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Merck

D9184

Dexamethasone

meets USP testing specifications

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

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All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C22H29FO5
CAS Number:
50-02-2
Molecular Weight:
392.46
UNSPSC Code:
12352212
NACRES:
NA.21
PubChem Substance ID:
24894273
EC Number:
200-003-9
Beilstein/REAXYS Number:
2066651
MDL number:
MFCD00064136
biological source:
synthetic (organic)
form:
solid
assay:
97.0-102.0%

Product Name

Dexamethasone, meets USP testing specifications

InChI key

UREBDLICKHMUKA-CXSFZGCWSA-N

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

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

biological source

synthetic (organic)

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

Quality Level

200

Gene Information

human ... ABCB1(5243), CYP3A4(1576), IL4(3565), IL5(3567), NR3C1(2908)
mouse ... Abcb1a(18671), Abcb1b(18669), Ifng(15978), Nos2(18126), Ptgs2(19225), Tnf(21926)
rat ... Ar(24208), Nr3c1(24413), Tnf(24835)

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

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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000368389
0000368389
0000478066
0000478066
0000471788

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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
Yukiko Kitase et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 25(12), 2657-2668 (2010-06-26)
Glucocorticoids are known to induce osteocyte apoptosis, whereas mechanical loading has been shown to sustain osteocyte viability. Here we show that mechanical loading in the form of fluid-flow shear stress blocks dexamethasone-induced apoptosis of osteocyte-like cells (MLO-Y4). Prostaglandin E(2) (PGE(2)
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