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S1697

SPD304

Name: SPD304
Brand: SIGMA

≥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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Fórmula empírica (notación de Hill):

C₃₂H₃₂F₃N₃O₂ · 2HCl

Número CAS:

1049741-03-8

Peso molecular:

620.53

NACRES:

NA.77

PubChem Substance ID:

24724602

UNSPSC Code:

51111800

MDL number:

MFCD09265259

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Propiedades

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

H₂O: >5 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI key

GOZMBJCYMQQACI-UHFFFAOYSA-N

Gene Information

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

Descripción

Application

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.

Biochem/physiol Actions

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Small-molecule inhibition of TNF-alpha.

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

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)

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)

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