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Merck
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SML2932

Sigma-Aldrich

Dexamethasone palmitate

≥98% (HPLC)

Sinónimos:

(11β,16α)-9-Fluoro-11,17-dihydroxy-16-methyl-21-[(1-oxohexadecyl)oxy]pregna-1,4-diene-3,20-dione, Dexamethasone 21-palmitate

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About This Item

Fórmula empírica (notación de Hill):
C38H59FO6
Número de CAS:
14899-36-6
Peso molecular:
630.87
MDL number:
MFCD01698988
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@@]([C@](C(COC(CCCCCCCCCCCCCCC)=O)=O)(O)[C@H](C)C4)(C)[C@]4([H])[C@]3([H])CCC2=C1

InChI

1S/C38H59FO6/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-34(43)45-26-33(42)38(44)27(2)23-31-30-20-19-28-24-29(40)21-22-35(28,3)37(30,39)32(41)25-36(31,38)4/h21-22,24,27,30-32,41,44H,5-20,23,25-26H2,1-4H3/t27-,30+,31+,32+,35+,36+,37+,38+/m1/s1

InChI key

WDPYZTKOEFDTCU-WDJQFAPHSA-N

Biochem/physiol Actions

Dexamethasone Palmitate is a lipophilic prodrug of a potent corticosteroid dexamethasone that is quickly taking up by macrophages via phagocytosis. Dexamethasone Palmitate inhibits function and migration of leukocytes and tissue macrophages.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Mathilde Lorscheider et al.
Journal of controlled release : official journal of the Controlled Release Society, 296, 179-189 (2019-01-20)
Rheumatoid arthritis (RA) is a prevalent autoimmune disease characterized by joint inflammation, bone and cartilage erosion. The use of glucocorticoids in the treatment of RA is hampered by significant side effects induced by their unfavorable pharmacokinetics. Delivering glucocorticoids by means
Satoshi Nishiwaki et al.
PloS one, 9(5), e96252-e96252 (2014-05-09)
Macrophage infiltration of skin GVHD lesions correlates directly with disease severity, but the mechanisms underlying this relationship remain unclear and GVHD with many macrophages is a therapeutic challenge. Here, we characterize the macrophages involved in GVHD and report that dexamethasone
Mathilde Lorscheider et al.
Molecular pharmaceutics, 16(7), 2999-3010 (2019-05-24)
The encapsulation of glucocorticoids, such as dexamethasone, in nanoparticles (NPs) faces two main issues: a low drug loading and the destabilization of the nanoparticle suspension due to drug crystallization. Here, we successfully formulated a prodrug of dexamethasone, dexamethasone palmitate (DXP)

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