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312-93-6

312-93-6 Structure

312-93-6 Structure
IdentificationBack Directory
[Name]

DEXAMETHASONE SODIUM PHOSPHATE
[CAS]

312-93-6
[Synonyms]

EGP437
EGP-437
EGP 437
wymesone
neodecadron
oradexonphosphate
betnelanphosphate
Hexadrol phosphate
dexamethasonephosphate
,21-(dihydrogenphosphate)
Dexamethasone orthophosphate
dexamethasone21-orthophosphate
Dexamethasone Phosphate (200 mg)
Dexamethasone Phosphate (1177000)
Dexamethasone 21-dihydrogen phosphate
Dexamethasone Phosphate (200 mg)K0E2750.996mg/mg(dr)
9-Fluoro-11β,17-dihydroxy-16α-methyl-21-phosphonooxypregna-1,4-diene-3,20-dione
(11β,16α)-9-Fluoro-11,17-dihydroxy-16-Methyl-21-(phosphonooxy)pregna-1,4-diene-3,20-dione
Pregna-1,4-diene-3,20-dione, 9-fluoro-11β,17,21-trihydroxy-16α-methyl-, 21-phosphate (6CI)
9-Fluoro-11β,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen phosphate)
Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)-, (11β,16α)-
Pregna-1,4-Diene-3,20-Dione,9-Fluoro-11,17-Dihydroxy-16-Methyl-21-(Phosphonooxy)-,(11Beta,16Alpha)-
9-fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen phosphate)
Pregna-1,4-diene-3,20-dione, 9-fluoro-11β,17,21-trihydroxy-16α-methyl-, 21-(dihydrogen phosphate) (8CI)
[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] dihydrogen phosphate
[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] dihydrogen phosphate
[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-3-keto-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-keto-ethyl] dihydrogen phosphate
Dexamethasone 21-Phosphate D4Q: What is Dexamethasone 21-Phosphate D4 Q: What is the CAS Number of Dexamethasone 21-Phosphate D4 Q: What is the storage condition of Dexamethasone 21-Phosphate D4 Q: What are the applications of Dexamethasone 21-Phosphate D4
[EINECS(EC#)]

206-232-0
[Molecular Formula]

C22H30FO8P
[MDL Number]

MFCD00152787
[MOL File]

312-93-6.mol
[Molecular Weight]

472.44
Chemical PropertiesBack Directory
[Melting point ]

154-157°C
[Boiling point ]

669.6±65.0 °C(Predicted)
[density ]

1.45±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer, Under Inert Atmosphere
[solubility ]

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

Solid
[pka]

1.67±0.10(Predicted)
[color ]

White to Light Brown
[Stability:]

Hygroscopic, Moisture Sensitive
[Major Application]

pharmaceutical (small molecule)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

62
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[HS Code ]

2937220000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Repr. 2
[Toxicity]

dni-rat-ipr 3 mg/kg JOENAK 62,527,74
Hazard InformationBack Directory
[Originator]

Decadron Phosphate,MS and D,US,1959
[Uses]

A pro-drug of Dexamethasone (D298800), an anti-inflammatory glucocorticoid. It was found that liposomal DXM-P inhibited both chronic inflammation and joint destruction, whereas free DXM-P failed to prevent joint destruction.
[Definition]

ChEBI: A steroid phosphate that is the 21-O-phospho derivative of dexamethasone.
[Manufacturing Process]

A solution of bis-triethylamine phosphate was prepared by slowly adding 2.36 ml of 85% phosphoric acid to 20 ml of acetonitrile containing 9.9 ml of triethylamine at 20°C. This solution was added to a stirred solution of 4.70 g of 9α-fluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,2-dione 21- methanesulfonate and 20 ml of acetonitrile. The mixture was heated under reflux for four hours and then evaporated under reduced pressure to a volume of 12 ml. This mixture was a concentrated solution of 9α-fluoro-11β,17α,21- trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 21-phosphate triethylamine salt with some inorganic phosphate.
The mixture was cooled, 25 ml of methanol added, and the cooled mixture treated with 33 ml of 1.89 N methanolic sodium methoxide solution. The precipitated inorganic phosphates were removed by suction filtration and washed thoroughly with methanol. The combined filtrates were evaporated under reduced pressure to a volume of 12 ml and treated with 30 ml of methanol. The resulting cloudy solution was clarified by filtration through diatomaceous earth. The volume of the filtrate was brought to 40 ml by the addition of methanol, and 120 ml of ether was added with stirring. The precipitated product, which was 9α-fluoro-11β,17α,21-trihydroxy-16α-methyl1,4-pregnadiene-3,20-dione 21-phosphate sodium salt, was collected by suction filtration, and washed with acetone and then with ether. The weight of the air-dried material was 3.06 g.
[Brand name]

Decadron (Merck); Dexacen (Cent); Dexacort (UCB); Dexair (Pharmafair); Hexadrol (Organon); Maxidex (Alcon).
[Therapeutic Function]

Glucocorticoid
[Safety Profile]

An experimental teratogen. Otherexperimental reproductive effects. Mutation data reported.When heated to decomposition it emits toxic fumes of F-and POx.
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