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Key Documents

SML0557

Sigma-Aldrich

SC-514

≥97% (HPLC)

Synonym(s):

4-Amino-[2,3"]bithiophenyl-5-carboxylic acid amide

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About This Item

Empirical Formula (Hill Notation):
C9H8N2OS2
CAS Number:
Molecular Weight:
224.30
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C9H8N2OS2/c10-6-3-7(5-1-2-13-4-5)14-8(6)9(11)12/h1-4H,10H2,(H2,11,12)

InChI key

BMUACLADCKCNKZ-UHFFFAOYSA-N

Application

SC-514 has been used to study its effect on lipopolysaccharide (LPS)-induced phosphorylation of NF-κB (nuclear factor-κB) p65 and p38 MAPK (mitogen-activated protein kinase).

Biochem/physiol Actions

SC-514 is a cell-permeable, potent and selective ATP competitive inhibitor of nuclear factor kappa-B kinase-2 (IKK-2) that specifically blocks NF-?B-dependent gene expression. SC-514 exhibits anti-inflammatory properties.
SC-514 is an amino-acetamide compound. It is selective for IKKβ with an IC50 value of 3−12 μM. SC-514 also inhibits cytokines such as interleukin-6 (IL-6) and IL-8, mediated by IKKβ. IKKβ is responsible for osteoclast survival, hence its inhibition affects osteogenesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lipopolysaccharide-binding protein downregulates fractalkine through activation of p38 MAPK and NF-kappaB
Huang X, et al.
Mediators of Inflammation, 2017 (2017)
SC-514, a selective inhibitor of IKKbeta attenuates RANKL-induced osteoclastogenesis and NF-kappaB activation
Liu Q, et al.
Biochemical Pharmacology, 86(12), 1775-1783 (2013)
Nur77 attenuates endothelin-1 expression via downregulation of NF-kappaB and p38 MAPK in A549 cells and in an ARDS rat model
Jiang Y, et al.
American Journal of Physiology. Lung Cellular and Molecular Physiology, L1023-L1035 (2016)
Wei You et al.
Aging, 11(11), 3574-3584 (2019-05-31)
Formation of aortic aneurysms as a consequence of augmented transforming growth factor β (TGF-β) signaling and vascular smooth muscle cell (VSMC) dysfunction is a potentially lethal complication of Marfan syndrome (MFS). Here, we examined VSMC senescence in patients with MFS
Yujie Jiang et al.
American journal of physiology. Lung cellular and molecular physiology, 311(6), L1023-L1035 (2016-10-22)
Acute respiratory distress syndrome (ARDS) is characterized by inflammatory injury to the alveolar and capillary barriers that results in impaired gas exchange and severe acute respiratory failure. Nuclear orphan receptor Nur77 has emerged as a regulator of gene expression in

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