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Bexarotene

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Identification
Molecular formula
C24H26O2S
CAS number
153559-49-0
IUPAC name
7-isopropyl-2,4a-dimethyl-6-sulfo-1,3,4,9,10,10a-hexahydrophenanthrene-2-carboxylic acid
State
State

At room temperature, Bexarotene is a solid, presented as a powder that is stable under typical conditions of use.

Melting point (Celsius)
251.00
Melting point (Kelvin)
524.20
Boiling point (Celsius)
637.60
Boiling point (Kelvin)
910.80
General information
Molecular weight
348.47g/mol
Molar mass
348.4720g/mol
Density
1.2100g/cm3
Appearence

Bexarotene appears as an off-white to pale yellow powder. It is crystalline in nature and does not possess any significant odor.

Comment on solubility

Solubility of 7-isopropyl-2,4a-dimethyl-6-sulfo-1,3,4,9,10,10a-hexahydrophenanthrene-2-carboxylic acid (C24H26O2S)

The solubility characteristics of this intricate compound, 7-isopropyl-2,4a-dimethyl-6-sulfo-1,3,4,9,10,10a-hexahydrophenanthrene-2-carboxylic acid, can be examined from several perspectives:

  • Solvent Interaction: The presence of a sulfonic acid group (-SO3H) in its structure indicates that the compound can engage in hydrogen bonding and ionic interactions, which may enhance its solubility in polar solvents such as water.
  • Hydrocarbon Framework: However, the bulky hydrocarbon structure may pose challenges for solubility in non-polar organic solvents, potentially leading to a lower solubility in these environments.
  • pH Dependency: The carboxylic acid functionality suggests that solubility could be pH-dependent, with increased solubility at elevated pH levels owing to deprotonation.
  • Temperature Effects: Increased temperature could also facilitate greater solubility, particularly in organic solvents, encouraging the breakdown of intermolecular forces within solid-state forms of the compound.

In sum, while the sulfonate and carboxylic acid groups can impart hydrophilicity, emphasizing the compound's potential solubility in aqueous solutions, the overall structural complexity and hydrophobic segments result in a nuanced solubility profile that merits careful investigation.

Interesting facts

Interesting Facts About 7-Isopropyl-2,4a-Dimethyl-6-sulfo-1,3,4,9,10,10a-Hexahydrophenanthrene-2-Carboxylic Acid

This compound boasts a fascinating structure that reflects its complex synthetic origins. Here are some noteworthy details:

  • Structural Diversity: The unique arrangement of carbon rings and functional groups gives this compound a remarkable chemical character, making it a subject of interest in organic synthesis research.
  • Sulfonic Acid Group: The presence of the sulfo group (–SO3H) enhances the compound's polarity, leading to increased solubility in water and altering its interaction in biological systems.
  • Applications in Medicine: Compounds similar to this one are often studied for potential pharmaceutical applications, particularly in targeting diseases related to hormonal imbalances.
  • Biochemical Importance: Its hexahydronaphthalene skeleton is reminiscent of naturally occurring steroids, laying the groundwork for further exploration in bioactivity.
  • Research Potential: Given its intricate structure, there is ongoing research into how this compound could be used in developing advanced materials or new therapeutic agents.

As described by researchers, "The intricate synthesis and diverse functionalities associated with compounds like this challenge us to think about applications beyond traditional chemistry."

Overall, the fascinating structural and chemical properties of 7-isopropyl-2,4a-dimethyl-6-sulfo-1,3,4,9,10,10a-hexahydrophenanthrene-2-carboxylic acid render it a compound worthy of continued study in both academic and industrial research contexts.