D1756

All Photos(5)

D1756

Dexamethasone

≥98% (HPLC), powder

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:

50-02-2

Molecular Weight:

392.46

Beilstein:

2066651

EC Number:

200-003-9

MDL number:

MFCD00064136

PubChem Substance ID:

24893536

NACRES:

NA.77

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

off-white

mp

262-264 °C (lit.)

solubility

methanol: 25 mg/mL

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

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

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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This Item	31375	D4902	D0700000
Sigma-Aldrich D1756 Dexamethasone	Sigma-Aldrich 31375 Dexamethasone	Sigma-Aldrich D4902 Dexamethasone	D0700000 Dexamethasone
assay ≥98% (HPLC)	assay 99.6%	assay ≥97%	assay -
form powder	form solid	form powder	form -
color off-white	color -	color -	color -
solubility methanol: 25 mg/mL	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	solubility methanol: 25 mg/mL	solubility water: <0.1 g/L
originator Merck & Co., Inc., Kenilworth, NJ, U.S.	originator -	originator -	originator -
storage temp. 2-8°C	storage temp. -	storage temp. 2-8°C	storage temp. 2-8°C

Application

Dexamethasone has been used:

in culture media to induce differentiation of adipose-derived stem cells into osteogenic tissue
as a component of adipocyte differentiation medium
for in vitro stimulation of primary normal human bronchial epithelial cells (NHBE) and airway smooth muscle (ASM)

Biochem/physiol Actions

Dexamethasone is known to be effective against relapsed multiple myeloma. It is found to decrease inflammation associated with cerebrospinal fluid and central nervous system (CNS) complications, such as hearing loss.

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

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Reconstitution

Dilute 1 mg/ml stock solution 1:50 with sterile media and store frozen in working aliquots to avoid repeated freeze-thaw.

Pictograms

GHS08

Signal Word

Danger

Hazard Statements

H360FD

Precautionary Statements

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 1B

Storage Class Code

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)