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Dexamethasone

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Identification
Molecular formula
C22H29FO5
CAS number
50-02-2
IUPAC name
(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, dexamethasone is a solid. It is available in various forms, including tablets, injections, and topical formulations, depending on its clinical use.

Melting point (Celsius)
262.00
Melting point (Kelvin)
535.15
Boiling point (Celsius)
595.00
Boiling point (Kelvin)
868.15
General information
Molecular weight
392.46g/mol
Molar mass
392.4610g/mol
Density
1.3100g/cm3
Appearence

Dexamethasone typically appears as a white to off-white crystalline powder. It is odorless and stable under normal conditions.

Comment on solubility

Solubility of (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one (C22H29FO5)

The solubility of this complex organic compound can be described as multifaceted and influenced by several factors:

  • Polarity: The presence of hydroxyl (-OH) groups and the fluorine atom contributes to its overall polarity, which can enhance interactions with polar solvents.
  • Hydrophobic regions: The hydrocarbons present in the structure imply that there are also hydrophobic regions, making the compound less soluble in polar solvents like water.
  • Solvent choice: Due to its structural features, this compound may exhibit better solubility in organic solvents such as ethanol, acetone, or dimethyl sulfoxide (DMSO).
  • Temperature effects: As with many organic compounds, increasing temperature can lead to increased solubility in appropriate solvents.

In summary, while the solubility of C22H29FO5 may not be extremely high in water, it is likely to show better solubility in non-polar or mildly polar organic solvents. Thus, careful selection of solvents is crucial in the application and manipulation of this compound in laboratory settings.

Interesting facts

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

This complex compound, with its intricate structure, represents a fascinating area of study in organic chemistry and pharmacology. Here are some compelling facts about it:

  • Structural Diversity: The compound features multiple stereocenters and functional groups, leading to a wealth of potential isomers and effects. This stereochemistry significantly influences its biological activity.
  • Fluorine Incorporation: The presence of a fluorine atom is notable as it can enhance the metabolic stability and bioactivity of pharmaceutical compounds. Fluorinated compounds often exhibit distinct interactions with biological targets.
  • Hormonal Activity: Compounds similar to this may exhibit hormonal properties, particularly as steroid derivatives, which have implications in treatments related to hormonal imbalances.
  • Potential Applications: Given its structural characteristics, this compound could be explored for applications such as anti-inflammatory agents, cell signaling modulators, or in cancer therapy, showcasing the intersection of structure and function in medicinal chemistry.

As researchers continue to explore the myriad of applications for complex organic compounds, this particular molecule stands out by exemplifying how intricate structures can lead to significant therapeutic potential. The exploration of such compounds opens doors to new treatments and a deeper understanding of biological interactions.

“The beauty of chemistry lies in the complexity of its compounds and the simplicity of its principles.”

Synonyms
dexamethasone
50-02-2
Decadron
Maxidex
Dexamethazone
Hexadecadrol
Dexasone
Hexadrol
Aeroseb-Dex
Fluormethylprednisolone
Desametasone
Superprednol
Visumetazone
Cortisumman
Decaderm
Decaspray
Dexacortal
Dexacortin
Gammacorten
Millicorten
Oradexon
Auxiron
Calonat
Dexason
Dexone
Dectancyl
Deltafluorene
Desamethasone
Desameton
Fortecortin
Mediamethasone
Mymethasone
Decalix
Dekacort
Dexacort
Dexameth
Dinormon
Loverine
Luxazone
Azium
Dexa-Scheroson
Prednisolone F
Dexa-sine
Isopto-Dex
Aeroseb-D
Anaflogistico
Aphtasolon
Decacortin
Decasone
Dergramin
Desadrene
Deseronil
Dexadeltone
Dexafarma
Dexalona
Dexapolcort
Dexinolon
Dexinoral
Dextelan
Policort
Spoloven
Corsone
Deronil
Dexapos
Mexidex
Sunia Sol D
Bisu DS
Dexa Mamallet
Dexa-Cortidelt
Dexa-Cortisyl
Prednisolon F
Lokalison F
Ocu-trol
Dex-ide
SK-Dexamethasone
Dexamethasonum
Dexametasona
Dexaprol
Fluormone
Decagel
Dexone 4
Hexadrol Elixir
Pet Derm III
Dexamethasone Intensol
Hl-dex
Methylfluorprednisolone
Dexone 0.5
Dexone 1.5
Fluorocort
Decaject
Decameth
Dexone 0.75
Dexpak
Dxms
Dexamethasone alcohol
Hexadrol Tablets
Desametasone [DCIT]
Decacort
Dexamonozon
Dextenza
Turbinaire
Ozurdex
9alpha-Fluoro-16alpha-methylprednisolone
Dexametasona [INN-Spanish]
Dexamethasonum [INN-Latin]
Dezone
Decadron Tablets, Elixir
Azium (Veterinary)
Dexametasone
Dexamethansone
Adexone
Osurdex
Posurdex
Dexycu
DexaSite
OTO-104
Corson
Dexamethasone Base
16alpha-Methyl-9alpha-fluoro-1-dehydrocortisol
16alpha-Methyl-9alpha-fluoroprednisolone
(3H)-Dexamethasone
Azimycin (Veterinary)
delta1-9alpha-Fluoro-16alpha-methylcortisol
MFCD00064136
MK 125
NSC 34521
(11beta,16alpha)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
1-Dehydro-16alpha-methyl-9alpha-fluorohydrocortisone
Naquasone (Veterinary)
Tresaderm (Veterinary)
CCRIS 7067
Diodex
DTXSID3020384
HSDB 3053
ISV-305
Zema-Pak
16-alpha-Methyl-9-alpha-fluoroprednisolone
9-alpha-Fluoro-16-alpha-methylprednisolone
UNII-7S5I7G3JQL
16-alpha-Methyl-9-alpha-fluoro-delta1-hydrocortisone
EINECS 200-003-9
7S5I7G3JQL
NSC-34521
16alpha-Methyl-9alpha-fluoro-delta(sup 1)-hydrocortisone
DXM [Steroid]
16-alpha-Methyl-9-alpha-fluoro-delta(sup 1)-hydrocortisone
HEMADY
16-alpha-Methyl-9-alpha-fluoro-1-dehydrocortisol
Dexamethasone (GMP)
Dexamethasone, topical
CHEBI:41879
AI3-50934
delta(sup 1)-9-alpha-Fluoro-16-alpha-methylcortisol
9A-FLUORO-16BETA-METHYLPREDNISOLONE
Prednisolone, 9alpha-fluoro-16alpha-methyl-
DTXCID10384
MLS001332507
(1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one
16.alpha.-Methyl-9.alpha.-fluoroprednisolone
Dexamethasone [USP:INN:BAN:JAN]
DXM (Steroid)
9-Fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione
[3H]-dexamethasone
DEXA
[3H]dexamethasone
CIPRODEX COMPONENT DEXAMETHASONE
MAXITROL COMPONENT DEXAMETHASONE
TOBRADEX COMPONENT DEXAMETHASONE
DEXACIDIN COMPONENT DEXAMETHASONE
DEXASPORIN COMPONENT DEXAMETHASONE
Aphthasolone
TOBRADEX ST COMPONENT DEXAMETHASONE
Dexa-Mamallet
9.alpha.-Fluoro-16.alpha.-methylprednisolone
Dexametasona (INN-Spanish)
Dexamethasonum (INN-Latin)
(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
C22H29FO5
DEXAMETHASONE (MART.)
DEXAMETHASONE [MART.]
16.alpha.-Methyl-9.alpha.-fluoro-1-dehydrocortisol
DEXAMETHASONE (USP-RS)
DEXAMETHASONE [USP-RS]
1-Dehydro-16.alpha.-methyl-9.alpha.-fluorohydrocortisone
Dexamethasone (USP:INN:BAN:JAN)
DEXAMETHASONE (EP MONOGRAPH)
DEXAMETHASONE [EP MONOGRAPH]
DEXAMETHASONE (USP MONOGRAPH)
DEXAMETHASONE [USP MONOGRAPH]
Decadron (TN)
(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
SMR000857119
BETAMETHASONE IMPURITY A (EP IMPURITY)
BETAMETHASONE IMPURITY A [EP IMPURITY]
dexamethasone (tetramethyl-rhodamine conjugated )
Prednisolone, 9.alpha.-fluoro-16.alpha.-methyl-
alin
Amplidermis
Cortidexason
Dexafluorene
Dexamecortin
Dexamethsone
Fluorodelta
Aacidexam
Baycadron
Decadrol
Dexabliss
Dexachel
Dexalocal
Dexasine
Spersadex
.delta.(sup 1)-9-.alpha.-Fluoro-16-.alpha.-methylcortisol
16.alpha.-Methyl-9.alpha.-fluoro-.delta.(sup1)-hydrocortisone
Dxevo
NSC34521
TaperDex
Aknichthol Dexa
Alin Oftalmico
Anemul mono
Azium Solution
Dexium Tablets
Azium Powder
Dexa-Rhinosan
.gamma.corten
ZoDex
Alin Depot
Baycuten N
Lokalison-F
Apo-dexamethasone
Decadron DP
Dexasone 4mg
Alba-Dex
Zonometh Solution
Dexameth-A-Vet
PHL-dexamethasone
PMS-dexamethasone
TaperDex 6-day
TaperDex 7-day
Decasone R.p.
Dexamethasone-omega
NCGC00091019-08
Dexasone 0.5mg
TaperDex 12-day
HiDex 6-day
Dexasone 0.75mg
Sandoz Dexamethasone
Dexamethasone1.5 mg
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11beta,16alpha)-
Dexamethasone Solution
Dexamethasone Injection
DEXYCU KIT
Maxidex Ont 0.1%
Maxidex Sus 0.1%
Azium Boluses 10 mg
Dexamethasone 1.5 mg
Pet Derm III Tablets
Dexamethasone (Standard)
Dexameth-A-Vet Injection
Spectrum5_002019
Azium Tablets 0.25 mg
DEXAMETHASONE 6-Day
Azium Oral Solution 2 mg
DEXAMETHASONE [MI]
MolMap_000018
(9R,14S)-Dexamethasone
DEXAMETHASONE [INN]
DEXAMETHASONE [JAN]
SCHEMBL3774
16-alpha-Methyl-9-alpha-fluoro-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
16-alpha-Methyl-9-alpha-fluoro-11-beta,17-alpha,21-trihydroxypregna-1,4-diene-3,20-dione
4-alpha-Fluoro-16-alpha-methyl-11-beta,17,21-trihydroxypregna-1,4-diene-3,20-dione
9-alpha-Fluoro-16-alpha-methyl-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
DEXAMETHASONE [HSDB]
BIDD:PXR0060
BSPBio_000995
DEXAMETHASONE [VANDF]
MLS001055412
MLS001332508
BIDD:ER0494
Dexamethasone Sterile Solution
sustained-release dexamethasone
DEXAMETHASONE [WHO-DD]
DEXAMETHASONE [WHO-IP]
CHEMBL384467
GTPL2768
GTPL3447
SGCUT00126
9-Fluoro-16-methylprednisolone
Ak Dex Oph Otic Soln 0.1%
DEXAMETHASONE [EMA EPAR]
BDBM18207
Dexamethasone (anti-inflammatory)
Dexamethasone (JP18/USP/INN)
MSK2218
1p93
DEXAMETHASONE [GREEN BOOK]
HMS1792A17
HMS1990A17
HMS2089N13
HMS2235F08
HMS3039L11
HMS3259N11
HMS3403A17
Azium Aqueous Suspension Veterinary
DEXAMETHASONE [ORANGE BOOK]
to_000038
Tox21_200122
Dexamethasone, >=97.0% (HPLC)
HB2521
HY-14648G
HY-14648R
IBI-10090
MK-125
s1322
Dexamethasone 1.0 mg/ml in Methanol
DEXAMETHASONUM [WHO-IP LATIN]
PMS Dexamethasone Elixir 0.5mg/5ml
AKOS005259009
AKOS015895509
CCG-264887
CS-1505
DB01234
FD15640
KS-1451
NC00645
US10869929, Compound Dexamethasone
US11554172, Compound Dexamethasone
alpha -Fluoro-16-alpha -methylcortisol
CAS-50-02-2
Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16alpha-methyl-
SMP1_000092
Dexamethasone, >=98% (HPLC), powder
NCGC00091019-01
NCGC00091019-02
NCGC00091019-03
NCGC00091019-04
NCGC00091019-05
NCGC00091019-06
NCGC00091019-07
NCGC00091019-23
NCGC00257676-01
(11beta,16alpha)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione labeled with tritium
(8S,9R,10S,11S,13S,14S,16R,17R)-9-Fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]ph
23495-06-9
9alpha-fluoro-16alpha-methyl-Prednisolone
AC-11056
DEXAMETHASONE COMPONENT OF CIPRODEX
DEXAMETHASONE COMPONENT OF MAXITROL
DEXAMETHASONE COMPONENT OF TOBRADEX
HY-14648
NCI60_003067
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, labeled with tritium, (11beta,16alpha)-
SMR001227192
DEXAMETHASONE COMPONENT OF DEXACIDIN
Fluoro-9alpha Methyl-16alpha Prednisolone
16alpha -Methyl-9alpha -fluoroprednisolone
9alpha -Fluoro-16alpha -methylprednisolone
DEXAMETHASONE COMPONENT OF DEXASPORIN
Dexamethasone, tested according to Ph.Eur.
CS-0626118
DEXAMETHASONE COMPONENT OF TOBRADEX ST
NS00000344
EN300-52607
D00292
Dexamethasone, meets USP testing specifications
Prednisolone, 9alpha -fluoro-16alpha -methyl-
9.alpha.-Fluoro-16.alpha.-methyl-1,20-dione
AB00918428-05
AB00918428-08
AB00918428-09
AB00918428_10
16alpha -Methyl-9alpha -fluoro-1-dehydrocortisol
16Alpha-methyl-9alpha-fluoro-delta1-hydrocortisone
Dexamethasone, VETRANAL(TM), analytical standard
Q422252
1-Dehydro-16alpha-methyl-0alpha-fluorohydrocortisone
delta(Sup1)-9-alpha-fluoro-16-alpha-methylcortisol
BRD-K38775274-001-02-3
BRD-K38775274-001-06-4
DEXAMETHASONE ACETATE IMPURITY A [EP IMPURITY]
1-Dehydro-16alpha -methyl-9alpha -fluorohydrocortisone
9-Fluoro-11alpha -methylpregna-1,4-diene-3,20-dione
Dexamethasone, British Pharmacopoeia (BP) Assay Standard
Z756391748
Pregna-1,4-diene-3,20-dione, 9-fluoro-11alpha -methyl-
Dexamethasone, European Pharmacopoeia (EP) Reference Standard
WLN: L E5 B666 OV KU MUTJ A1 BF CQ E1 FV1Q FQ G1
Dexamethasone, powder, BioReagent, suitable for cell culture, >=97%
Dexamethasone, United States Pharmacopeia (USP) Reference Standard
16-.alpha.-Methyl-9-.alpha.-fluoro-1,17-.alpha.,21-triol-3,20-dione
4.alpha.-Fluoro-16.alpha.-methyl-11.beta.-17,4-diene-3,20-dione
Pregna-1,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methyl-
16.alpha.-Methyl-9.alpha.-fluoro-11.beta.-17.alpha.-21-trihydroxypregna-1,20-dione
9-Fluoro-11.beta.,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione
9-fluoro-16alpha-methyl-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione
9.alpha.-Fluoro-11.beta.-17.alpha.- 21-trihydroxy-16.alpha.-methylpregna-1,20-dione
9alpha-Fluoro-16alpha-methyl-11beta,17alpha,21-trihydroxy-1,4-pregnadiene-3,20-dione
Dexamethasone for peak identification, European Pharmacopoeia (EP) Reference Standard
Dexamethasone for system suitability, European Pharmacopoeia (EP) Reference Standard
Dexamethasone, Pharmaceutical Secondary Standard; Certified Reference Material
Dexamethasone, powder, gamma-irradiated, BioXtra, suitable for cell culture, >=80% (HPLC)
Pregna-1,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11.beta.,16.alpha.)-
(11.BETA.,16.ALPHA.)-9-FLUORO-11,17,21-TRIHYDROXY-16-METHYLPREGNA-1,4-DIENE-3,20-DIONE
(11alpha,14beta,16alpha,17alpha)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
(1R,2R,3aS,3bS,9aS,9bR,10S,11aS)-9b-fluoro-1,10-dihydroxy-1-(2-hydroxyacetyl)-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
1050677-47-8
200-003-9
9.alpha.-Fluoro-16.alpha.-methyl-11.beta.,21.beta.-trihydroxy-pregna-1,4-diene-3,20-dione
Prednisolone F; 9alpha-Fluoro-16alpha-methylprednisolone; (11beta,16alpha)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,
PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11,17,21-TRIHYDROXY-16-METHYL-,(11.BETA.,16.ALPHA.)-9-FLUORO-11.BETA.,17,21-TRIHYDROXY-16.ALPHA.-METHYLPREGNA-1,4-DIENE-3,20-DIONE