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Merck

D1159

Dexamethasone 21-phosphate disodium salt

≥98%, Glucocorticoid , powder

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About This Item

Empirical Formula (Hill Notation):
C22H28FNa2O8P
CAS Number:
Molecular Weight:
516.40
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
51422340
EC Number:
219-243-0
MDL number:
Beilstein/REAXYS Number:
6473066
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Product Name

Dexamethasone 21-phosphate disodium salt, ≥98%

Quality Level

assay

≥98%

form

powder

impurities

≤1% ethanol

color

white to off-white

storage temp.

2-8°C

SMILES string

[Na+].[Na+].[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1(F)[C@@H](O)C[C@@]4(C)[C@@]2([H])C[C@@H](C)[C@]4(O)C(=O)COP([O-])([O-])=O

InChI

1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15+,16+,17+,19+,20+,21+,22+;;/m1../s1

InChI key

PLCQGRYPOISRTQ-FCJDYXGNSA-L

Gene Information

human ... NR3C1(2908)

Application

Dexamethasone 21-phosphate disodium salt has been used:
  • as a positive control to study its effects on ocular shedding of herpes simplex virus type 1 (HSV-1) in the induced reactivation (IR) and spontaneous shedding (SS) rabbit models
  • as a receptor analog to study its effects on glucocorticoid receptor activation in suprachiasmatic nuclei (SCN)-lesioned mice
  • to study its protective effects against cisplatin-induced ototoxicity in the inner ear of guinea pigs

Biochem/physiol Actions

Dexamethasone 21-phosphate (Dex 21-P) is a pro-drug that can undergo dephosphorylation to form dexamethasone with the help of intra-erythrocyte enzymes. It exhibits therapeutic effects against cystic fibrosis and postoperative cataract. Dex 21-P disodium salt is a synthetic adrenal corticosteroid and possesses anti-inflammatory activity.


pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Katja A Lamia et al.
Nature, 480(7378), 552-556 (2011-12-16)
Mammalian metabolism is highly circadian and major hormonal circuits involving nuclear hormone receptors display interlinked diurnal cycling. However, mechanisms that logically explain the coordination of nuclear hormone receptors and the clock are poorly understood. Here we show that two circadian
Amy E Cohen et al.
Ophthalmology, 119(1), 66-73 (2011-11-26)
Determine safe, effective, iontophoretic dose(s) of EGP-437 (dexamethasone phosphate formulated for iontophoresis) in patients with noninfectious anterior uveitis; evaluate systemic drug exposures. Prospective, phase I/II, multicenter, double-masked, parallel group, randomized clinical trial. Forty outpatients with anterior uveitis. Forty of 42
Parawee Rattanakit et al.
International journal of pharmaceutics, 422(1-2), 254-263 (2011-11-22)
A novel extrusion printing system was used to create drug delivery structures wherein dexamethasone-21-phosphate disodium salt (Dex21P) was encapsulated within a biodegradable polymer (PLGA) and water soluble poly(vinyl alcohol) (PVA) configurations. The ability to control the drug release profile through