31375

Dexamethasone

tested according to Ph. Eur.

• Synonym(s): Dexamethasonum, (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: 12352200
• PubChem Substance ID: 329753755

Properties

• Agency: USP/NF; tested according to Ph. Eur.
• Quality Level: 100
• 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
• application(s): 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
• 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

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.

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