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Norethisterone

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Identification
Molecular formula
C20H26O2
CAS number
68-22-4
IUPAC name
(6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, norethisterone is a solid. It does not sublime or evaporate, maintaining its solid state unless significantly heated beyond its melting point during processing or formulation.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
470.00
Boiling point (Kelvin)
743.15
General information
Molecular weight
298.42g/mol
Molar mass
298.4150g/mol
Density
1.1200g/cm3
Appearence

Norethisterone typically appears as a white or off-white crystalline powder. This compound is often used in medications and, when synthesized, is produced in a pure, crystalline form for pharmaceutical applications. The compound itself is neutral, with no significant color or odor, making it suitable for blending with other components in drug formulations.

Comment on solubility

Solubility Insights for (6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

The solubility of the compound (6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one can be quite intricate due to its complex structure. Understanding its solubility characteristics is essential for various applications. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups can increase the polarity, which typically enhances solubility in polar solvents such as water.
  • Solvent Selection: Based on its structure, this compound may be more soluble in organic solvents like ethanol and methanol, while showing limited solubility in non-polar solvents.
  • Functional Groups: The arrangement of functional groups significantly influences solubility; functionalization at certain positions can create hydrophilic or hydrophobic characteristics.
  • Temperature Impact: Solubility often increases with temperature, so conducting experiments at elevated temperatures may yield different results.

In conclusion, while predicting the solubility of this compound can be complex, understanding its structural features and environmental conditions can help in determining the most applicable solvents for its use. Consult experimental data to ascertain its solubility precisely.

Interesting facts

Interesting Facts about (6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

This compound, a complex polycyclic structure, belongs to a distinctive class of steroid-like compounds known for their diverse biological activities. Its structure includes multiple chiral centers, which plays a crucial role in its interactions with biological systems and its pharmacological properties. Here are some compelling aspects to consider:

  • Biological Significance: Certain derivatives of this compound have been identified for their potential use in hormone therapy and as anti-inflammatory agents. Their ability to mimic natural hormones opens avenues for clinical applications.
  • Synthesis Challenges: The synthesis of this compound can be quite challenging due to its detailed stereochemistry and multiple functional groups. Organic chemists often revel in the complexity presented by such molecules.
  • Structural Features: The presence of both hydroxyl groups and alkynyl chains gives this compound unique reactivity and enhances its chemical versatility, allowing it to participate in various reactions.
  • Historical Context: Compounds related to this structure have played pivotal roles in the advancement of medicinal chemistry, prompting significant research and discovery in pharmacodynamics and drug development processes.

For students and scientists alike, this compound illustrates the synthesis and application of complex molecules in modern chemistry. As this field evolves, understanding the interplay between structure and function remains critical. As stated by a renowned chemist, "The ability to decipher nature's code through the language of chemistry is a powerful tool for innovation."

The exploration of this compound and its derivatives not only showcases the intricacies of organic synthesis but also underscores the relevance of chemistry in addressing health and disease challenges.

Synonyms
DIMETHISTERONE
Dimethisteron
Dimethisterone anhydrous
79-64-1
Lutogan
Secrosteron
Dimetisterone [DCIT]
Dimethisteronum
Dimetisterona
Dimetisterone
Dimethisterone [INN]
Dimethisteronum [INN-Latin]
Dimetisterona [INN-Spanish]
6-alpha,21-Dimethylethisterone
(6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
EINECS 201-215-4
UNII-OIC9M646C5
OIC9M646C5
DTXSID5057834
6-alpha-Methyl-17-(1-propynyl)testosterone
6-alpha-Methyl-17-alpha-propynyltestosterone
6alpha,21-Dimethyl-17alpha-ethinyltestosterone
P-5048
6alpha,21-Dimethyl-17alpha-ethinyl testosterone
17-alpha-Ethynyl-6-alpha,21-dimethyltestosterone
6-alpha,21-Dimethyl-17-alpha-ethinyltestosterone
DIMETHISTERONE [MI]
CHEBI:4606
DIMETHISTERONE [WHO-DD]
DTXCID6031623
17-alpha-Ethynyl-17-hydroxy-6-alpha,21-dimethylandrost-4-en-3-one
17-alpha-Pregn-4-en-20-yn-3-one, 6-alpha,21-dimethyl-17-hydroxy-
17-beta-Hydroxy-6-alpha-methyl-17-(1-propynyl)androst-4-en-3-one
6-alpha,21-Dimethyl-17-beta-hydroxy-17-alpha-pregn-4-en-20-yn-3-one
(6-alpha,17-beta)-17-Hydroxy-6-methyl-17-(1-propynyl)-androst-4-en-3-one
Androst-4-en-3-one, 17-hydroxy-6-methyl-17-(1-propynyl)-, (6-alpha,17-beta)-
Androst-4-en-3-one, 17-hydroxy-6-methyl-17-(1-propynyl)-, (6alpha,17beta)-
Androst-4-en-3-one, 17-beta-hydroxy-6-alpha-methyl-17-(1-propynyl)-
Dimethisteronum (INN-Latin)
Dimetisterona (INN-Spanish)
Dimethisterone monohydrate
DIMETHISTERONE [JAN]
DIMETHISTERONE [USAN]
DTXSID30194305
DIMETHISTERONE MONOHYDRATE [MI]
Dimethisterone [Progestins]
(6S,8R,9S,10R,13S,14S,17S)-17-hydroxy-6,10,13-trimethyl-17-prop-1-ynyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta(a)phenanthren-3-one
Androst-4-en-3-one, 17-hydroxy-6-methyl-17-(1-propynyl)-, monohydrate, (6alpha,17beta)-
Androst-4-en-3-one, 17-hydroxy-6-methyl-17-(1-propynyl)-, monohydrate, (6.alpha.,17.beta.)-
SCHEMBL146840
CHEMBL2106347
DTXCID00116796
LVHOURKCKUYIGK-RGUJTQARSA-N
Tox21_113973
CAS-79-64-1
NCGC00274271-01
NS00038048
C07628
Q5277305
Androst-4-en-3-one,17-hydroxy-6-methyl-17-(1-propynyl)-,(6a,17b)-
17.BETA.-HYDROXY-6-.ALPHA.-METHYL-17-(1-PROPYNYL)ANDROST-4-EN-3-ONE MONOHYDRATE