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
• UNSPSC Code: 41116107
• NACRES: NA.21
• PubChem Substance ID: 329753755
• EC Number: 200-003-9
• Beilstein/REAXYS Number: 2066651
• MDL number: MFCD00064136
• Assay: 99.6%
• Form: solid

Properties

• Quality Segment: 100
• agency: 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
• application(s): research use (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.[1] It has also been used as an alpha-MEM medium supplement to initiate adipogenic differentiation.[2] 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.[3]

Glucocorticoid anti-inflammatory agent

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

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H360FD
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves