D1756

Dexamethasone

≥98% (HPLC), powder, NOS induction inhibitor

• 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
• UNSPSC Code: 51422306
• PubChem Substance ID: 24893536
• NACRES: NA.77

Properties

• Product Name: Dexamethasone, ≥98% (HPLC), powder
• 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)

Description

General description

Dexamethasone is a potent glucocorticoid with minimal to no mineralocorticoid activity. Dexamethasone exhibits pleiotropic effects on multiple signaling pathways,[1] some of its functions include, inhibition of neutrophil migration and reduction of lymphocyte colony proliferation. Research findings show, dexamethasone might prevent high-altitude pulmonary edema by decreasing pulmonary artery pressure.

Application

Dexamethasone has been used:

• in culture media to induce differentiation of adipose-derived stem cells into osteogenic tissue[2]
• as a component of adipocyte differentiation medium[3]
• for in vitro stimulation of primary normal human bronchial epithelial cells (NHBE) and airway smooth muscle (ASM)[4]

Biochem/physiol Actions

Dexamethasone is known to be effective against relapsed multiple myeloma.[5] It is found to decrease inflammation associated with cerebrospinal fluid and central nervous system (CNS) complications, such as hearing loss.[6]

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.

Preparation Note

Dexamethasone is soluble in DMSO (25 mg/ml), chloroform or ethanol.

Reconstitution

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

Safety Information

• 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): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves