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Aliskiren

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Identification
Molecular formula
C30H53N3O6
CAS number
173334-57-1
IUPAC name
4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxy-propoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
State
State

The compound is a solid at room temperature. It exists as a stable crystalline powder that is generally handled in an inert atmosphere due to its slight hygroscopic nature.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
741.30
Boiling point (Kelvin)
1 014.45
General information
Molecular weight
609.82g/mol
Molar mass
609.8260g/mol
Density
1.1103g/cm3
Appearence

The compound, commonly known as Aliskiren, typically appears as a white to slightly yellow crystalline powder. The substance may show slight hygroscopicity and should be stored in airtight conditions to prevent moisture absorption.

Comment on solubility

Solubility of 4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxy-propoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid

The solubility of complex compounds like 4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxy-propoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid (C30H53N3O6) can be influenced by several factors:

  • Polarity: As the compound contains multiple functional groups, its solubility in polar solvents can be significant, whereas non-polar solvents may exhibit poor solubility.
  • Hydrogen Bonding: The presence of carboxylic acid groups suggests that hydrogen bonding can enhance solubility in aqueous solutions.
  • Temperature: Generally, increasing the temperature can improve solubility for many organic compounds.

In practice, one might also encounter that:

  • Solubility in water: Given the more hydrophilic nature of portions of the molecular structure, moderate solubility in water can be expected.
  • Solubility in organic solvents: The compound is likely to have better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).

In conclusion, while specific solubility data may require empirical measurement, the structural characteristics provide valuable insight into potential solubility behavior across various solvents.

Interesting facts

Interesting Facts about 4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxy-propoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid

This compound boasts a rich structural complexity that reflects a wide range of interesting features and potential applications in diverse fields. Here are some notable aspects:

  • Multifunctionality: The presence of a pyrrolidine ring combined with both esters and phosphonyl groups indicates that this compound could exhibit multiple biological activities, making it a candidate for further research in medicinal chemistry.
  • Phosphorylation: The phosphoryl group in the structure lends itself to bioactivity as phosphates are often involved in cellular signaling pathways, suggesting potential use in drug design or enzyme inhibition.
  • Complex Synthesis: The synthetic pathway for this compound likely involves multi-step reactions, which could include asymmetric synthesis and protection/deprotection strategies. This complexity illustrates the innovative approaches required in modern organic synthesis.
  • Potential Therapeutic Applications: Given its structure, this compound might show efficacy in treating conditions that involve disrupted cellular signaling, such as certain cancers or neurological disorders. Exploring its pharmacodynamics and pharmacokinetics could yield exciting results.
  • Important Interaction Sites: The carboxylic acid functional group is often crucial for biological interactions, which could enhance the solubility and bioavailability of the compound in various media.

As a noteworthy entity in chemical research, the 4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxy-propoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid serves as a reminder of the intricate tapestry of organic chemistry where every atom plays a vital role. Its unique structure encourages scientists to delve deeper into its potential applications and mechanisms of action, promising exciting discoveries on the horizon.

Synonyms
fosinopril
98048-97-6
1910773-95-3
4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
Fosenopril
4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
4-Cyclohexyl-1-(2-((2-methyl-1-(propanoyloxy)propoxy)(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylic acid
SCHEMBL678552
CHEMBL4078476
DTXSID50861108
BCP12139
DB-057705
EN300-296180
Q425293
4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)proline
112-576-1
4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylicacid