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D9184

Sigma-Aldrich

Dexamethasone

meets USP testing specifications

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Synonym(s):
(11β,16α)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione, 9α-Fluoro-16α-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione, 9α-Fluoro-16α-methylprednisolone, Prednisolone F
Empirical Formula (Hill Notation):
C22H29FO5
CAS Number:
Molecular Weight:
392.46
Beilstein/REAXYS Number:
2066651
EC Number:
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

agency

USP/NF
meets USP testing specifications

assay

97.0-102.0%

form

solid

mp

262-264 °C (lit.)

shipped in

ambient

storage temp.

2-8°C

SMILES string

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO

InChI

1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

InChI key

UREBDLICKHMUKA-CXSFZGCWSA-N

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General description

Dexamethasone is an anti-inflammatory glucocorticoid with a range of effects on cell survival, cell signaling and gene expression. It is useful for study of apoptosis, cell signaling pathways and gene expression.

Application

Dexamethasone was used as medium supplement in the following studies:
  • To investigate the osteogenic differentiation and chondrogenic differentiation of bone marrow mesenchymal stem cells (MSCs).
  • In α-MEM (minimum essential medium) for inducing the osteogenic and adipogenic differentiation in mesenchymal stem cells from human bone marrow and umbilical cord blood.
  • For the isolation and characterization of mesenchymal stem cells isolated from 6- to 8-week-old C57BL/6J mice.

Biochem/physiol Actions

Glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. Inhibits the induction of nitric oxide synthase.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Dexamethasone acetate European Pharmacopoeia (EP) Reference Standard

D0710000

Dexamethasone acetate

Dexamethasone acetate United States Pharmacopeia (USP) Reference Standard

USP

1176506

Dexamethasone acetate

Dexamethasone impurity standard British Pharmacopoeia (BP) Reference Standard

BP811

Dexamethasone impurity standard

Laura Pierdomenico et al.
Transplantation, 80(6), 836-842 (2005-10-08)
Bone marrow mesenchymal stem cells (MSCs) are currently being investigated in preclinical and clinical settings because of their multipotent differentiative capacity or, alternatively, their immunosuppressive function. The aim of this study was to evaluate dental pulp (DP) as a potential
Ezio Gerdoni et al.
Annals of neurology, 61(3), 219-227 (2007-03-28)
To evaluate the ability of mesenchymal stem cells (MSCs), a subset of adult stem cells from bone marrow, to cure experimental autoimmune encephalomyelitis. The outcome of the injection of MSCs, in mice immunized with the peptide 139-151 of the proteolipid
Yu-Jen Chang et al.
Stem cells (Dayton, Ohio), 24(3), 679-685 (2005-09-24)
Bone marrow and umbilical cord blood are reported to be the main sources of mesenchymal stem cells (MSCs), which have been proposed for many clinical applications. This study evaluated and quantitated the differentiation potential of bone marrow-derived MSCs (bmMSCs) and
Erich Piovan et al.
Cancer cell, 24(6), 766-776 (2013-12-03)
Glucocorticoid resistance is a major driver of therapeutic failure in T cell acute lymphoblastic leukemia (T-ALL). Here, we identify the AKT1 kinase as a major negative regulator of the NR3C1 glucocorticoid receptor protein activity driving glucocorticoid resistance in T-ALL. Mechanistically
Lotfi Benboubker et al.
The New England journal of medicine, 371(10), 906-917 (2014-09-04)
The combination melphalan-prednisone-thalidomide (MPT) is considered a standard therapy for patients with myeloma who are ineligible for stem-cell transplantation. However, emerging data on the use of lenalidomide and low-dose dexamethasone warrant a prospective comparison of the two approaches. We randomly

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