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Key Documents

D1159

Sigma-Aldrich

Dexamethasone 21-phosphate disodium salt

≥98%

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About This Item

Empirical Formula (Hill Notation):
C22H28FNa2O8P
CAS Number:
Molecular Weight:
516.40
Beilstein:
6473066
EC Number:
MDL number:
UNSPSC Code:
51422340
PubChem Substance ID:
NACRES:
NA.25

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)

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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

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

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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Effect of operational conditions on the supercritical carbon dioxide impregnation of anti-inflammatory and antibiotic drugs in rigid commercial intraocular lenses
Bouledjouidja A, et al.
Journal of Supercritical Fluids, 130, 63-75 (2017)
Donal T Skelly et al.
Molecular psychiatry, 24(10), 1533-1548 (2018-06-08)
Systemic inflammation can impair cognition with relevance to dementia, delirium and post-operative cognitive dysfunction. Episodes of delirium also contribute to rates of long-term cognitive decline, implying that these acute events induce injury. Whether systemic inflammation-induced acute dysfunction and acute brain
Marieke Veurink et al.
Pharmaceutical research, 30(4), 1176-1187 (2013-02-16)
To investigate the mechanism behind the aggregation breaking properties of dexamethasone phosphate and related corticosteroids on the IgG1 antibody bevacizumab (Avastin®). An in silico 3D dimer model is developed to identify the bevacizumab-bevacizumab interface, and different corticosteroids are docked onto
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
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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