Skip to main content

Chlormadinone acetate

ADVERTISEMENT
Identification
Molecular formula
C23H29Cl2O4
CAS number
302-22-7
IUPAC name
[2-[(9R,17R)-9,11-dichloro-17-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate
State
State

At room temperature, Chlormadinone acetate is in a solid state. It typically exists as a stable crystalline powder under normal atmospheric conditions, making it suitable for handling and use in pharmaceutical applications.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.00
Boiling point (Celsius)
536.70
Boiling point (Kelvin)
809.90
General information
Molecular weight
405.38g/mol
Molar mass
404.9460g/mol
Density
1.3800g/cm3
Appearence

Chlormadinone acetate is a white to off-white crystalline powder. This compound appears as fine, small particles that may clump together due to its crystalline nature. Its appearance can be characterized by its lack of color and its fine particulate form.

Comment on solubility

Solubility of 2-[(9R,17R)-9,11-dichloro-17-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl acetate

The solubility of this compound, known for its complex structure, is influenced by several factors. Understanding the solubility behavior can aid in predicting its behavior in various applications.

Key Factors Influencing Solubility:

  • Polarity: The presence of functional groups such as hydroxyl and acetate can enhance solubility in polar solvents.
  • Hydrogen Bonding: The compound may engage in hydrogen bonding due to the hydroxyl group, increasing solubility in water.
  • Hydrophobic Interactions: The steroid-like structure indicates potential hydrophobic characteristics, which may reduce solubility in polar environments.
  • Temperature: Solubility can vary with temperature; typically, increased temperature enhances solubility for many compounds.

In practice, this compound is likely to be:

  • Partially soluble in water due to competing hydrophilic and hydrophobic features.
  • More soluble in organic solvents such as ethanol and acetone.

In summary, while the structural complexity of this compound can suggest limited solubility, factors such as polarity, the ability to form hydrogen bonds, and the effects of temperature contribute to its solubility profile. Assessing and experimenting with different solvents is essential to determine its practical solubility in various contexts.

Interesting facts

Interesting Facts about 2-[(9R,17R)-9,11-dichloro-17-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl Acetate

This compound, often used in medicinal chemistry, has garnered attention due to its structure and potential applications. Here are some fascinating aspects:

  • Chemical Structure: The compound is characterized by a complex multi-ring system, specifically a cyclopenta[a]phenanthrene backbone, which contributes to its unique biological activity.
  • Dichlorination: The presence of dichloro substituents in the structure suggests enhanced reactivity and interaction with biological targets, which is an important consideration in drug design.
  • Hydroxyl Functional Group: The -OH group at position 17 may contribute to its pharmacological properties as it can act as a hydrogen bond donor, improving interactions with proteins.
  • Acetate Functionality: The acetate group is often used for enhancing solubility and bioavailability, making compounds more effective in therapeutic applications.
  • Potential Therapeutic Uses: Research indicates that similar structures may exhibit anti-inflammatory, anti-cancer, or steroid-like properties, which is a compelling area of ongoing investigation.
  • Aromaticity and Stability: The aromatic rings in the structure lend stability and likelihood of engaging in π-stacking interactions, important in biochemical processes.

It is essential for researchers and students alike to explore such complex molecules, as they not only expand our understanding of chemical interactions but also pave the way for developing new therapeutic agents.

In the words of a seasoned chemist, "The beauty of molecular complexity lies in its potential for discovery."

Synonyms
9,11-Dichloro-17-hydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate
Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-9,11-dichloro-17-hydroxy-, (11b)-
SCHEMBL22527645
DTXSID401000180
AKOS026749851
[2-[(9R,17R)-9,11-dichloro-17-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
BS-24317
2-[(1R,9bR)-9b,10-dichloro-1-hydroxy-9a,11a-dimethyl-7-oxo-2H,3H,3aH,3bH,4H,5H,10H,11H-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate