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Key Documents

SML3410

Sigma-Aldrich

EMD638683

≥98% (HPLC)

Synonym(s):

EMD 638683, EMD-638683, N′-[2-(3,5-Difluorophenyl)-2-hydroxyacetyl]-2-ethyl-4-hydroxy-3-methylbenzohydrazide

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About This Item

Empirical Formula (Hill Notation):
C18H18F2N2O4
CAS Number:
Molecular Weight:
364.34
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

CC1=C(C(C(NNC(C(C2=CC(F)=CC(F)=C2)O)=O)=O)=CC=C1O)CC

InChI

1S/C18H18F2N2O4/c1-3-13-9(2)15(23)5-4-14(13)17(25)21-22-18(26)16(24)10-6-11(19)8-12(20)7-10/h4-8,16,23-24H,3H2,1-2H3,(H,21,25)(H,22,26)

InChI key

SSNAPUUWBPZGOY-UHFFFAOYSA-N

Biochem/physiol Actions

EMD638683 is an orally active and highly selective serum/glucocorticoid-regulated kinase 1 (SGK1) inhibitor (IC50 = 3 μM against HeLa cellular NDRG1 phosphorylation) that significantly decreased blood pressure in fructose-treated mice but not in control saline-treated or in SGK1-knockout animals (4460 ppm in chow, ~600 mg/kg/day). EMD638683 promotes radiation-induced suicidal death of CaCo-2 colon tumor cells in vitro (50 μM) and decreases the number of colonic tumors following chemical carcinogenesis in vivo (4460 ppm in chow).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Inhibition of colonic tumor growth by the selective SGK inhibitor EMD638683
Cellular Physiology and Biochemistry, 32(4), 838-848 (2013)
Serum- and glucocorticoid-inducible kinase 1 promotes insulin resistance in adipocytes via degradation of insulin receptor substrate 1
Diabetes & metabolism journal, 37(4), e3451-e3451 (2021)
High-fat diet-induced activation of SGK1 promotes Alzheimer's disease-associated tau pathology
Human Molecular Genetics, 30(18), 1693-1710 (2021)
Complement C3a activates osteoclasts by regulating the PI3K/PDK1/SGK3 pathway in patients with multiple myeloma
Cancer Biology & Medicine, 18(3), 721-733 (2021)
EMD638683, a novel SGK inhibitor with antihypertensive potency
Cellular Physiology and Biochemistry, 28(1), 137-146 (2011)

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