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Desogestrel

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Identification
Molecular formula
C22H30O
CAS number
54024-22-5
IUPAC name
(1R,11R,14S,15S)-5-(cyclopentoxy)-14-ethynyl-15-methyl-10-azatetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol
State
State

Desogestrel is a solid at room temperature.

Melting point (Celsius)
109.00
Melting point (Kelvin)
382.15
Boiling point (Celsius)
365.55
Boiling point (Kelvin)
638.70
General information
Molecular weight
310.45g/mol
Molar mass
310.4510g/mol
Density
1.0300g/cm3
Appearence

Desogestrel is a white or almost white crystalline powder that is practically odorless. It has a smooth surface and can come in various sizes of granules when processed for pharmaceutical applications. It is commonly used in oral contraceptive pills.

Comment on solubility

Solubility of (1R,11R,14S,15S)-5-(cyclopentoxy)-14-ethynyl-15-methyl-10-azatetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol

The solubility of chemical compounds can vary widely based on their structure and functional groups. For the compound (1R,11R,14S,15S)-5-(cyclopentoxy)-14-ethynyl-15-methyl-10-azatetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol, several factors will influence its solubility:

  • Polarity: Compounds with significant polarity tend to dissolve well in polar solvents like water. The presence of hydroxyl (-OH) groups generally enhances solubility.
  • Hydrophobic Regions: The incorporation of hydrophobic cyclopentoxy groups may reduce solubility in polar solvents, suggesting that this compound may have limited solubility in water.
  • Structure Complexity: The unique tetracyclic framework introduces steric effects that can also influence how well the compound interacts with solvents.
  • Potential Solubility in Organic Solvents: This compound may exhibit better solubility in non-polar organic solvents such as hexane or dichloromethane due to its hydrophobic characteristics.

In summary, it's feasible to predict that this compound may have:

  • Low to moderate solubility in water,
  • Potential for higher solubility in various organic solvents.

Ultimately, experimental data would be needed to fully determine the exact solubility characteristics of this compound in specific solvents.

Interesting facts

Interesting Facts about (1R,11R,14S,15S)-5-(cyclopentoxy)-14-ethynyl-15-methyl-10-azatetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol

This fascinating compound belongs to a class of molecules known as steroids and exhibits complex structural features that make it a subject of interest in medicinal chemistry. Here are some noteworthy aspects:

  • Structural Complexity: The compound features a unique tetracyclic framework, which is a hallmark of many biologically active steroids. The presence of multiple rings contributes to its ability to interact with various biological targets.
  • Functional Groups: Incorporating a cyclopentoxy group and ethynyl moiety, this compound displays potential reactivity and can be tailored for specific biological activities, which highlights its significance in drug development.
  • Applications: Compounds similar to this have been studied for their inhibitory effects in various pathological conditions, including cancer treatments and hormonal therapies. Its modifications may enhance targeted therapies or reduce side effects associated with traditional treatments.
  • Biological Activity: Due to its structural characteristics, it may demonstrate steroid-like activity, affecting pathways related to hormonal regulation and cellular proliferation.
  • Research Opportunities: Scientists are continuously evaluating derivatives of this compound in the pursuit of developing novel therapeutics. Its intricate structure presents numerous opportunities for researchers to innovate.

To sum up, the detailed study of (1R,11R,14S,15S)-5-(cyclopentoxy)-14-ethynyl-15-methyl-10-azatetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol not only enriches our understanding of steroidal chemistry but also opens new avenues for potential pharmaceutical applications in the medical field.

Synonyms
29199-51-7
8-Azaquinestrol
BRN 1503273
3-(Cyclopentyloxy)-8-aza-19-nor-17-alpha-pregna-1,3,5(10)-trien-20-yn-17-ol
8-Aza-19-norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)-, (17-alpha)-
DTXSID30951793
8-AZA-19-NOR-17-alpha-PREGNA-1,3,5(10)-TRIEN-20-YN-17-OL, 3-(CYCLOPENTYLOXY)-
8-(Cyclopentyloxy)-1-ethynyl-12a-methyl-1,2,3,3a,5,6,10b,11,12,12a-decahydrocyclopenta[5,6]pyrido[2,1-a]isoquinolin-1-ol