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Norethisterone acetate

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Identification
Molecular formula
C22H28O3
CAS number
51-98-9
IUPAC name
[(8R,9S,10R,13S,14S,17R)-3-(cyclopentoxy)-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
State
State

At room temperature, norethisterone acetate is in a solid state, appearing as a powder.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.00
Boiling point (Celsius)
325.15
Boiling point (Kelvin)
598.15
General information
Molecular weight
340.47g/mol
Molar mass
340.4670g/mol
Density
1.1300g/cm3
Appearence

Norethisterone acetate typically appears as a white or almost white crystalline powder. It is often found in a micronized form to aid in its formulation for medical purposes.

Comment on solubility

Solubility of [(8R,9S,10R,13S,14S,17R)-3-(cyclopentoxy)-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate

The solubility of this complex compound, marked by a unique molecular structure, is a topic of considerable interest due to its multifactorial nature. Several factors govern the solubility of organic compounds such as this one, including:

  • Polarity: The presence of polar functional groups can influence its solubility in polar solvents. This compound's ester group may impart some degree of polarity.
  • Molecular Size: Larger molecules typically have reduced solubility due to increased van der Waals forces that can hinder solvation.
  • Temperature: Solubility generally increases with temperature; thus, solvation in warm solvents may offer better results.
  • Solvent Type: Compatibility with various solvents (polar vs. non-polar) significantly affects solubility. Non-polar solvents might more readily solvate this hydrocarbon-rich compound.

Given these factors, it is often observed that compounds similar to this one present variable solubility profiles, reflecting their intricate structure. As quotable insights from chemists might suggest, “Understanding the solubility of a compound is key to unlocking its potential applications.” Thus, while specific solubility data for this compound is essential for practical applications, a general understanding of the influencing parameters is equally valuable.

In summary, the solubility of [(8R,9S,10R,13S,14S,17R)-3-(cyclopentoxy)-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate is expected to be influenced by a blend of its structural characteristics and the chemical environment provided by the solvent used.

Interesting facts

Interesting Facts about the Compound

This fascinating compound, known for its intricate structure, is a member of a class of organic molecules that showcase the beauty of stereochemistry. Here are some compelling aspects to consider:

  • Stereochemical Significance: The compound's specific stereochemistry, indicated by its configuration (8R, 9S, 10R, 13S, 14S, 17R), demonstrates how three-dimensional arrangements can dramatically influence molecular behavior and biological activity.
  • Natural Analogues: Its structure resembles those of various naturally occurring steroids, highlighting the compound’s potential relevance in medicinal chemistry, particularly in developing steroidal drugs.
  • Cyclopentoxy Group: The incorporation of a cyclopentoxy moiety not only enhances the compound's potential interactions but also confers unique properties that may be exploited in materials science and pharmacology.
  • Ethynyl Group: The presence of the ethynyl group signifies a versatile site for further chemical modifications, which can be beneficial for synthesizing derivatives with tailored functionalities.
  • Applications in Research: Compounds of this nature are often investigated for their biological activity, including hormone-like effects, making them valuable in both pharmaceutical development and biochemical research.

In the world of organic chemistry, compounds like these inspire countless studies and applications. As scientists delve deeper into their potential uses, it becomes increasingly clear that even complex compounds can yield simple solutions to significant challenges.

As one renowned chemist once stated, “Chemistry is the art of transformation.” This compound embodies that art in its very essence, with the capability to not only transform itself through various reactions but also to transform our understanding of biochemical interactions.

Synonyms
QUINGESTANOL ACETATE
3000-39-3
Quingestanol acetate [USAN]
W 4540
UNII-M33GGZ63KG
EINECS 221-078-4
M33GGZ63KG
Norethindrone acetate 3-cyclopentyl enol ether
BRN 2186975
3-Cyclopentyl enol ether of norethindrone acetate
Quingestanol acetate (USAN)
3-(Cyclopentyloxy)-19-nor-17alpha-pregna-3,5-dien-20-yn-17-ol acetate
W-4540
3-(Cyclopentyloxy)-19-nor-17-alpha-pregna-3,5-dien-20-yn-17-ol acetate
QUINGESTANOL ACETATE [WHO-DD]
19-Nor-17-alpha-pregna-3,5-dien-20-yn-17-ol, 3-(cyclopentyloxy)-, acetate (ester)
3-(Cyclopentyloxy)-19-nor-17-alpha-pregna-3,5-dien-20-yn-17-ol acetate (ester)
19-Nor-17-alpha-pregna-3,5-dien-20-yn-17-ol, 3-(cyclopentyloxy)-, acetate
19-Norpregna-3,5-dien-20-yn-17-ol, 3-(cyclopentyloxy)-, acetate, (17.alpha.)-
19-Norpregna-3,5-dien-20-yn-17-ol, 3-(cyclopentyloxy)-, acetate, (17alpha)-
(1R,3aS,3bR,9aR,9bS,11aS)-7-(cyclopentyloxy)-1-ethynyl-11a-methyl-1H,2H,3H,3aH,3bH,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl acetate
(1R,3aS,3bR,9aR,9bS,11aS)-7-(cyclopentyloxy)-1-ethynyl-11a-methyl-1H,2H,3H,3aH,3bH,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate
W4540
3-(CYCLOPENTYLOXY)-19-NOR-17.ALPHA.-PREGNA-3,5-DIEN-20-YN-17-OL ACETATE
221-078-4
[(8R,9S,10R,13S,14S,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
3-(Cyclopentyloxy)-19-nor-17alpha-pregna-3,5-dien-20-yn-17-yl acetate
SCHEMBL282347
CHEMBL2105291
DTXSID50952409
CHEBI:135661
AKOS040753679
DB14679
NS00047430
D05679
Q7272228
[(8R,9S,10R,13S,14S,17R)-3-Cyclopentyloxy-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]acetate