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Doxycycline

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Identification
Molecular formula
C22H24N2O8
CAS number
564-25-0
IUPAC name
[(7R,8S)-11-amino-5-but-2-enoyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
State
State

At room temperature, doxycycline is a solid compound and is typically handled in powder form. It is relatively stable under standard conditions but should be protected from light, as tetracyclines can degrade when exposed to light.

Melting point (Celsius)
201.00
Melting point (Kelvin)
474.15
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
444.44g/mol
Molar mass
444.4350g/mol
Density
1.5400g/cm3
Appearence

Doxycycline is a yellow, crystalline powder. It can also appear as a yellowish solid or powder, depending on the form and impurities that might be present. Doxycycline is known for its bright yellow color, which is characteristic of many tetracycline antibiotics.

Comment on solubility

Solubility of [(7R,8S)-11-amino-5-but-2-enoyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

The solubility of complex organic compounds like [(7R,8S)-11-amino-5-but-2-enoyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate is influenced by several factors. Here are some considerations to take into account:

  • Nature of Functional Groups: The presence of amino (-NH2) and carbamate (-OC(=O)N-) functional groups typically increases the solubility in polar solvents, such as water.
  • Polarity: The overall polarity of the compound plays a crucial role; higher polarity can lead to greater solubility in polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvent molecules can enhance its solubility significantly.
  • Structural Complexity: The tetracyclic structure adds to the complexity of solubility; steric hindrance may affect how the molecule interacts with solvents.

“Like dissolves like” is a fundamental rule in chemistry that succinctly describes the solubility behavior; thus, if the compound is non-polar, it will be poorly soluble in polar solvents. Understanding these relationships can lead researchers to predict and manipulate the solubility characteristics effectively.

In conclusion, while the detailed solubility of this compound can vary depending on the context, its functional groups and structural properties suggest that it may exhibit moderate solubility in suitable solvents. Further experimental studies would be required to determine precise solubility metrics.

Interesting facts

Interesting Facts about [(7R,8S)-11-amino-5-but-2-enoyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

This fascinating compound is a member of the larger family of carbamates, which are notable for their wide range of applications in both organic synthesis and biological activity. Here are some intriguing aspects to consider:

  • Molecular Complexity: The structure of this compound exemplifies extraordinary molecular complexity, as it comprises a tetracyclic framework, which is rarely encountered in natural products.
  • Functional Diversity: Its unique arrangement includes functional groups like the amino group and ester functionalities, contributing to its potential for various biochemical interactions.
  • Potential Pharmacological Insights: Compounds like this one can serve as valuable lead candidates in drug development due to their structural motifs that may interact with biological receptors, possibly leading to therapeutic discoveries.
  • Chemical Stability: The incorporation of dioxo and diaza moieties may enhance the stability of this molecule while also imparting unique reactivity patterns that could be harnessed in synthetic methodologies.
  • Catalytic Applications: The intricate stereochemistry has implications for asymmetric catalysis, where such compounds can act as chiral catalysts in various reactions, promoting selectivity and efficiency.

Overall, the study of [(7R,8S)-11-amino-5-but-2-enoyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate not only showcases the beauty of chemical structure but also emphasizes the interconnectedness of chemistry with health and industry. As stated by renowned chemist Marie Curie, “Nothing in life is to be feared; it is only to be understood.” This mantra reflects the ongoing quest to unravel the mysteries behind such complex compounds, paving the way for innovative advancements.