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Fluvastatin

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Identification
Molecular formula
C24H26FNO4
CAS number
93957-55-2
IUPAC name
7-[3-(4-fluorophenyl)-1-isopropyl-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid
State
State

Fluvastatin exists as a solid at room temperature.

Melting point (Celsius)
225.00
Melting point (Kelvin)
498.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.00
General information
Molecular weight
411.47g/mol
Molar mass
411.4540g/mol
Density
1.1590g/cm3
Appearence

Fluvastatin is typically encountered as a white to pale-yellow powder or crystalline solid. It is often found in its hydrated sodium salt form when used in pharmaceuticals.

Comment on solubility

Solubility of 7-[3-(4-fluorophenyl)-1-isopropyl-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid

The solubility of the compound C24H26FNO4, known for its complex structure featuring an indole framework, can be discussed from several angles:

Factors Affecting Solubility

  • Polarity: Due to the presence of hydroxyl groups (-OH), the compound is likely to exhibit some degree of polarity, potentially enhancing its solubility in polar solvents like water.
  • Functional Groups: The presence of the fluoro substituent and multiple hydroxyl groups suggests that hydrogen bonding may play a significant role in solubility behavior.
  • Hydrophobic Regions: The indole and isopropyl parts contribute hydrophobic characteristics, which could limit solubility in highly polar environments.

Solubility Insights

In general, one might expect this compound to be:

  • Moderately soluble in organic solvents due to its hydrophobic portions.
  • Partially soluble in aqueous solutions, especially at different pH levels where the ionization of the carboxylic acid might occur.
  • More soluble in polar organic solvents, such as ethanol or methanol, owing to the ability to form hydrogen bonds.

In summary, while the solubility behavior of this compound can vary widely depending on the specific conditions and solvent types, a thorough examination of its functional groups reveals important insights into its potential interactions with solvents. As always, empirical data should be sought to validate these hypotheses.

Interesting facts

Interesting Facts about 7-[3-(4-Fluorophenyl)-1-isopropyl-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid

This intriguing compound has drawn attention in the field of medicinal chemistry, primarily due to its potential therapeutic applications. Here are some notable points:

  • Structural Features: The compound features a unique indole core which is known for its versatility in biological activities. The substitution with a 4-fluorophenyl group enhances its lipophilicity, allowing for better interactions within biological systems.
  • Pharmacological Potential: Compounds of this nature can act on various biological pathways, making them of interest in drug development processes targeting a range of conditions, including cancer and neurological disorders.
  • Natural Analogues: Indole derivatives often find parallels in nature, serving as precursors for several alkaloids, which are compounds famed for their diverse pharmacological properties.
  • Synthesis and Modification: The complexity of the molecular structure provides numerous opportunities for synthetic chemists to explore different modification pathways, potentially leading to compounds with enhanced efficacy or reduced toxicity.
  • Research Studies: Ongoing studies focus on understanding the mechanism of action and bioactivity, contributing to a better grasp of how such compounds can be utilized therapeutically.

Overall, the multifaceted nature of 7-[3-(4-fluorophenyl)-1-isopropyl-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid opens the door to exciting possibilities in chemical research and development.

Synonyms
fluvastatin
93957-54-1
XU 62-320 (free acid)
(3S,5R,E)-7-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl)-3,5-dihydroxyhept-6-enoic acid
CHEMBL2140067
FJLGEFLZQAZZCD-UHFFFAOYSA-N
Q27166956
7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid
7-[3-(4-fluorophenyl)-1-propan-2-yl-2-indolyl]-3,5-dihydroxy-6-heptenoic acid
(+/-)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid