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Atorvastatin

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Identification
Molecular formula
C33H35FN2O5
CAS number
134523-00-5
IUPAC name
2-[(3R,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid
State
State

Atorvastatin, when pure, typically exists in a solid crystalline form at room temperature.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.20
Boiling point (Celsius)
735.60
Boiling point (Kelvin)
1 008.80
General information
Molecular weight
558.65g/mol
Molar mass
558.6480g/mol
Density
1.2000g/cm3
Appearence

Atorvastatin is a white to off-white crystalline substance, typically encountered as its calcium salt form in pharmaceutical preparations.

Comment on solubility

Solubility of 2-[(3R,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid

The solubility of complex organic compounds like 2-[(3R,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid can be influenced by several factors. Such compounds are generally expected to exhibit varying solubility in different solvents based on their functional groups and overall molecular structure. Key considerations include:

  • Polarity: The presence of hydroxyl (-OH) and acetoxy (-OCOCH3) groups increases polarity, potentially enhancing solubility in polar solvents like water.
  • Hydrophobic regions: The numerous methyl groups and the complex hydrocarbon framework can create hydrophobic character, thus promoting solubility in organic solvents such as chloroform or ether.
  • Temperature: Typically, solubility increases with temperature; therefore, heating the solvent might aid in dissolving the compound.
  • pH-dependent solubility: For acidic compounds, solubility can also depend on the pH of the solution, affecting dissociation and solvation dynamics.

In general, predicting the exact solubility behavior of such a complex organic molecule requires experimental data, but the interplay of hydrophobic and hydrophilic interactions will dominate its solubility profile.

Interesting facts

Interesting Facts about 2-[(3R,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid

This compound, a complex structure, is a fascinating example of organic chemistry with applications in various scientific fields. Here are some intriguing points about it:

  • Structural Complexity: The molecular architecture showcases multiple stereocenters, which contributes to its unique properties and reactivity. The careful arrangement of its substituent groups is essential to its biological activity.
  • Natural Occurrence: This compound may represent a derivative found in nature, suggesting it could play a role in ecological interactions or serve as a bioactive molecule in medicinal chemistry.
  • Potential Therapeutics: Compounds of this nature are often investigated for their potential therapeutic effects. They may exhibit anti-cancer, anti-inflammatory, or other pharmacological properties, making them of great interest to drug discovery scientists.
  • Chirality and Activity: The multiple chiral centers present in the compound may lead to different bioactivities of its enantiomers, emphasizing the importance of stereochemistry in pharmacodynamics.
  • Synthetic Challenges: The synthesis of such complex molecules presents significant challenges in organic synthesis, offering opportunities for advancements in methodology and strategy in chemical development.

As scientists delve deeper into researching compounds like this, they continue to uncover their potentials and intricacies, making them compelling subjects for both academic and practical applications in chemistry.