NF-kappaB inhibitor-2

We are open as normal during COVID-19 pandemic. Order online, same day shipping out from North Carolina, USA

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 565797

CAS#: N/A

Description: NF-kappaB inhibitor-2 is a first-in-class inhibitor of nf-κb signaling pathway by preventing the maturation of a rate-limiting multiprotein complex necessary for ikk activation


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-10-31. Prices are subject to change without notice.

NF-kappaB inhibitor-2 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 565797
Name: NF-kappaB inhibitor-2
CAS#: N/A
Chemical Formula: C22H28N2O7S
Exact Mass: 464.1617
Molecular Weight: 464.533
Elemental Analysis: C, 56.88; H, 6.08; N, 6.03; O, 24.11; S, 6.90


Synonym: NF-kappaB inhibitor-2; NF kappaB inhibitor 2;

IUPAC/Chemical Name: (R)-1-((Adamantan-2-yl)amino)-1-oxobutan-2-yl 4-(methylsulfonyl)-3-nitrobenzoate

InChi Key: OKEYLXGAJZVHLC-RVNGWTIRSA-N

InChi Code: InChI=1S/C22H28N2O7S/c1-3-18(21(25)23-20-15-7-12-6-13(9-15)10-16(20)8-12)31-22(26)14-4-5-19(32(2,29)30)17(11-14)24(27)28/h4-5,11-13,15-16,18,20H,3,6-10H2,1-2H3,(H,23,25)/t12?,13?,15?,16?,18-,20?/m1/s1

SMILES Code: O=C(O[C@H](CC)C(NC1C2CC3CC(C2)CC1C3)=O)C4=CC=C(S(=O)(C)=O)C([N+]([O-])=O)=C4


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Wu CY, Wang CJ, Tseng CC, Chen HP, Wu MS, Lin JT, Inoue H, Chen GH. Helicobacter pylori promote gastric cancer cells invasion through a NF-kappaB and COX-2-mediated pathway. World J Gastroenterol. 2005 Jun 7;11(21):3197-203. PubMed PMID: 15929167; PubMed Central PMCID: PMC4316048.

2: Belcher JD, Chen C, Nguyen J, Abdulla F, Nguyen P, Nguyen M, Okeley NM, Benjamin DR, Senter PD, Vercellotti GM. The fucosylation inhibitor, 2-fluorofucose, inhibits vaso-occlusion, leukocyte-endothelium interactions and NF-ĸB activation in transgenic sickle mice. PLoS One. 2015 Feb 23;10(2):e0117772. doi: 10.1371/journal.pone.0117772. eCollection 2015. PubMed PMID: 25706118; PubMed Central PMCID: PMC4338063.

3: Xia Y, Cai PC, Yu F, Xiong L, He XL, Rao SS, Chen F, Yang XP, Ma WL, Ye H. IL-4-induced caveolin-1-containing lipid rafts aggregation contributes to MUC5AC synthesis in bronchial epithelial cells. Respir Res. 2017 Sep 20;18(1):174. doi: 10.1186/s12931-017-0657-z. PubMed PMID: 28931396; PubMed Central PMCID: PMC5607571.

4: Hung JH, Su IJ, Lei HY, Wang HC, Lin WC, Chang WT, Huang W, Chang WC, Chang YS, Chen CC, Lai MD. Endoplasmic reticulum stress stimulates the expression of cyclooxygenase-2 through activation of NF-kappaB and pp38 mitogen-activated protein kinase. J Biol Chem. 2004 Nov 5;279(45):46384-92. Epub 2004 Aug 19. PubMed PMID: 15319438.

5: Kim HJ, Tsoyi K, Heo JM, Kang YJ, Park MK, Lee YS, Lee JH, Seo HG, Yun-Choi HS, Chang KC. Regulation of lipopolysaccharide-induced inducible nitric-oxide synthase expression through the nuclear factor-kappaB pathway and interferon-beta/tyrosine kinase 2/Janus tyrosine kinase 2-signal transducer and activator of transcription-1 signaling cascades by 2-naphthylethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (THI 53), a new synthetic isoquinoline alkaloid. J Pharmacol Exp Ther. 2007 Feb;320(2):782-9. Epub 2006 Nov 15. PubMed PMID: 17108235.

6: Zhu B, Zhang P, Zeng P, Huang Z, Dong TF, Gui YK, Zhang GW. Tissue factor pathway inhibitor-2 silencing promotes hepatocellular carcinoma cell invasion in vitro. Anat Rec (Hoboken). 2013 Nov;296(11):1708-16. doi: 10.1002/ar.22789. PubMed PMID: 24591127.

7: Tudhope SJ, Catley MC, Fenwick PS, Russell RE, Rumsey WL, Newton R, Barnes PJ, Donnelly LE. The role of IkappaB kinase 2, but not activation of NF-kappaB, in the release of CXCR3 ligands from IFN-gamma-stimulated human bronchial epithelial cells. J Immunol. 2007 Nov 1;179(9):6237-45. PubMed PMID: 17947699.

8: Creely SJ, McTernan PG, Kusminski CM, Fisher fM, Da Silva NF, Khanolkar M, Evans M, Harte AL, Kumar S. Lipopolysaccharide activates an innate immune system response in human adipose tissue in obesity and type 2 diabetes. Am J Physiol Endocrinol Metab. 2007 Mar;292(3):E740-7. Epub 2006 Nov 7. PubMed PMID: 17090751.

9: Losick VP, Isberg RR. NF-kappaB translocation prevents host cell death after low-dose challenge by Legionella pneumophila. J Exp Med. 2006 Sep 4;203(9):2177-89. Epub 2006 Aug 28. PubMed PMID: 16940169; PubMed Central PMCID: PMC2118400.

10: Schmid E, Stagno MJ, Yan J, Stournaras C, Lang F, Fuchs J, Seitz G. Store-operated Ca(2+) entry in rhabdomyosarcoma cells. Biochem Biophys Res Commun. 2016 Aug 12;477(1):129-136. doi: 10.1016/j.bbrc.2016.06.032. Epub 2016 Jun 10. PubMed PMID: 27291153.

11: Oh JH, Park EJ, Park JW, Lee J, Lee SH, Kwon TK. A novel cyclin-dependent kinase inhibitor down-regulates tumor necrosis factor-alpha (TNF-alpha)-induced expression of cell adhesion molecules by inhibition of NF-kappaB activation in human pulmonary epithelial cells. Int Immunopharmacol. 2010 May;10(5):572-9. doi: 10.1016/j.intimp.2010.02.004. Epub 2010 Feb 13. PubMed PMID: 20156602.

12: Lee CH, Bae SJ, Kim M. Mucosa-associated lymphoid tissue lymphoma translocation 1 as a novel therapeutic target for rheumatoid arthritis. Sci Rep. 2017 Sep 19;7(1):11889. doi: 10.1038/s41598-017-12349-9. PubMed PMID: 28928392; PubMed Central PMCID: PMC5605699.

13: Varro A, Noble PJ, Pritchard DM, Kennedy S, Hart CA, Dimaline R, Dockray GJ. Helicobacter pylori induces plasminogen activator inhibitor 2 in gastric epithelial cells through nuclear factor-kappaB and RhoA: implications for invasion and apoptosis. Cancer Res. 2004 Mar 1;64(5):1695-702. PubMed PMID: 14996729.

14: Konduri SD, Yanamandra N, Dinh DH, Olivero WC, Gujrati M, Foster DC, Kisiel W, Rao JS. Physiological and chemical inducers of tissue factor pathway inhibitor-2 in human glioma cells. Int J Oncol. 2003 Jun;22(6):1277-83. PubMed PMID: 12738994.

15: Fujii S, Kobayashi T, Nakatsu A, Miyazawa H, Kagechika H. Synthesis and structure-activity relationship study of triazine-based inhibitors of the DNA binding of NF-κB. Chem Pharm Bull (Tokyo). 2014;62(7):700-8. PubMed PMID: 24990506.

16: Lee CC, Cheng YW, Kang JJ. Motorcycle exhaust particles induce IL-8 production through NF-kappaB activation in human airway epithelial cells. J Toxicol Environ Health A. 2005 Sep;68(17-18):1537-55. PubMed PMID: 16076765.

17: Pou J, Rebollo A, Piera L, Merlos M, Roglans N, Laguna JC, Alegret M. Tissue factor pathway inhibitor 2 is induced by thrombin in human macrophages. Biochim Biophys Acta. 2011 Jun;1813(6):1254-60. doi: 10.1016/j.bbamcr.2011.03.020. Epub 2011 Apr 15. PubMed PMID: 21515313.

18: Fan J, Zhang YQ, Li P, Hou M, Tan L, Wang X, Zhu YS. Interaction of plasminogen activator inhibitor-2 and proteasome subunit, beta type 1. Acta Biochim Biophys Sin (Shanghai). 2004 Jan;36(1):42-6. PubMed PMID: 14732874.

19: Birrell MA, Wong S, Hardaker EL, Catley MC, McCluskie K, Collins M, Haj-Yahia S, Belvisi MG. IkappaB kinase-2-independent and -dependent inflammation in airway disease models: relevance of IKK-2 inhibition to the clinic. Mol Pharmacol. 2006 Jun;69(6):1791-800. Epub 2006 Mar 3. PubMed PMID: 16517756.

20: Alhouayek M, Gouveia-Figueira S, Hammarström ML, Fowler CJ. Involvement of CYP1B1 in interferon γ-induced alterations of epithelial barrier integrity. Br J Pharmacol. 2018 Mar;175(6):877-890. doi: 10.1111/bph.14122. Epub 2018 Feb 4. PubMed PMID: 29232759; PubMed Central PMCID: PMC5825299.