Ebselen

• CAT Number: I004298
• CAS Number: 60940-34-3
• Molecular Formula: C₁₃H₉NOSe
• Molecular Weight: 274.18
• Purity: ≥95%
• Solubility: 10 mM in DMSO
• Storage: -20°C
• InChI: InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H
• InChIKey: DYEFUKCXAQOFHX-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3[Se]2

Ebselen is a small-molecule capsid Inhibitor of HIV-1 replication.Target:Ebselen is an organoselenium compound, as an inhibitor of HIV-1 capsid CTD dimerization. Ebselen inhibits early viral postentry events of the HIV-1 life cycle by impairing the incoming capsid uncoating process. [1] Ebselen is a non-toxic seleno-organic drug with anti-inflammatory and antioxidant properties. Ebselen is an inhibitor of inositol monophosphatase (IMPase). Ebselen permeates the blood-brain barrier and inhibits endogenous inositol monophosphatase in mouse brain. [2]

Reference

1:Ebselen ameliorates β-amyloid pathology, tau pathology, and cognitive impairment in triple-transgenic Alzheimer/’s disease mice. Xie Y, Tan Y, Zheng Y, Du X, Liu Q.J Biol Inorg Chem. 2017 May 13. doi: 10.1007/s00775-017-1463-2. [Epub ahead of print] PMID: 28502066 2:Developing selective histone deacetylases (HDACs) inhibitors through ebselen and analogs. Wang Y, Wallach J, Duane S, Wang Y, Wu J, Wang J, Adejare A, Ma H.Drug Des Devel Ther. 2017 May 2;11:1369-1382. doi: 10.2147/DDDT.S124977. eCollection 2017. PMID: 28496307 Free PMC Article3:Synergistic effect of Ebselen and gamma radiation on breast cancer cells. Thabet NM, Moustafa EM.Int J Radiat Biol. 2017 May 17:1-9. doi: 10.1080/09553002.2017.1325024. [Epub ahead of print] PMID: 28463038 4:Diphenyl diselenide protects against methylmercury-induced inhibition of thioredoxin reductase and glutathione peroxidase in human neuroblastoma cells: a comparison with ebselen. Meinerz DF, Branco V, Aschner M, Carvalho C, Rocha JB.J Appl Toxicol. 2017 Apr 6. doi: 10.1002/jat.3458. [Epub ahead of print] PMID: 28383113 5:New Chiral Ebselen Analogues with Antioxidant and Cytotoxic Potential. Pacuła AJ, Kaczor KB, Antosiewicz J, Janecka A, Długosz A, Janecki T, Wojtczak A, Ścianowski J.Molecules. 2017 Mar 20;22(3). pii: E492. doi: 10.3390/molecules22030492. PMID: 28335518 Free Article6:Exploring Covalent Allosteric Inhibition of Antigen 85C from Mycobacterium tuberculosis by Ebselen Derivatives. Goins CM, Dajnowicz S, Thanna S, Sucheck SJ, Parks JM, Ronning DR.ACS Infect Dis. 2017 May 12;3(5):378-387. doi: 10.1021/acsinfecdis.7b00003. Epub 2017 Mar 21. PMID: 28285521 7:In vitro assessment of the growth and plasma membrane H+ -ATPase inhibitory activity of ebselen and structurally related selenium- and sulfur-containing compounds in Candida albicans. Orie NN, Warren AR, Basaric J, Lau-Cam C, Piętka-Ottlik M, Młochowski J, Billack B.J Biochem Mol Toxicol. 2017 Feb 2. doi: 10.1002/jbt.21892. [Epub ahead of print] PMID: 28151580 8:Evaluation of substituted ebselen derivatives as potential trypanocidal agents. Gordhan HM, Patrick SL, Swasy MI, Hackler AL, Anayee M, Golden JE, Morris JC, Whitehead DC.Bioorg Med Chem Lett. 2017 Feb 1;27(3):537-541. doi: 10.1016/j.bmcl.2016.12.021. Epub 2016 Dec 10. PMID: 28043795 9:Nitro-, Azo-, and Amino Derivatives of Ebselen: Synthesis, Structure, and Cytoprotective Effects. Singh VP, Poon JF, Yan J, Lu X, Ott MK, Butcher RJ, Gates PJ, Engman L.J Org Chem. 2017 Jan 6;82(1):313-321. doi: 10.1021/acs.joc.6b02418. Epub 2016 Dec 20. PMID: 27997177 10:Ebselen Preserves Tissue-Engineered Cell Sheets and their Stem Cells in Hypothermic Conditions. Katori R, Hayashi R, Kobayashi Y, Kobayashi E, Nishida K.Sci Rep. 2016 Dec 14;6:38987. doi: 10.1038/srep38987. PMID: 27966584 Free PMC Article