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Atorvastatin

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Identification
Molecular formula
C33H35FN2O5
CAS number
134523-00-5
IUPAC name
7-[4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl]-3,5-dihydroxy-hept-6-enoic acid
State
State

Atorvastatin is typically in a solid state at room temperature, often encountered as atorvastatin calcium in pharmaceutical applications.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
274.30
Boiling point (Kelvin)
547.45
General information
Molecular weight
558.65g/mol
Molar mass
558.6470g/mol
Density
1.0490g/cm3
Appearence

Atorvastatin calcium appears as a white to off-white crystalline powder that is insoluble in aqueous solutions of pH 4 and below. It is slightly soluble in ethanol and freely soluble in methanol.

Comment on solubility

Solubility of 7-[4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl]-3,5-dihydroxy-hept-6-enoic acid

The solubility of the compound 7-[4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl]-3,5-dihydroxy-hept-6-enoic acid, with the molecular formula C33H35FN2O5, is influenced by several factors. Given its complex multi-functional structure, it exhibits varying degrees of solubility in different solvents.

Water Solubility

This compound is likely to show limited solubility in water due to:

  • The large hydrophobic isopropyl and fluorophenyl groups, which tend to repel water.
  • Several hydrophilic hydroxyl (-OH) groups that might help in forming hydrogen bonds with water but may not suffice to grant overall water solubility.

Solvent Compatibility

In organic solvents, the solubility is expected to be significantly improved. Factors contributing to this phenomenon include:

  • Polarity: The molecule may dissolve well in polar organic solvents like methanol or ethanol.
  • Hydrophobic interactions: Non-polar solvents, such as hexane or toluene, may also accommodate the hydrophobic portions, albeit with reduced efficacy.

Conclusion

In summary, while 7-[4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl]-3,5-dihydroxy-hept-6-enoic acid may have compromised solubility in water, it illustrates a broader solubility profile in organic solvents, making it a fascinating compound for scientists exploring solubility dynamics. Properties like these are crucial in fields such as drug formulation, where solubility can dramatically impact bioavailability.

Interesting facts

Exploring 7-[4-(4-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl]-3,5-dihydroxy-hept-6-enoic acid

This compound, a complex molecule with intriguing structural features, possesses a unique combination of functional groups that make it a subject of interest in various fields of research. Here are some captivating facts:

  • Pharmacological Potential: Compounds like this one, with multi-functional heterocycles and aromatic systems, are often investigated for their potential pharmacological activities. They may exhibit properties that are beneficial in medicinal chemistry.
  • Fluorine's Influence: The presence of fluorine in the structure can enhance the compound's metabolic stability and bioavailability. It can also influence the compound's interactions with biological targets.
  • Isopropyl Groups: The isopropyl substituents provide steric bulk, which can affect the compound's conformation and overall reactivity. This is particularly relevant when studying how the compound interacts with enzymes or receptors.
  • Dynamic Chemistry: The molecular structure, with multiple hydroxyl groups, enables the possibility of various chemical transformations. Hydroxyl groups can participate in hydrogen bonding, impacting the compound's solubility and reactivity.

Quotes from researchers studying similar compounds highlight their significance:

"The integration of fluorinated and diisopropyl groups often leads to unexpected biological properties that challenge preconceived notions in drug design."

Overall, the compound's complex chemistry and potential applications make it an exciting candidate for further exploration in both academic and pharmaceutical research settings. Understanding its properties could lead to the development of new therapeutic agents.

Synonyms
7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid
159813-78-2
rel-(3R,5S,E)-7-(4-(4-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl)-3,5-dihydroxyhept-6-enoic acid
DTXSID30861368
CHEBI:181666
BCP24254
DB-042793
BAY-w-6228; BAY-w 6228; BAY-w6228;Rivastatin
7-[4-(4-luorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid