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Dexamethasone acetate

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Identification
Molecular formula
C24H31FO6
CAS number
1177-87-3
IUPAC name
4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid
State
State

Dexamethasone acetate is typically found as a solid at room temperature. It is generally prepared and stored as a crystalline powder.

Melting point (Celsius)
232.00
Melting point (Kelvin)
505.15
Boiling point (Celsius)
897.00
Boiling point (Kelvin)
1 170.15
General information
Molecular weight
392.46g/mol
Molar mass
392.4630g/mol
Density
1.2640g/cm3
Appearence

Dexamethasone acetate is a white to off-white crystalline powder. It may be odorless or may have a faint characteristic odor. It is stable under ordinary conditions of use and storage.

Comment on solubility

Solubility of 4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid

The solubility characteristics of 4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid can be quite intriguing due to its complex molecular structure. Assessing its solubility involves understanding several factors that influence how well it can dissolve in various solvents. Here are some key points to consider:

  • Polar vs. Nonpolar Solvents: The presence of multiple hydroxyl (–OH) groups in its structure suggests a higher degree of polarity, which typically promotes solubility in polar solvents such as water and alcohols.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds due to hydroxyl groups enhances its solubility in aqueous solutions.
  • Hydrophobic Character: Aspects of the hydrocarbon backbone may contribute to hydrophobic interactions, possibly reducing solubility in highly polar environments.
  • pH Dependence: The presence of acidic functional groups may further influence solubility based on the pH of the solution—generally increasing solubility in more alkaline conditions.

In summary, the solubility of this compound is likely to vary significantly depending on the solvent used, temperature, and pH. It holds promise for better solubility in polar media due to its multifunctional polar sites. Adequate solubilization may be crucial for applications of this compound in various fields such as pharmaceuticals and biochemistry.

Interesting facts

Interesting Facts about 4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid

This complex compound, known for its intricate structure, belongs to a class of molecules that possess significant biological activity. In the realm of medicinal chemistry, this compound is notably associated with various hormonal functions, which makes it a subject of interest in therapeutic applications. Here are some fascinating insights:

  • Structural Complexity: The compound features a unique steroid-like backbone, with multiple chiral centers that contribute to its biological interactions. This complexity is a key focus for chemists attempting to understand its mechanism of action.
  • Biological Relevance: Its interactions with hormone receptors, specifically those related to steroid hormones, highlight its potential uses in treating conditions such as hormonal imbalances and certain cancers.
  • Synthetic Pathways: The synthesis of such molecules often involves intricate multi-step reactions that challenge chemists, paving the way for innovative synthetic methodologies that can also be applied to other compounds.
  • Application Potential: The unique functional groups within the compound suggest possibilities for drug development, particularly in the fields of endocrinology and oncology, pointing towards further research to explore these avenues.

In the words of one researcher, “Understanding the structure-activity relationship of compounds like these is crucial for harnessing their full therapeutic potential." As studies continue, this compound exemplifies the intersection of chemistry and biology, illustrating how synthetic modifications can lead to valuable pharmaceutical agents.


As this compound undergoes more investigation, it certainly represents a fascinating subject in the study of complex organic chemistry and its application in health sciences!

Synonyms
METHYLPREDNISOLONE HEMISUCCINATE
2921-57-5
Methylprednisolone succinate
Methylprednisolone hydrogen succinate
EINECS 220-863-9
Methylprednisolone Hemisuccinate [USP]
Methylprednisolone sodium hemisuccinate
EC 220-863-9
Methylprednisolone succinate (JP17)
6-methylprednisolone-21-hemisuccinate
Methylprednisolone hemisuccinate (USP)
METHYLPREDNISOLONE SUCCINATE [JAN]
METHYLPREDNISOLONE HEMISUCCINATE [USP-RS]
METHYLPREDNISOLONE HEMISUCCINATE [WHO-DD]
METHYLPREDNISOLONE HYDROGEN SUCCINATE [MART.]
METHYLPREDNISOLONE HEMISUCCINATE [USP IMPURITY]
METHYLPREDNISOLONE HEMISUCCINATE [USP MONOGRAPH]
6 alpha-Methylprednisolone Sodium Hemisuccinate
4-{2-[(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1,10-dihydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethoxy}-4-oxobutanoic acid
METHYLPREDNISOLONE HEMISUCCINATE (USP-RS)
METHYLPREDNISOLONE HYDROGEN SUCCINATE (MART.)
METHYLPREDNISOLONE HEMISUCCINATE (USP IMPURITY)
METHYLPREDNISOLONE HEMISUCCINATE (USP MONOGRAPH)
Succinate, Methylprednisolone
Hemisuccinate, Methylprednisolone
4-(2-((1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1,10-dihydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl)-2-oxoethoxy)-4-oxobutanoic acid
Sodium Hemisuccinate, Methylprednisolone
Methylprednisolone Hemisuccinate Monosodium Salt
220-863-9
vdjnuhgxsjawmh-rcsgdjeusa-n
Methylprednisolone hydrogen hemisuccinate
5GMR90S4KN
4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
Methylprednisolone succinate (Standard)
6a-Methylprednisolone 21-Hemisuccinate
NCGC00185763-01
UNII-5GMR90S4KN
6-Methylprednisolone hemisuccinate
6alpha-Methylprednisolone 21-hemisuccinate
SCHEMBL7915
11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 21-(hydrogen succinate)
Pregna-1,4-diene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-6-methyl-, (6alpha,11beta)-
CHEMBL1201265
HY-B1900R
DTXSID80183466
CHEBI:135765
IMBXEJJVJRTNOW-XYMSELFBSA-N
methylprednisolone-sodium-succinate
HY-B1900
s6588
AKOS015894899
CS-8183
DB14644
FM39645
NCGC00185763-03
AS-76484
CS-0694832
NS00122259
D05000
D97631
A819819
EN300-19751456
Q27262132
Methylprednisolone hydrogen succinate for performance test
Methylprednisolone hydrogen succinate for peak identification
11beta,17,21-Trihydroxy-6alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl 3-carboxypropionate
11BETA,17,21-TRIHYDROXY-6ALPHA-METHYLPREGNA-1,4-DIENE-3,20-DIONE 21-SUCCINATE
4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid