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Ramipril

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Identification
Molecular formula
C23H32N2O5
CAS number
87333-19-5
IUPAC name
1-[2-[(1-ethoxycarbonyl-3-phenyl-propyl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
State
State

At room temperature, Ramipril is in the form of a solid. It is typically manufactured as a powder for formulation in tablets or capsules for oral administration.

Melting point (Celsius)
109.00
Melting point (Kelvin)
382.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
416.52g/mol
Molar mass
416.5180g/mol
Density
1.1120g/cm3
Appearence

Ramipril appears as a white to almost white crystalline powder. It is practically insoluble in water, sparingly soluble in methanol, and freely soluble in dichloromethane.

Comment on solubility

Solubility of 1-[2-[(1-ethoxycarbonyl-3-phenyl-propyl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid (C23H32N2O5)

When considering the solubility of the compound 1-[2-[(1-ethoxycarbonyl-3-phenyl-propyl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, it's essential to examine its specific structural features and functional groups. This compound contains:

  • A complex indole-like structure.
  • Carboxylic acid functional groups.
  • Amide bonds that may influence polar interactions.

Generally, it is known that compounds with carboxylic acid groups tend to exhibit increased solubility in polar solvents such as water due to their ability to form hydrogen bonds with water molecules. However, the presence of large hydrophobic regions (such as the phenyl groups and ethoxy moiety) can significantly impede solubility.

Some key points to note regarding its solubility:

  • In organic solvents like ethanol or DMSO, the compound may show better solubility due to the overall hydrophobic character.
  • Aqueous solubility is likely to be moderate to low, primarily influenced by the balance between hydrophilic and hydrophobic segments.
  • Titration with bases may help in increasing solubility by deprotonating the carboxylic acid.

Overall, while this compound may exhibit some level of solubility in water due to the carboxylic acid, its complex structure suggests that it may primarily be more soluble in non-aqueous solvents. Thus, *specific solubility studies* in various solvents would provide more insight into its practical applications.

Interesting facts

Interesting Facts about 1-[2-[(1-ethoxycarbonyl-3-phenyl-propyl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid

This intriguing compound is part of a larger class of organic molecules known as amino acids. Its structure is not only complex but also indicates potential biological activity. Here are some fascinating insights into this compound:

  • Diverse Applications: Due to its unique structure, this compound may play a role in medicinal chemistry, particularly in drug design, highlighting its importance in the development of pharmaceuticals.
  • Biological Significance: Compounds similar to this one can serve as crucial building blocks in the synthesis of biologically active molecules, especially in the context of peptide synthesis.
  • Synthetic Pathways: The intricate synthesis of this compound may involve several steps, showcasing the creativity and adaptability required in organic synthesis practices.
  • Indole Backbone: The presence of the octahydroindole structure is noteworthy; indole derivatives are well-known for their varied pharmacological properties, suggesting that this compound might exhibit similar activities.
  • Research Potential: Given its complex structure and the involvement of various functional groups, there's significant potential for research into its reactivity and applications in various fields of chemistry.

Furthermore, understanding such compounds helps chemists to develop more effective drugs and therapeutic agents, making the study of compounds like 1-[2-[(1-ethoxycarbonyl-3-phenyl-propyl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid essential for advancing both academic and practical applications in the chemical sciences.

Synonyms
(2R,3aS,7aR)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid
1-(2-((1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylic acid
80876-02-4
NCGC00095153-01
1-{2-[(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl}octahydro-1H-indole-2-carboxylic acid
starbld0004874
CHEMBL24223
SCHEMBL299136
DTXSID60861098
STL451233
AKOS015967194
AC-5596
NCGC00095153-02
1-[2-[(1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
NS00126175
1-{2-[(1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl}octahydro-1H-indole-2-carboxylic acid (non-preferred name)