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Spironolactone

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Identification
Molecular formula
C24H32O4S
CAS number
52-01-7
IUPAC name
[(3'aS,7'aR,9R)-3',6',10,11b-tetramethyl-11-oxo-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-yl] acetate
State
State

At room temperature, spironolactone is found in a solid state. It is generally available as a crystalline powder.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
515.00
Boiling point (Kelvin)
788.15
General information
Molecular weight
416.58g/mol
Molar mass
416.5760g/mol
Density
1.1402g/cm3
Appearence

Spironolactone appears as a white or creamy white crystalline powder. It can appear as a crystalline solid and may have a faint odor.

Comment on solubility

Solubility of [(3'aS,7'aR,9R)-3',6',10,11b-tetramethyl-11-oxo-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-yl] acetate

The compound [(3'aS,7'aR,9R)-3',6',10,11b-tetramethyl-11-oxo-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-yl] acetate presents a unique profile concerning its solubility. Its solubility characteristics can be influenced by several factors:

  • Molecular Structure: The complex arrangement and large size of the molecule generally indicate limited solubility in polar solvents.
  • Hydrophobic Regions: The presence of hydrophobic (water-repelling) regions may lead to low solubility in water.
  • Functional Groups: The acetate functional group can enhance solubility in certain organic solvents.

As a general observation for compounds of this nature:

  1. In Polar Solvents: Expected low solubility.
  2. In Non-Polar Solvents: Enhanced solubility likely due to hydrophobic interactions.

In summary, while specific experimental data is essential to determine the exact solubility profile, one might anticipate that this compound would exhibit

limited solubility in water but better solubility in organic solvents, making it a candidate for various applications where solubility characteristics are crucial.

Interesting facts

Exploring the Unique Compound: Acetate Derivative of Spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene]

This intriguing compound, a complex acetate derivative, showcases the beautiful intricacies of organic chemistry. With its unique structure, it is classified prominently in the realm of polycyclic compounds, distinguishing itself through its multifaceted connectivity and stereochemistry.

Structural Highlights

  • Spirocyclic Structure: The spiro configuration introduces remarkable rigidity and chirality, leading to unique stereochemical properties. This rigidity can often influence the biological activity of the compound significantly.
  • Multi-ring Framework: The compound features a multi-ring system, which is common among many biologically active compounds, enhancing potential interactions in biological systems.
  • Functional Groups: The presence of ketone and acetate functional groups offers various opportunities for chemical reactivity, making it a versatile candidate for further synthetic modifications.

Potential Applications

The complexity of this compound is not just an academic curiosity; it holds potential implications in various fields:

  • Pharmaceutical Research: Due to its unique structure, such compounds are often investigated for their potential medicinal properties, including anticancer and antimicrobial activities.
  • Materials Science: The distinct physical properties derived from its polycyclic and spiro structures may also open doors in materials science, potentially leading to the development of new materials with tailored properties.

Quote from Chemistry

As famously stated, “Chemistry is the art of transformation.” The transformation of simple molecules into complex structures like this compound exemplifies the creativity and innovation inherent in chemical research.

In summary, this acetate derivative serves as a fascinating example of how intricate organic compounds can influence various scientific disciplines and showcases the remarkable potential that lies in the depths of organic chemistry.