31375

Sigma-Aldrich

Dexamethasone

tested according to Ph. Eur.

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

Quality Level

Agency/Method

USP/NF
tested according to Ph. Eur.

assay

99.6%

form

solid

mp

262-264 °C (lit.)

solubility

water: soluble 10mg/100 ml at 25 °C
acetone: very slightly soluble
alcohol: very slightly soluble
chloroform: slightly soluble
diethyl ether: very slightly soluble
dioxane: very slightly soluble
methanol: very slightly soluble

Featured Industry

Pharmaceutical (small molecule)

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

Looking for similar products? Visit Product Comparison Guide

Application

Dexamethasone has been used as a DMEM medium supplement utilized in osteogenesis. It has also been used as an alpha-MEM medium supplement to initiate adipogenic differentiation. Additionally, it has also been used to study apoptosis, cell signaling pathways and gene expression.

Biochem/physiol Actions

Dexamethasone is a glucocorticoid anti-inflammatory agent. It regulates T cell survival, growth, and differentiation. Additionally, dexamethasone inhibits the induction of nitric oxide synthase. It induces apoptosis by initiating the initial cleavage of DNA into high molecular weight fragments.
Glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. Inhibits the induction of nitric oxide synthase.

pictograms

Health hazard

signalword

Danger

hcodes

hazcat

Repr. 1B

storage_class_code

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

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

D G Brown et al.
The Journal of biological chemistry, 268(5), 3037-3039 (1993-02-15)
Apoptosis is a major form of cell death, characterized morphologically by chromatin condensation and biochemically by endonuclease cleavage of DNA into oligonucleosomal fragments. Recently, we reported that zinc arrested dexamethasone-induced apoptosis in thymocytes at an early stage, as characterized morphologically...
Samad Nadri et al.
The International journal of developmental biology, 51(8), 723-729 (2007-10-17)
Mesenchymal stem cells (MSCs) have been isolated based on the ability of adherence to plastic surfaces. The potential of these cells to differentiate along multiple lineages is the key to identifying stem cell populations in the absence of molecular markers....
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...
S Choi et al.
British journal of anaesthesia, 112(3), 427-439 (2014-01-15)
Brachial plexus nerve blocks (BPBs) have analgesic and opioid sparing benefits for upper extremity surgery. Single-injection techniques are limited by the pharmacological duration and therapeutic index of local anaesthetics (LAs). Continuous catheter techniques, while effective can present management challenges. Off-label...
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...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service