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Norethisterone

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Identification
Molecular formula
C20H26O2
CAS number
68-22-4
IUPAC name
13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, norethisterone is a solid substance. It is stable under normal conditions but should be stored in airtight containers, away from direct light, high temperatures, and moisture to maintain its integrity.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
392.00
Boiling point (Kelvin)
665.15
General information
Molecular weight
298.42g/mol
Molar mass
298.4240g/mol
Density
1.1300g/cm3
Appearence

Norethisterone typically appears as a white or slightly yellow crystalline powder. It is a synthetic progestogen and is odorless, tasteless or has a slightly bitter taste. It is photosensitive and should be protected from light during storage.

Comment on solubility

Solubility of 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one (C20H26O2)

The solubility of 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one is influenced by its unique structure and functional groups.

Generally speaking:

  • This compound demonstrates moderate solubility in organic solvents such as ethanol and methanol.
  • It is considered to be insoluble in water due to its hydrophobic characteristics.
  • The presence of a hydroxyl group (-OH) does provide some potential for hydrogen bonding, which may enhance solubility in polar solvents slightly, but the bulk of its structure is likely to inhibit this effect.

To sum up, one could state that:

"The balance of hydrophobic and hydrophilic elements dictates the solubility of organic compounds."

When working with this compound, it is crucial to consider these solubility aspects for effective application in various chemical processes.

Interesting facts

Interesting Facts about 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one

This compound, with a complex structure and a unique set of functional groups, is a noteworthy example within the realm of organic chemistry. Often referred to for its role in the synthesis of various steroids, it provides a fascinating window into how minor modifications can significantly alter biological activity. Here are some intriguing insights:

  • Steroid Framework: The compound features a potent steroidal backbone that is critically important in hormonal signaling and biological processes.
  • Ethynyl Group: The presence of the ethynyl group at the 17th position is crucial for its activity, enhancing its binding affinity and metabolic profiles.
  • Hydroxyl Functionality: The hydroxyl group at the 17th position contributes to the compound's solubility and biological reactivity, making it valuable for medicinal applications.
  • Synthetic Versatility: This compound is often used as a building block in the synthesis of more complex steroids, showcasing the power of organic synthesis in drug development.
  • Pharmaceutical Relevance: Compounds with this structure have been explored in research for their potential as anti-cancer agents and hormonal therapies, underlining their significance in medical chemistry.

"The synthesis of steroids not only challenges our understanding of organic mechanisms but also opens doors to innovative therapeutic solutions." Such insights are critical for students and professionals who aim to unlock the potential of steroid chemistry.

In summary, 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one is more than just a chemical structure; it represents a dynamic intersection of organic chemistry, pharmacology, and medicinal research, making it a compound worth studying and understanding.

Synonyms
norgestrel
Methylnorethindrone
Ld norgestrel
Monovar
Neogest
Ovrette
CHEBI:7630
17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one
Wy 3707
FH 122-A
SH 850
6533-00-2
SH 70850
(-)-NORGESTREL 98
.alpha.-Norgestrel
(.+/-.)-Norgestrel
Oprea1_224559
SCHEMBL691861
CHEMBL3184827
CHEBI:231594
component of Stediril (Salt/Mix)
WWYNJERNGUHSAO-UHFFFAOYSA-N
BCP21999
AKOS015960898
AC-6144
DB09389
NCGC00249623-01
AS-13043
EN300-296081
13-ethyl-17-ethynyl-17-hydroxy-4-gonen-3-one
13-ethyl-17-ethynyl-17-hydroxygon-4-en-3-one
L000895
dl-13-.beta.-Ethyl-17-.alpha.-ethynyl-19-nortestosterone
(.+/-.)-13-Ethyl-17.alpha.-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
dl-13-.beta.-Ethyl-17-.alpha.-ethynyl-17-.beta.-hydroxygon-4-en-3-one
(.+/-.)-13-Ethyl-17-hydroxy-18,19-dinor-17-.alpha.-pregn-4-en-20-yn-3-one
18,19-Dinor-17-.alpha.-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (.+/-.)-
18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17.alpha.)-(.+/-.)-
11a-ethyl-1-ethynyl-1-hydroxy-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one
11a-ethyl-1-ethynyl-1-hydroxy-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
13-Ethyl-17-hydroxy-18,19-dinor-17 alpha -pregn-5(10)-en-20-yn-3-one(Levonorgestrel Impurity B)