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Trifluoromethylated estradiol

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Identification
Molecular formula
C21H21F3O2
CAS number
NA
IUPAC name
(17S)-13-methyl-17-(3,3,3-trifluoroprop-1-ynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
State
State

At room temperature, this compound is a solid. Due to its chemical structure which includes both a phenanthrene core and a trifluoromethyl group, it remains stable and solid under ambient conditions. The compound does not have a tendency to change state unless subjected to significant heat or chemical reaction.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
520.00
Boiling point (Kelvin)
793.15
General information
Molecular weight
366.45g/mol
Molar mass
366.4470g/mol
Density
1.2000g/cm3
Appearence

This compound appears as a solid crystalline substance, typically off-white in color. The presence of the trifluoropropynyl group could provide slight changes in reflective properties compared to similar non-fluorinated compounds. Its solid state ensures that it maintains a distinct, consistent appearance under standard conditions.

Comment on solubility

Solubility Characteristics of (17S)-13-methyl-17-(3,3,3-trifluoroprop-1-ynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

The solubility of (17S)-13-methyl-17-(3,3,3-trifluoroprop-1-ynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol can be complex due to its specific chemical structure. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar Behavior: The compound features both nonpolar hydrocarbon moieties and polar functional groups, leading to amphiphilic properties. This can allow it to dissolve in a range of solvents.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as:
    • Chloroform
    • Dichloromethane
    • Ethyl acetate
  • Water Solubility: Due to the presence of multiple carbon atoms compared to the hydrophilic groups, it may exhibit limited solubility in water. Therefore, polar solvents are less likely to dissolve this compound efficiently.
  • Temperature Dependence: Increased temperature often enhances solubility; however, specific testing is necessary for detailed thermodynamic behavior.
  • Concentration Effects: At low concentrations, the compound may exhibit different solubility behaviors compared to higher concentrations, influencing its potential applications.

In conclusion, understanding the solubility of (17S)-13-methyl-17-(3,3,3-trifluoroprop-1-ynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol can provide critical insights into its application in various fields, including pharmacology and materials science.

Interesting facts

Interesting Facts about (17S)-13-methyl-17-(3,3,3-trifluoroprop-1-ynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

This compound represents a fascinating example of organic chemistry that blends intricate structures with significant biological activity. As a cyclopenta[a]phenanthrene derivative, it showcases the versatility of polycyclic hydrocarbons in drug design and development. Here are some key points that highlight its uniqueness:

  • Structural Complexity: The structure consists of multiple fused rings, which is characteristic of many biologically active compounds. This complexity often contributes to unique properties and interactions in biological systems.
  • Fluorinated Functionality: The presence of trifluoropropynyl groups suggests potential applications in medicinal chemistry, where fluorination can enhance metabolic stability and bioavailability.
  • Potential Biological Applications: Compounds similar to this structure are investigated for their potential in treating various diseases, including cancer and metabolic disorders, owing to their ability to interact with specific biological targets.
  • Stereochemistry Importance: The specific stereochemistry (denoted by 17S) is crucial, as stereoisomers can exhibit significantly different biological activities. Understanding this aspect can lead to more effective therapeutic applications.

As researchers continue to explore compounds like this, it exemplifies how intricate chemical structures can lead to remarkable applications in the field of pharmaceuticals. Indeed, the intersection of complexity and functionality opens doors to innovative treatments and enhances our understanding of chemical biology!

Synonyms
BDH 6146
17-(3,3,3-Trifluoro-1-propynyl)estra-1,3,5(10)-trien-3,17-beta-diol
BRN 2015407
2061-56-5
Estra-1,3,5(10)-trien-3,17-diol, 3-methoxy-17-(3,3,3-trifluoro-1-propynyl)-, (17-beta)-
ESTRA-1,3,5(10)-TRIENE-3,17-beta-DIOL, 17-(3,3,3-TRIFLUORO-1-PROPYNYL)-