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Lisinopril

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Identification
Molecular formula
C21H31N3O5
CAS number
83915-83-7
IUPAC name
ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate
State
State

At room temperature, lisinopril is in a solid state, specifically it appears as a crystalline powder.

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
405.50g/mol
Molar mass
405.5030g/mol
Density
1.2800g/cm3
Appearence

Lisinopril is a white to off-white crystalline powder with a faint odour. It is soluble in water, slightly soluble in methanol, and insoluble in ethanol and acetone.

Comment on solubility

Solubility of Ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate

The solubility of ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate (C21H31N3O5) is influenced by its complex structure and functional groups. Solubility in various solvents can be generalized as follows:

  • Polar solvents: This compound exhibits moderate solubility in polar solvents such as water and dimethyl sulfoxide (DMSO) due to the presence of amino and hydroxyl functional groups, which can engage in hydrogen bonding.
  • Non-polar solvents: In contrast, its solubility in non-polar solvents, such as hexane or benzene, is expected to be low, primarily because of the hydrophilic properties imparted by the amino and hydroxyl groups.
  • Alcohols and moderate polarity solvents: The compound may demonstrate better solubility in alcohols like ethanol and isopropanol due to their intermediate polarity, which can adequately interact with both the hydrophobic and hydrophilic sections of the molecule.

In working with this compound, it is essential to consider its solubility profile, as it can affect its bioavailability, reaction kinetics, and overall performance in various chemical environments. As with many compounds, the presence of multiple functional groups can lead to varied solubility behaviors depending on the solvent and conditions used.

Interesting facts

Interesting Facts about Ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate

Ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate is a fascinating compound that showcases the complexity and beauty of organic chemistry. Here are some intriguing insights into this compound:

  • Structure Complexity: This compound features a multi-layered structure that includes several functional groups, such as hydroxyamino and carbonyl groups. Its intricate design allows for various chemical reactions and potential applications.
  • Biological Relevance: Compounds with similar structures are often investigated for their biological activities, including potential roles as pharmaceuticals, enzymes inhibitors, or even as metabolic intermediates.
  • Synthetic Routes: The synthesis of this compound can involve multiple steps, showcasing the skill and creativity of chemists. Each step must be carefully optimized to yield the desired final product efficiently and in good purity.
  • Application Potential: Given its structure, ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate is a candidate for research in drug design, particularly in creating targeted therapies that leverage its unique properties.
  • Strategy in Research: Understanding how such a compound interacts at the molecular level can help scientists design more effective drugs and therapeutic agents. Researchers often utilize computer-aided drug design to model interactions and predict efficacy.

With its unique characteristics, ethyl 2-[[2-[[2-[2-(hydroxyamino)-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]propanoate epitomizes the intersection of synthetic chemistry and biological science. As research continues in the realms of medicinal and organic chemistry, compounds like this will remain at the forefront of innovation.

Synonyms
RO314724