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Ciclesonide

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Identification
Molecular formula
C32H44F2O7
CAS number
126544-47-6
IUPAC name
[2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl] 3,3-dimethylbutanoate
State
State

At room temperature, ciclesonide is a solid in the form of a crystalline powder.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
473.20
Boiling point (Kelvin)
746.35
General information
Molecular weight
540.69g/mol
Molar mass
540.6850g/mol
Density
1.3263g/cm3
Appearence

Ciclesonide is a white to off-white crystalline powder. It is practically insoluble in water and slightly soluble in heptane.

Comment on solubility

Solubility of 2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl] 3,3-dimethylbutanoate

The solubility of the compound, which is a complex structure, can be influenced by several factors. Understanding these factors is key to predicting how this substance will behave in different environments.

Factors Affecting Solubility

  • Polarity: The presence of polar functional groups typically increases solubility in polar solvents. In this compound, polar regions associated with hydroxyl (-OH) and carbonyl (C=O) groups may enhance solubility in water.
  • Hydrophobic Interactions: The large hydrocarbon portions may lead to decreased solubility in polar solvents due to their hydrophobic nature.
  • Temperature: Solubility often increases with temperature, which can help dissolve this compound in various solvents depending on the targeted application.
  • pH Levels: The ionization of functional groups can vary with pH, affecting the solubility of the compound. An understanding of the compound's pKa values can provide insight into its behavior in different pH environments.

To summarize, while the presence of polar functional groups suggests some potential for solubility in polar solvents, the compound's larger hydrophobic sections might counteract this effect. Therefore, it is essential to evaluate the solubility in specific solvents and conditions when employing this compound in practical applications. As is often said, “The solubility of a compound is as much about the interactions it creates as it is about its own structure.”

Interesting facts

Interesting Facts about the Compound

This complex compound is notable for its striking molecular architecture and functional versatility. It falls within the category of organic compounds characterized by intricate cyclic structures and modifications that can have profound implications in various fields, including medicinal chemistry and synthesis.

Unique Structural Features

  • Multicyclic Framework: The compound possesses a pentacyclic structure, which contributes to its unique chemical properties and potential biological activities.
  • Functional Groups: With groups such as fluoro, hydroxy, and oxo embedded in the structure, the compound showcases reactivity that can be exploited for synthesis and practical applications.
  • Stereochemistry: The specified stereocenters not only determine the spatial configuration but also influence the compound's interactions in biological systems.

Potential Applications

The complexities of this compound may lend it several intriguing applications:

  • Medicinal Chemistry: Due to its structural motifs, it could serve as a lead compound in drug discovery, particularly in the fields of anticancer and anti-inflammatory agents.
  • Biological Activity: The unique chemical properties may interact with biological targets, opening avenues for research into therapeutics.
  • Material Science: Its intricate structure may allow the development of new materials with specialized properties.

Quote from Research

A researcher once remarked, “The beauty of complex molecules like this one lies in their ability to serve both as a tool for discovery and as a foundation for innovative solutions in science.” This epitomizes the essential role such compounds play in expanding our understanding and application of chemical science.

In summary, this compound exemplifies the intricate dance of chemistry where structure and function beautifully intersect, promising exciting prospects for future research and applications.

Synonyms
TRIAMCINOLONE HEXACETONIDE
5611-51-8
Lederspan
TATBA
CL 34433
Tiamcinoloni hexacetonidum
Hexacetonido de triancinolona
UNII-I7GT1U99Y9
I7GT1U99Y9
DTXSID0048634
EINECS 227-031-4
BRN 1413888
Hexatrione
DTXCID7028560
5-19-06-00569 (Beilstein Handbook Reference)
9-Fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone 21-(3,3-dimethylbutyrate)
Triamcinoloni hexacetonidum [INN-Latin]
Hexacetonide de triamcinolone [INN-French]
Hexacetonido de triancinolona [INN-Spanish]
Triamcinolone hexacetonide [USAN:USP:INN:BAN]
Pregna-1,4-diene-3,20-dione, 21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-
Triamcinoloni hexacetonidum (INN-Latin)
(11beta,16alpha)-21-(3,3-Dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))pregna-1,4-diene-3,20-dione
Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,16-alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone, 21-(3,3-dimethylbutyrate)
TRIAMCINOLONE HEXACETONIDE (MART.)
TRIAMCINOLONE HEXACETONIDE [MART.]
TRIAMCINOLONE HEXACETONIDE (USP-RS)
TRIAMCINOLONE HEXACETONIDE [USP-RS]
Hexacetonide de triamcinolone (INN-French)
Hexacetonido de triancinolona (INN-Spanish)
Triamcinolone hexacetonide (USAN:USP:INN:BAN)
TRIAMCINOLONE HEXACETONIDE (EP MONOGRAPH)
TRIAMCINOLONE HEXACETONIDE (USP IMPURITY)
TRIAMCINOLONE HEXACETONIDE [EP MONOGRAPH]
TRIAMCINOLONE HEXACETONIDE [USP IMPURITY]
TRIAMCINOLONE HEXACETONIDE (USP MONOGRAPH)
TRIAMCINOLONE HEXACETONIDE [USP MONOGRAPH]
Hexatrione2%
9-fluoro-11 beta,16 alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone, 21-(3,3-dimethylbutyrate)
(11 beta, 16 alpha)-21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy)) pregna-1,4-diene-3,20-dione
227-031-4
Aristospan
Hexacetonide de triamcinolone
Tiamcinoloni hexacetonidum [INN]
CHEBI:9670
Pregna-1,4-diene-3,20-dione,21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11b,16a)-
[2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] 3,3-dimethylbutanoate
Aristospan (TN)
Triamcinolone esacetonide
Triamcinoloni hexacetonidum
Triamcinolone esacetonide [DCIT]
NCGC00182544-01
CL-34433
triamcinolone-hexacetonide
triamcinolone hexace-tonide
SCHEMBL7543
Hexacetonido de triamcinolona
CHEMBL1200878
TZIZWYVVGLXXFV-FLRHRWPCSA-N
HY-U00103R
FAA61151
PREGNA-1,4-DIENE-3,20-DIONE, 21-(3,3-DIMETHYL-1-OXOBUTOXY)-9-FLUORO-11-HYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (11.BETA.,16.ALPHA.)-
Tox21_112979
HY-U00103
Triamcinolone hexacetonide (Standard)
Triamcinolone hexacetonide (USP/INN)
AKOS040742777
CS-7139
TRIAMCINOLONE HEXACETONIDE [MI]
TRIAMCINOLONE HEXACETONIDE [INN]
TRIAMCINOLONE HEXACETONIDE [USAN]
MS-29848
TRIAMCINOLONE HEXACETONIDE [VANDF]
CAS-5611-51-8
TRIAMCINOLONE HEXACETONIDE [WHO-DD]
NS00004498
C08185
D00985
G12754
TRIAMCINOLONE HEXACETONIDE [ORANGE BOOK]
Q1593246
Pregna-1,4-diene-3,20-dione,21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-,(11b,16a)-