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Tigecycline

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Identification
Molecular formula
C29H39N5O8
CAS number
220620-09-7
IUPAC name
[5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1R)-1-hydroxyethyl]-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate
State
State
Tigecycline is commonly found in solid form as a crystalline powder. When prepared for medical use, it is dissolved to form a liquid solution for injection.
Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.15
General information
Molecular weight
586.67g/mol
Molar mass
586.6660g/mol
Density
1.5800g/cm3
Appearence

Tigecycline is usually present as a slightly orange to yellow crystalline powder. It's commonly available in its reconstituted form for intravenous administration, where it appears as a clear, yellow to orange solution.

Comment on solubility

Solubility of 5-(3-Acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1R)-1-hydroxyethyl]-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate

Understanding the solubility of this complex compound is crucial for its application in various fields, particularly in pharmaceutical formulations. The solubility of such compounds can be influenced by multiple factors, including:

  • Polarity: The presence of multiple hydroxyl (–OH) groups enhances its polarity, promoting solubility in polar solvents such as water.
  • Molecular Weight: The large molecular size may hinder its solubility due to steric effects.
  • Temperature: Generally, an increase in temperature can improve solubility, particularly for solid compounds.
  • pH of Solution: The ionization state of the compound can significantly affect its solubility in different pH environments.

Often, compounds with extensive hydrogen bonding capacity, like this one, may exhibit higher solubility in solvents capable of engaging in such interactions. However, it's essential to consider that despite the favorable characteristics, the solubility might still be limited due to its intricate structure and potential intermolecular interactions.

In practical terms, researchers typically measure solubility to provide a clearer picture, often showcasing results in terms of concentrations (e.g., mg/mL) under specific conditions. As one might quote, "solubility is the key to bioavailability," indicating its critical role in the effectiveness of medicinal compounds.

In summary, while the solubility of this compound can be predicted based on its chemical structure and functional groups, empirical data is needed to draw definitive conclusions.

Interesting facts

Interesting Facts about 5-(3-Acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1R)-1-hydroxyethyl]-2-methyl-cyclopentylmethyl 2-hydroxy-6-methyl-benzoate

This complex compound is a member of a class of organic molecules that exhibit fascinating biological activity and structural diversity. Here are some engaging facts about this particular chemical:

  • Structure Complexity: The compound features a multi-functional structure that incorporates a cyclopentyl group along with various functional groups including amino, acetyl, and hydroxy moieties. This reflects the intricate nature of chemical synthesis in organic chemistry.
  • Biological Relevance: Many derivatives of this compound class are studied for their potential therapeutic applications, including anti-cancer and anti-inflammatory activities. The diverse functional groups can interact with biological systems in numerous ways, enhancing their pharmacological properties.
  • Synthetic Pathways: The synthesis of such a complex compound typically involves several steps, including protection-deprotection strategies, coupling reactions, and careful control of reaction conditions. This provides an excellent case study for organic synthesis techniques.
  • Intriguing Mechanism of Action: The presence of a dimethylcarbamoyl group may influence the mechanism through which this compound interacts with enzymes or receptors in biological pathways, making it a subject of interest in medicinal chemistry.
  • Structure-Activity Relationship (SAR): Analyzing how variations in the structure of this compound affect its biological activity offers insights into the development of more effective drugs, making it a valuable compound in pharmaceutical research.

The study of 5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1R)-1-hydroxyethyl]-2-methyl-cyclopentylmethyl 2-hydroxy-6-methyl-benzoate exemplifies the intersection of organic chemistry and biological research, showcasing the potential for discovering new therapeutic agents through chemical innovation.