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IKK-16 dihydrochloride

SIGMA/SML1138 - ≥98% (HPLC)

Synonym: N-(4-Pyrrolidin-1-yl-piperidin-1-yl)-[4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)phenyl]carboxamide dihydrochloride; IKK16 hydrochloride

CAS Number: 873225-46-8
Empirical Formula (Hill Notation): C28H29N5OS · 2HCl
Molecular Weight: 556.55
Linear Formula: C28H29N5OS · 2HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1138-5MG 5 mg
 $164.00
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45-SML1138-25MG 25 mg
 $655.00
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C28H29N5OS.CH4/c34-27(33-17-12-23(13-18-33)32-15-3-4-16-32)20-7-9-22(10-8-20)30-28-29-14-11-24(31-28)26-19-21-5-1-2-6-25(21)35-26;/h1-2,5-11,14,19,23H,3-4,12-13,15-18H2,(H,29,30,31);1H4
InChI key YJGZKHHCMOHIFA-UHFFFAOYSA-N
Quality Level 100 
SMILES string O=C(N1CCC(N2CCCC2)CC1)C3=CC=C(NC4=NC=CC(C5=CC(C=CC=C6)=C6S5)=N4)C=C3.C
solubility DMSO: 20 mg/mL, clear
storage condition desiccated
storage temp. −20°C
Application: IKK-16 dihydrochloride has been used as an nuclear factor of kappa light polypeptide gene enhancer in B-cells inhibitor kinase inhibitor (IκB) in B220+ CKO or CreWT naive B cells. It has also been used as a nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB inhibitor) in poly(I:C) transfection-induced retinoic acid-inducible gene (RIG-I), melanoma differentiation-associated gene 5 (MDA-5), and caspase-11 expressing mouse embryonic fibroblasts (MEFs).
Biochem/physiol Actions: IKK-16 is a selective inhibitor of IKB kinase (IKK), part of the upstream NF-KB signal transduction cascade involved in the cellular response to inflammation. IKK-16 has IC50 values of 40, 70 and 200 nM for IKKβ (IKK-2), IKK complex and IKKα (IKK-1) respectively. In a mouse sepsis model, IKK-16 reduced the multiple organ dysfunction, showing an antiinflammatory and endothelial protective effect likely mediated by inhibition of inflammation through NF-KB. IKK-16 has also been found to have some activity as an inhibitor of protein kinase D (PKD) and of multidrug resistance protein 1 (MDR1, ABCB1).
Biochem/physiol Actions: IKK-16 is a selective inhibitor of IKB kinase (IKK).
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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