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D1159

Sigma-Aldrich

Dexamethasone 21-phosphate disodium salt

≥98%

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About This Item

Empirical Formula (Hill Notation):
C22H28FNa2O8P
CAS Number:
2392-39-4
Molecular Weight:
516.40
Beilstein:
6473066
EC Number:
219-243-0
MDL number:
MFCD00079105
UNSPSC Code:
51422340
PubChem Substance ID:
24893369
NACRES:
NA.25

Quality Level

100

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)

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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

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

Hazard Statements

H302 - H361d

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Andrew M McMillan et al.
BMJ (Clinical research ed.), 344, e3260-e3260 (2012-05-24)
To investigate the effectiveness of ultrasound guided corticosteroid injection in the treatment of plantar fasciitis. Randomised, investigator and participant blinded, placebo controlled trial. University clinic in Melbourne, Australia. 82 people with a clinical and ultrasound diagnosis of plantar fasciitis unrelated
Kang Ho Kim et al.
Molecular endocrinology (Baltimore, Md.), 30(8), 905-916 (2016-06-30)
Liver fibrosis is a reversible wound-healing process that is protective in the short term, but prolonged fibrotic responses lead to excessive accumulation of extracellular matrix components that suppresses hepatocyte regeneration, resulting in permanent liver damage. Upon liver damage, nonparenchymal cells
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