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Fluticasone propionate

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Identification
Molecular formula
C25H31F3O5
CAS number
80474-14-2
IUPAC name
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
State
State

At room temperature, fluticasone propionate is in a solid state, typically as a fine powder used in various pharmaceutical formulations like inhalers or creams.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
0.00g/mol
Molar mass
500.5610g/mol
Density
1.2600g/cm3
Appearence

Fluticasone propionate is a white to off-white powder. It is practically insoluble in water, slightly soluble in dimethyl sulfoxide and dimethylformamide, and sparingly soluble in acetone and methanol. The appearance of the compound can vary based on its processing and formulation as a pharmaceutical product.

Comment on solubility

Solubility Characteristics

The compound [(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate exhibits complex solubility properties due to its intricate structure and functional groups. Understanding its solubility can be broken down into a few key points:

  • Polarity: The presence of hydroxyl (-OH) groups typically increases solubility in polar solvents like water.
  • Hydrophobic Regions: The hydrocarbon chains and cyclic structures may contribute to decreased solubility in polar solvents, suggesting that the compound might be more soluble in organic solvents such as ethanol or DMSO.
  • Temperature Influence: As with many organic compounds, solubility can increase with temperature, allowing for better dissolution in suitable solvents.
  • Functional Group Interactions: Hydrogen bonding potential due to hydroxyl groups can enhance solubility in hydrophilic environments, while steric hindrance from bulky groups could impede it.

Overall, while the compound has the potential for solubility in various solvents, the specific conditions, such as solvent choice, temperature, and concentration, will play a significant role in determining its actual solubility profile. Understanding these factors is essential for applications in pharmaceuticals, where solubility can impact bioavailability and efficacy.

Interesting facts

Interesting Facts about the Compound

This compound is a fascinating member of the class of steroids, showcasing a complex structure that makes it particularly intriguing to study. It has garnered attention not only for its potential applications in pharmacology but also for its intricate stereochemistry. Below are some key insights into this remarkable compound:

  • Stereochemistry: The detailed stereochemistry of this compound is indicative of its biological activity. The configuration at multiple chiral centers significantly influences how this molecule interacts with biological systems.
  • Biological Significance: Compounds with similar structures are often investigated for their therapeutic potential, particularly in areas like hormone replacement therapy and cancer treatment.
  • Fluoro Innovation: The presence of a fluorine atom enhances the potency and stability of this compound, making it a subject of interest in medicinal chemistry and drug design.
  • Hydroxyl Groups: The hydroxyl functional groups in this compound can contribute to hydrogen bonding, leading to unique solubility properties which can affect its pharmacokinetics.
  • Research Potential: This compound's unique features could lead to innovative treatments, particularly due to its potential in modulating biological pathways.

In summary, the complexity of this compound, along with its biologically relevant properties, makes it a pivotal subject of study in the realm of chemistry and pharmacology. As research continues, it may reveal more about its viability as a therapeutic agent, proving that the intricate world of compounds is both exciting and full of possibilities!

Synonyms
BETAMETHASONE VALERATE
Betamethasone 17-valerate
2152-44-5
Betaderm
Valisone
Luxiq
beta-Val
Betatrex
Dermabet
Tokuderm
Valnac
Bedermin
Bextasol
Celestoderm
Stanoval
Rinderon V
Betnovateat
Dermovaleas
Betneval
Dermosol
Celeston valerate
beta-Methasone 17-valerate
Ecoval 70
Bettamousse
Betaval
Fuciderm
Betoid
Celestoderm V
Celestane V
Betnesol V
Celestan V
Betamethasone (as valerate)
9IFA5XM7R2
DTXSID7022673
CHEBI:31277
Betamethason-17-valerate
EINECS 218-439-3
UNII-9IFA5XM7R2
NSC-755912
Betamethasone 17alpha-valerate
DTXCID702673
NSC 755912
Betamethasone 17 Valerate
17-Valerate, Betamethasone
Flubenisolonvalerate
BETAMETHASONE VALERATE (MART.)
BETAMETHASONE VALERATE [MART.]
BETAMETHASONE VALERATE (USP-RS)
BETAMETHASONE VALERATE [USP-RS]
Betamethasone valerate (USAN:USP:JAN)
Betamethasone valerate [USAN:USP:JAN]
BETAMETHASONE VALERATE (EP MONOGRAPH)
BETAMETHASONE VALERATE [EP MONOGRAPH]
BETAMETHASONE VALERATE (USP MONOGRAPH)
BETAMETHASONE VALERATE [USP MONOGRAPH]
Valerate, Betamethasone
Rinderon-V
Betamethasone Valerate Foam
218-439-3
Betnovate
Betamethasone valerate (Betnovate)
Betamethasone 17a-valerate
Betamethasone-17-valerate
9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate
9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-17-valerate
9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl pentanoate
9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl valerate
Topagen (Veterinary)
Gentocin (Veterinary)
Celestoderm-V
Betnesol-V
Celestan-V
NCGC00274064-01
PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11,21-DIHYDROXY-16-METHYL-17-((1-OXOPENTYL)OXY)-, (11.BETA.,16.BETA.)-
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]-, (11.beta.,16.beta.)-
Betamethasoni valeras
Rinderon-V (TN)
MFCD00867446
betamethasone-valerate
Luxiq (TN)
Topagen (Salt/Mix)
Beta-Val (TN)
Betatrex (Salt/Mix)
Gentocin (Salt/Mix)
SCHEMBL7270
CHEMBL1497
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11beta,16beta)-
9alpha-Fluoro-16beta-methylprednisolone 17-valerate
HY-B0727R
Betamethasone valerate (Standard)
HY-B0727
Betamethasone valerate (JP17/USP)
BETAMETHASONE VALERATE [JAN]
Tox21_302288
BETAMETHASONE VALERATE [USAN]
s1690
BETAMETHASONE VALERATE [VANDF]
AKOS015994704
BETAMETHASONE VALERATE [WHO-DD]
BETAMETHASONE VALERATE [WHO-IP]
CCG-269509
FB18564
KS-1198
1,4-Pregnadiene-11beta,17alpha,21-triol-9alpha-fluoro-16beta-methyl-3,20-dione 17-valerate
9-Fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione-17-valerate
BETAMETHASONE 17-VALERATE [MI]
NCGC00255185-01
(2S,10S,11S,13S,15S,17S,1R,14R)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13, 15-trimethyl-5-oxotetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl pe ntanoate
9alpha-Fluoro-16beta-methyl-11beta,17alpha,21-trihydroxy-1,4-pregnadiene-3,20-dione 17-valerate
BETAMETHASONE VALERATE [GREEN BOOK]
CAS-2152-44-5
BETAMETHASONE VALERATE [ORANGE BOOK]
Betamethasone valerate for system suitability
BETAMETHASONI VALERAS [WHO-IP LATIN]
CS-0009628
NS00006017
A12274
D01357
AB01274710-01
AB01274710_02
Betamethasone Valerate (Betamethasone 17-Valerate)
Q6445931
BRD-K34032314-001-02-5
BRD-K34032314-001-04-1
(11.beta.,16.beta.)-9.alpha.-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 17.alpha.-valerate
(11?,16?)-9-Fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]pregna-1,4-diene-3,20-dione;9-Fluoro-11?,17,21-trihydroxy-16?-meth ylpregna-1,4-diene-3,20-dione 17-valerate;9?-Fluoro-16?-methylprednisolone 17-valerate
(11beta,16beta)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl pentanoate
9-Fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17-valerate
9-Fluoro-11.beta.,21-dihydroxy-16.beta.-methyl-3,20-dioxopregna-1,4-dien-17-yl pentanoate #