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Lisinopril

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Identification
Molecular formula
C21H31N3O5S
CAS number
76420-72-9
IUPAC name
1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid
State
State

At room temperature, lisinopril is in a solid state, specifically in the form of a crystalline powder.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
441.52g/mol
Molar mass
441.5230g/mol
Density
0.7604g/cm3
Appearence

Lisinopril is typically a white or off-white crystalline powder. It is soluble in water and sparingly soluble in methanol and practically insoluble in ethanol (96%).

Comment on solubility

Solubility of 1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid

The solubility of 1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid, with the molecular formula C21H31N3O5S, can be described with several key points that highlight its interaction with different solvents:

  • Polar Solvents: The presence of carboxylic acid and sulfanil groups suggests enhanced solubility in polar solvents such as water and alcohols. These functional groups can engage in hydrogen bonding, facilitating its dissolution.
  • Non-Polar Solvents: Due to the hydrophobic alkyl chains and the pyrrolidine ring, solubility in non-polar solvents may be limited. Compounds with significant hydrophobic character typically do not dissolve well in non-polar environments.
  • Temperature Dependence: As with many chemical compounds, solubility may increase with temperature. Higher temperatures can augment molecular motion, potentially breaking interactions that hinder solubility.
  • pH Influence: The acidic nature of the carboxylic group could result in varying solubility based on the pH of the solution. For example, at lower pH values, protonation may impact solubility characteristics.

In summary, while the solubility of this compound may exhibit variability based on solvent type and environmental conditions, it is likely to be more soluble in polar environments than in non-polar ones. As stated, "the structure dictates the function," which is particularly true when evaluating how compounds interact with their surroundings.

Interesting facts

Interesting Facts about 1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid

1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid is an intriguing compound that has sparked interest in various fields of research. Here are some fascinating facts about this compound:

  • Biological Relevance: This compound has shown potential biological activity, particularly in studies related to neurotransmitters and antioxidant properties, which could have implications for neurological health.
  • Structural Complexity: The presence of a pyrrolidine ring coupled with a carboxylic acid functional group contributes to the compound's structural diversity, making it a potential candidate for drug design.
  • Natural Analogues: This compound is related to several natural products, many of which exhibit medicinal properties. Studying these analogues can provide insights into developing new therapies.
  • Research Applications: Researchers are exploring the compound's use in fields such as organic chemistry, pharmacology, and biochemistry, opening doors for new discoveries.
  • Chemical Properties: The functional groups present in this compound facilitate various chemical reactions, making it a valuable tool in synthetic chemistry.

As the scientific community continues to investigate 1-(2-methyl-3-sulfanyl-propanoyl)pyrrolidine-2-carboxylic acid, it is crucial to recognize the significance of such compounds in advancing our understanding of biological systems and therapeutic applications.

In the words of a famous chemist, "The best way to predict the future is to invent it," and the exploration of compounds like this one exemplifies that spirit of innovation.

Synonyms
1-(2-methyl-3-sulfanylpropanoyl)pyrrolidine-2-carboxylic acid
1403368-73-9
Hipertil
1-(D-3-Mercapto-2-methyl-1-oxopropyl)-L-proline
(-)-Captopril
Capozide (Salt/Mix)
component of Captea (Salt/Mix)
component of Acezide (Salt/Mix)
component of Ecazide (Salt/Mix)
MFCD00168073
1-(3-Mercapto-2-methyl-1-oxopropyl)-L-proline
1-((2S)-2-Methyl-3-sulfanylpropanoyl)-L-proline #
Oprea1_447485
CHEMBL27686
SCHEMBL678794
DTXSID30860775
FAKRSMQSSFJEIM-UHFFFAOYSA-N
BDBM610687
HMS3372H15
HMS3651O08
BCP05330
BCP33858
UEA23852
US10624871, Compound 15
AB04252
1-(2-Methyl-3-sulfanylpropanoyl)proline
AS-13180
SY057979
EN300-296182
1-[(2S)-2-Methyl-3-mercapto-1-oxopropyl]-L-proline
Epicaptopril; 2-D-Methyl-3-mercaptopropanoyl-L-proline
1-(2-methyl-3-sulfanylpropanoyl)pyrrolidine-2-carboxylicacid