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S1697

Sigma-Aldrich

SPD304

≥98% (HPLC), solid

Sinónimos:

6,7-dimethyl-3-[[methyl[2-[methyl[[1-[3-(trifluoromethyl)phenyl]-1H-indol-3-yl]methyl]amino]ethyl]amino]methyl]-(4H-1-Benzopyran-4-one dihydrochloride, SPD00000304

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About This Item

Fórmula empírica (notación de Hill):
C32H32F3N3O2 · 2HCl
Número de CAS:
1049741-03-8
Peso molecular:
620.53
Número MDL:
MFCD09265259
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
24724602
NACRES:
NA.77

Ensayo

≥98% (HPLC)

Formulario

solid

color

white

solubilidad

H2O: >5 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

Cl.Cl.CN(CCN(C)Cc1cn(-c2cccc(c2)C(F)(F)F)c3ccccc13)CC4=COc5cc(C)c(C)cc5C4=O

InChI

1S/C32H32F3N3O2.2ClH/c1-21-14-28-30(15-22(21)2)40-20-24(31(28)39)18-37(4)13-12-36(3)17-23-19-38(29-11-6-5-10-27(23)29)26-9-7-8-25(16-26)32(33,34)35;;/h5-11,14-16,19-20H,12-13,17-18H2,1-4H3;2*1H

Clave InChI

GOZMBJCYMQQACI-UHFFFAOYSA-N

Información sobre el gen

human ... TNF(7124)
mouse ... TNF(21926)
rat ... TNF(24835)

Aplicación

SPD304 has been used in the inhibition of tumor necrosis factor receptor 1 (TNFR1) in dorsal root ganglion neurons and tumor necrosis factor alpha in colonic epithelial cell lines.
SPD304 may be used in TNF-α-mediated cell signaling studies.

Acciones bioquímicas o fisiológicas

SPD304 is a small molecule inhibitor of TNF-α activity.
SPD304 is a small molecule inhibitor of TNF-a activity with a novel mechanism of action. It interferes with protein-protein interactions on the contact surfaces of the trimeric TNF-a subunits, displacing one of the trimer units, resulting in dissociation of the trimer and loss of activity at the receptor TNFR1. SPD304 inhibits TNFR1 receptor binding to TNF-a with an IC50 of 22μM in vitro and inhibits TNF-a-mediated stimulation of IkB degradation in HeLa cells with an IC50 of 4.6 μM.
Trimerization of TNF-α is essential for its biological activity. SPD304 inhibits the trimerization by interacting with Glycine 122 residue. It also inhibits the activity of Receptor activator of nuclear factor-κB ligand (RANKL) by similar interaction.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
123M4731V
123M4808V
027K46023
027K46022
027K46021

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Dysregulated Up-Frameshift Protein 1 Promotes Ulcerative Colitis Pathogenesis Through the TNFR1-NF-kappaB/MAPKs Pathway
Zhu H, et al.
Digestive Diseases and Sciences, 63(10), 2593-2603 (2018)
Anthi Mettou et al.
SLAS discovery : advancing life sciences R & D, 23(1), 84-93 (2017-06-07)
The aim of this study is to improve the aqueous solubility of a group of compounds without interfering with their bioassay as well as to create a relevant prediction model. A series of 55 potential small-molecule inhibitors of tumor necrosis
Cannabinoid WIN-55,212-2 mesylate inhibits tumor necrosis factor-alpha-induced expression of nitric oxide synthase in dorsal root ganglion neurons
Tan R and Cao L
International Journal of Molecular Medicine, 42(2), 919-925 (2018)
Molly M He et al.
Science (New York, N.Y.), 310(5750), 1022-1025 (2005-11-15)
We have identified a small-molecule inhibitor of tumor necrosis factor alpha (TNF-alpha) that promotes subunit disassembly of this trimeric cytokine family member. The compound inhibits TNF-alpha activity in biochemical and cell-based assays with median inhibitory concentrations of 22 and 4.6
Yang Yu et al.
Hypertension (Dallas, Tex. : 1979), 74(1), 63-72 (2019-06-04)
TNF-α (tumor necrosis factor-α) is initially synthesized as a transmembrane protein that is cleaved by TACE (TNF-α-converting enzyme) to release soluble TNF-α. The elevated level of TNF-α in the brain and circulation in heart failure (HF) suggests an increase in
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