  • Temperature: Generally, increasing temperature enhances solubility, allowing more molecules to dissolve in the solvent.
  • pH Levels: The ionization of certain functional groups can drastically affect solubility; for instance, acidic or basic conditions can lead to the formation of ions, enhancing solubility.

In practice, solubility can be categorized into different types:

  1. High Solubility: If a compound dissolves readily in solvents, it can be described as highly soluble (more than 1000 mg/L).
  2. Moderate Solubility: Compounds that dissolve between 100 mg/L and 1000 mg/L are considered moderately soluble.
  3. Poor Solubility: Compounds with solubility less than 100 mg/L are generally regarded as poorly soluble.

For [(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate, empirical studies and data would be essential to accurately determine its solubility profile. It is crucial to conduct solubility tests in various solvents to gain a comprehensive understanding of how this complex molecule behaves, especially since "the solubility will dictate the physicochemical properties and the potential therapeutic applications of the compound."

Interesting facts

Interesting Facts about [(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate

This complex organic compound, with a structure that suggests it has substantial biological activity, is notable for several reasons:

  • Pharmacological Potential: Compounds with similar structural features often display a range of pharmacological activities, including anti-inflammatory, analgesic, and antimicrobial properties. This makes the compound of interest in medicinal chemistry.
  • Synthesis Exploration: The synthesis of such a molecule can involve intricate multi-step reactions that highlight the creativity and precision required in organic chemistry. Synthesizing these compounds can lead to more efficient methods and innovative applications.
  • Structural Complexity: The presence of a pyrrolizidine moiety can affect the compound's interaction with biological systems. It is intriguing to study how such a structure influences the molecule's overall behavior.
  • Environmental Impact: As research into compounds like this one continues, scientists must consider the environmental implications of their synthesis and breakdown products.
  • Potential Natural Sources: Many compounds in this category are inspired by natural products. Examining plants that may contain similar structures could yield new insights into biochemistry and pharmacognosy.

In the field of medicinal chemistry, exploring compounds with complex frameworks like [(7S)-7-acetoxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate not only advances our understanding of chemistry but also holds promise for the future of drug discovery and development.

As scientist Marie Curie once said, "Nothing in life is to be feared, it is only to be understood." This quote resonates well with the journey of investigating such intriguing compounds.

Synonyms
Acetylheliotrine
7-Acetylheliotrine
HELIOTRINE, 7-ACETATE
BRN 1504595
26607-98-7
(1-(Acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate (1S-(1alpha,7(R*(S*)),7aalpha))-
Butanoic acid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-, (1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl ester, (1S-(1alpha,7(R*(S*)),7aalpha))-
RefChem:347091
DTXSID80949448
[1-(Acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl 2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate