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Beta-lactamase Inhibitor

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Identification
Molecular formula
C22H26N2O7
CAS number
148848-74-8
IUPAC name
[(3R,5S)-5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate
State
State
The compound is typically found in a solid state at room temperature.
Melting point (Celsius)
138.00
Melting point (Kelvin)
411.15
Boiling point (Celsius)
277.00
Boiling point (Kelvin)
550.15
General information
Molecular weight
448.52g/mol
Molar mass
448.5200g/mol
Density
1.4200g/cm3
Appearence

This compound typically appears as a crystalline solid. The color can vary from white to off-white.

Comment on solubility

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

The solubility of complex organic compounds like [(3R,5S)-5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate is influenced by a number of factors, and understanding these factors is critical for practical applications.

  • Polarity: The presence of hydroxyl groups in the structure often increases polarity, which can enhance solubility in polar solvents like water.
  • Hydrogen Bonding: The ability to form hydrogen bonds can also significantly affect solubility. Compounds with multiple -OH groups can effectively interact with solvents through these bonds.
  • Hydrophobic Regions: Conversely, hydrophobic regions can impede solubility in aqueous environments, making the compound less soluble in water.

It is often said that "like dissolves like," meaning that compounds will generally dissolve better in solvents with similar polarity. Thus, compounds with a significant number of hydrophobic characteristics may solubilize effectively in organic solvents, but have reduced solubility in water.

In the case of this compound, you may encounter a solubility profile that shows:

  • Improved solubility in mixed solvents (polar and non-polar).
  • Variable solubility depending on pH conditions, due to the presence of both acidic and basic functional groups.

In conclusion, the solubility of such a compound is quite complex and necessitates an understanding of its specific structural attributes and their interactions with varying solvents. Always consider conducting solubility tests to determine the optimal conditions for any practical applications.

Interesting facts

Interesting Facts About [(3R,5S)-5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate

This compound features a complex structure that makes it particularly interesting in the field of medicinal chemistry. Here are some intriguing aspects to consider:

  • Synthetic Relevance: The presence of multiple functional groups, including amino, hydroxy, and acetyl groups, allows for potential interactions with biological systems, highlighting its potential in drug development.
  • Chirality: With specified stereochemistry at two positions (3R and 5S), this compound exemplifies the importance of chirality in pharmaceutical activity. Enantiomers can exhibit vastly different biological effects.
  • Biological Applications: Compounds with similar structures can act as enzyme inhibitors or modulators, making this compound a candidate for further investigation in disease treatment, particularly in areas of cancer or inflammation.
  • Structure-Activity Relationship (SAR): Understanding how different substituents affect the biological activity of this compound may lead to the development of more effective analogs.
  • Multifunctionality: The ability to showcase multiple active sites could pave the way for multi-target therapies, where one compound can elicit multiple therapeutic effects.

As the landscape of medicinal chemistry evolves, compounds like this one serve as crucial intermediates for the advancement of innovative therapies. With further research, the mechanistic pathways and therapeutic viability of such complex molecules continue to unfold.

Synonyms
1405-46-5
DTXSID50930863
N'-[4-(3-Acetylanilino)-5-amino-2,3-dihydroxy-1-(1-hydroxyethyl)-3-{[(2-hydroxy-6-methylbenzoyl)oxy]methyl}-2-methylcyclopentyl]-N,N-dimethylcarbamimidic acid