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Atorvastatin

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Identification
Molecular formula
C33H35FN2O5
CAS number
134523-03-8
IUPAC name
2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid
State
State

At room temperature, atorvastatin is generally found in a solid crystalline form. It is stable and maintains its solid state unless exposed to conditions that significantly rise above typical room temperature.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
558.64g/mol
Molar mass
558.6440g/mol
Density
1.2000g/cm3
Appearence

Atorvastatin appears as a white to off-white crystalline powder. It is sparingly soluble in distilled water, freely soluble in methanol and in ethanol. The compound tends to be stable under ambient conditions if stored properly.

Comment on solubility

Solubility of 2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid (C33H35FN2O5)

The solubility of 2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid in various solvents can be affected by its complex structure. Understanding its solubility is crucial for potential applications in pharmaceuticals and biochemistry. Here are several key points regarding its solubility:

  • Polarity: Given the presence of amino and hydroxyl groups, the compound exhibits polar characteristics.
  • Solvent Interaction: It is likely to be soluble in polar solvents such as water and methanol due to hydrogen bonding interactions.
  • Limited Solubility: However, the large hydrophobic phenyl groups may limit solubility in non-polar solvents, making it less soluble in oils and organic solvents.
  • Temperature Effect: Solubility can also increase with temperature, which is a common behavior for many organic compounds.

In summary, while 2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid demonstrates soluble behavior in polar solvents, its solubility profile may be influenced by various factors, including intermolecular forces and solvent characteristics. Therefore, conducting thorough solubility tests remains vital for any practical applications.

Interesting facts

Interesting Facts About 2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid

This compound is a fascinating example of a complex amino acid derivative, showcasing the intersection of organic chemistry and biotechnology. Here are some intriguing aspects:

  • Biochemical Relevance: This compound contains both amino and hydroxyl functional groups, which are integral to its reactivity and function in biological systems. Such structures often play a significant role in enzyme interactions.
  • Therapeutic Potential: Due to its unique structure, this compound may have potential applications in pharmaceuticals, particularly in the development of therapeutics targeting metabolic disorders. Research into compounds like this can open new pathways for drug discovery.
  • Physical Properties: The specific arrangement of functional groups can influence the compound's solubility and stability, making it a valuable subject of study for chemists looking to optimize the properties of drug molecules.
  • Protein Interaction: The amino acid motifs present in this compound suggest that it could interact with proteins in unique ways, possibly influencing their folding or stability, which is crucial for biological activity.
  • Synthetic Challenges: The synthesis of such complex molecules often presents significant challenges in the laboratory, making them interesting targets for organic synthesis techniques and methodologies.

Overall, 2-[(3-amino-2-hydroxy-4-phenyl-butanoyl)amino]-4-methyl-pentanoic acid stands out as a compound that embodies the complexities of organic chemistry and its applications in biological science. As we explore compounds of this nature, they remind us of the intricate relationships between structure, function, and reactivity in biochemical systems.

Synonyms
[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
Bestatin;Ubenimex
NSC265489
SCHEMBL8191715
CHEMBL1161364
WLN: 1Y1&1YVQMVYQYZ1R
DTXSID50860737
(2R)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenyl-butanoyl]amino]-4-methyl-pentanoic acid
CHEBI:182899
HMS3370B12
HMS3394A03
HMS3748C21
L-Leucine, [S-(R*,S*)]-
2-[(3-amino-2-hydroxy-4-phenylbutanoyl)amino]-4-methylpentanoic acid
AKOS015894858
LS-14527
NCI60_002133
SY107271
N-(3-Amino-2-hydroxy-4-phenylbutanoyl)leucine