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28416-82-2

28416-82-2 Structure

28416-82-2 Structure
IdentificationBack Directory
[Name]

(6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid
[CAS]

28416-82-2
[Synonyms]

Axon 1170
FluMethasone acid
Fluticasone Carboxylic Acid
Fluticasone 17-Carboxylic Acid
Fluticasone 17b-Carboxylic Acid
(6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-M
Fluticasone propionate Intermediates (Flumethasone acid)
6A,9A-DIFLUORO-11SS,17A-DIHYDROXY-3-OXOANDROSTA-1,4-DIENE-17SS-CARBOXYLIC ACID
6a,9a-Difluoro-11,17a-dihydroxy-16a-methylpregna-3-oxo-1,4-diene-17-carboxylic Acid
6a,9a-Difluoro-11b,17a-dihydroxy-16a-methylpregna- 3-oxo-1,4-diene-17b-carboxylic Acid
6α,9α-Difluoro-11β,17α-dihydroxy-16α-Methylpregna- 3-oxo-1,4-diene-17β-carboxylic Acid
(6A,11B,16A,17A)-6,9-DIFLUORO-11,17-diHYDROXY-16-METHY1-3-OXOANDROSTA-1,4-DIENE-17-CAR
6a,9a-difluoro-11 P,17a-dihydroxy-16a-methyl-3- oxoandrosta-1,4-diene-17P-carboxylic acid
(6a,9a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxyl
(6a,9a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic
(6a,11,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxo-androsta-1,4-diene-17-carboxylic Acid
(6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid
(6α,11β,16α,17α)-6,9-Difluoro-11,17-dihydroxy-16-Methyl-3-oxo-androsta-1,4-diene-17-carboxylic Acid
(6a,9a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid
ANDROSTA-1,4-DIENE-17-CARBOXYLIC ACID,6,9-DIFLUORO-11,17- DIHYDROXY-16-METHYL-3-OXO-,(6α,11β,16α,17α)-
ANDROSTA-1,4-DIENE-17-CARBOXYLIC ACID,6,9-DIFLUORO-11,17- DIHYDROXY-16-METHYL-3-OXO-,(6A,11SS,16A,17A)-
Androsta-1,4-diene-17-carboxylic acid,6,9-difluoro-11,17- dihydroxy-16-Methyl-3-oxo-,(6|á,11|,16|á,17|á)-
6a,9a-Difluoro-1117a-dihydroxy-3-oxoandrosta-1,4-diene-17carboxylic Acid Discontinued see product # F599490
6α,9α-Difluoro-11β-,17α-dihydroxy-3-oxoandrosta-1,4-diene-17-carboxylic Acid Discontinued see product # F599490
ANDROSTA-1,4-DIENE-17-CARBOXYLIC ACID,6,9-DIFLUORO-11,17- DIHYDROXY-16-METHYL-3-OXO-,(6ALPHA,11BETA,16ALPHA,17ALPHA)-
[EINECS(EC#)]

206-597-6
[Molecular Formula]

C21H26F2O5
[MDL Number]

MFCD09832931
[MOL File]

28416-82-2.mol
[Molecular Weight]

396.42
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

303-305°C
[Boiling point ]

568.4±50.0 °C(Predicted)
[density ]

1.38±0.1 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Acetone (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

3.49±0.70(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Fluticasone intermediate. Anti-inflammatory agent
[Uses]

The major metabolite of Fluticasone. Anti-inflammatory agent.
[Description]

Fluticasone 17β-carboxylic acid is an intermediate in the synthesis of the glucocorticosteroid fluticasone propionate (Item No. 20703).
[General Description]

Fluticasone 17β-carboxylic acid ((6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid) is a compound of interest in studying structure-activity relationships within corticosteroid analogs. In research, this compound is examined for its potential interactions with glucocorticoid receptors, given its structural similarity to fluticasone, which is known for its affinity to these receptors. The 17β-carboxylic acid moiety may alter the compound's binding characteristics. In biochemistry, fluticasone 17β-carboxylic acid is used to probe the metabolic pathways of fluticasone, as it may be a metabolite or intermediate.
[Synthesis]

To a suspension of flumethasone (1.19 g, 2.9 mmol) in tetrahydrofuran (11 ml) was added a solution of periodic acid (2.25 g, 9.9 mmol) in water (5.3 ml). The resulting solution was stirred at RT for 1 h. The tetrahydrofuran was removed in vacuo to leave an aqueous suspension which was filtered, and the solid washed with water and dried to give 1.17 g (100%) of the (6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid (Fluticasone 17β-Carboxylic Acid) as a colorless solid.
(6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid
[storage]

Store at -20°C
Safety DataBack Directory
[HS Code ]

2937220000
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