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Dexamethasone

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Identification
Molecular formula
C22H29Cl2O5
CAS number
50-02-2
IUPAC name
(9R,17R)-9,11-dichloro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
State
State

Dexamethasone is a solid at room temperature. It is stable and maintains its potency when stored properly, out of the light and moisture, which ensures it remains effective for its intended pharmaceutical applications. It is commonly encountered in medicinal tablets or as a component in injectable solutions.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
475.00
Boiling point (Kelvin)
748.15
General information
Molecular weight
392.46g/mol
Molar mass
392.4640g/mol
Density
1.3070g/cm3
Appearence

Dexamethasone is typically a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. The compound's crystalline structure is generally very fine and consistent, making it difficult to differentiate without the use of specialized equipment.

Comment on solubility

Solubility of (9R,17R)-9,11-dichloro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

The solubility of a compound is a crucial aspect that influences its application and behavior in various environments. For the compound (9R,17R)-9,11-dichloro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one, several factors can be considered:

  • Polarity: The presence of hydroxyl groups in the structure suggests that the compound may exhibit some degree of polarity, which can lead to increased solubility in polar solvents such as water.
  • Hydrophobic regions: The hydrophobic parts of the molecular structure, including the cyclic hydrocarbon framework, could lead to reduced solubility in aqueous solutions, particularly in non-polar solvents.
  • Temperature dependence: As with many organic compounds, solubility may increase with temperature. Testing at different thermal conditions might provide insights into optimal solubility.
  • Interactions with solvents: The nature of interactions between this compound and various solvents (e.g., hydrogen bonding, Van der Waals forces) should be explored to understand solubility behavior.

It is essential to conduct empirical solubility tests under controlled conditions to acquire precise data regarding the solubility of this specific compound, as theoretical predictions may not always be conclusive. These solubility characteristics are vital for applications in pharmaceuticals, agrochemicals, and beyond.

Interesting facts

Interesting Facts about (9R,17R)-9,11-dichloro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

This complex organic compound, also known as a synthetic steroid, falls under the category of hormones and is often studied for its pharmacological properties. The intricate structure contains multiple functional groups and chiral centers, making it a subject of interest in steroid chemistry.

Chemical Structure Highlights

  • Chirality: The design includes specific stereocenters, which significantly influence its biological activity and interaction with receptors.
  • Halogen Substitution: The presence of chlorine atoms enhances its potency, as halogenated compounds often exhibit increased binding affinity to biological targets.
  • Hydroxyl Groups: These functional groups play crucial roles in enhancing solubility and reactivity, contributing to the compound's versatility.

Biological Relevance

Compounds of similar structural complexity are often investigated for their potential in treating various conditions such as:

  • Hormonal Imbalances: Its steroid-like properties offer insights into managing endocrine disorders.
  • Anti-inflammatory effects: Like many steroids, this compound may demonstrate properties that reduce inflammation and modulate immune responses.
  • Drug Development: Insights gained from its structure can guide the design of new therapeutic agents with refined efficacy.

Research and Applications

Researchers are intrigued by how subtle changes in the molecular architecture can lead to profound changes in biological activity. This emphasizes the importance of structure-activity relationship (SAR) studies in drug design.

As one researcher insightful noted, "The beauty of chemistry lies in how small changes can yield vast disparities in function." Understanding compounds like this one could lead to significant advancements in pharmacotherapy and beyond.

Synonyms
9,11-dichloro-17,21-dihydroxypregna-1,4-diene-3,20-dione
SCHEMBL1649910
AKOS024419627