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Lopinavir

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Identification
Molecular formula
C37H48F2N2O5
CAS number
192725-17-0
IUPAC name
tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate
State
State

Lopinavir is a solid at room temperature, typically prepared in combination with Ritonavir when used pharmaceutically in the form of oral capsules or solutions.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
455.90
Boiling point (Kelvin)
729.10
General information
Molecular weight
628.81g/mol
Molar mass
628.8110g/mol
Density
1.2500g/cm3
Appearence

Lopinavir is typically encountered as a white to off-white crystalline powder. It is slightly hygroscopic and is practically insoluble in water but soluble in ethanol and methanol.

Comment on solubility

Solubility of tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate

The solubility of tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate (C37H48F2N2O5) is an intriguing aspect of this compound’s chemistry. It's worth noting several considerations when assessing its solubility:

  • Polarity: This compound features a blend of polar and non-polar functional groups, making it exhibit amphiphilic properties, which can influence solubility in various solvents.
  • Hydrophobic Groups: The presence of bulky tert-butyl and phenyl moieties tends to enhance its solubility in organic solvents, such as dichloromethane or ethyl acetate.
  • Fluorine Atoms: The incorporation of fluorine atoms, particularly within aromatic rings, can enhance the compound’s ability to interact with the solvent, potentially improving solubility in certain conditions.
  • Solvent Choice: Typical solvents for dissolving this compound might include:
    • Dimethyl sulfoxide (DMSO)
    • Acetonitrile
    • Chloroform
  • Water Solubility: It is anticipated that the solubility in water is low, primarily due to the hydrophobic nature of its structure.

In conclusion, the solubility profile of this compound suggests a preference for various organic solvents over water, making it a versatile choice in synthetic applications. As is often the case, the **specific solubility** can greatly depend on factors such as temperature, concentration, and the presence of other solubility modifiers.

Interesting facts

Interesting Facts About Tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate

As a compound of significant interest in the world of medicinal chemistry, tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate offers a variety of intriguing characteristics:

  • Pharmaceutical Relevance: This compound showcases potential therapeutic applications, particularly due to its functional groups that can interact with various biological targets.
  • Fluorinated Phenyl Ring: The presence of 3,5-difluorophenyl moiety is crucial, as fluorination often enhances pharmacological properties and increases metabolic stability.
  • Amide Bond Significance: The amide bond in the structure is a common motif in medicinal chemistry, contributing to the compound's biological activity and potential efficacy as a drug.
  • Structural Complexity: With multiple interconnected rings and functional groups, this compound is an excellent example of how structural complexity can lead to enhanced interactions with biological systems.

This compound exemplifies the exciting intersection of structure and function in drug design. As researchers continue to explore such compounds, they hold promise for developing new treatments and enhancing existing therapies. In the words of a well-known chemist, "Chemistry is the design of matter, and this compound is a testament to the creative possibilities inherent in the field."

Overall, understanding the properties and potential applications of tert-butyl 2-[2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoylamino]-2-phenyl-acetate greatly expands our knowledge in medicinal chemistry and opens doors for future innovations.

Synonyms
(3,5-Difluorophenylacetyl)-Ala-Phg-OtBu
CHEMBL1444076
SCHEMBL14876684
CHEBI:91825
IGS-3641-PI
HMS3269H11
HMS3655N10
IGS-3219-V
BCP02323
SB19494
NCGC00167803-01
AN-37124
LS-15000
BRD-A68929948-001-01-9
Q27163621
DAPT (3,5-Difluorophenylacetyl)-L-2-Alanyl-L-Phenylglycine t-Butyl Ester
N-[(3,5-Difluorophenyl)acetyl]-L-alanyl-2-phenyl]glycine-1,1-dimethylethylester
t-butyl 2-{2-[2-(3,5-difluorophenyl)acetamido]-propanamido}-2-phenylacetate
2-[[2-[[2-(3,5-difluorophenyl)-1-oxoethyl]amino]-1-oxopropyl]amino]-2-phenylacetic acid tert-butyl ester