I-BET151

• CAT Number: I001150
• CAS Number: 1300031-49-5
• Molecular Formula: C₂₃H₂₁N₅O₃
• Molecular Weight: 415.44
• Purity: ≥95%
• Target: Bromodomain
• Solubility: 10 mM in DMSO
• Storage: 2-8°C
• IC50: 6.1(pIC50)
• IUPAC Name: 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-[(1R)-1-pyridin-2-ylethyl]-3H-imidazo[4,5-c]quinolin-2-one
• InChI: InChI=1S/C23H21N5O3/c1-12-21(14(3)31-27-12)16-9-18-15(10-20(16)30-4)22-19(11-25-18)26-23(29)28(22)13(2)17-7-5-6-8-24-17/h5-11,13H,1-4H3,(H,26,29)/t13-/m1/s1
• InChIKey: VUVUVNZRUGEAHB-CYBMUJFWSA-N
• SMILES: CC1=C(C(=NO1)C)C2=C(C=C3C(=C2)N=CC4=C3N(C(=O)N4)C(C)C5=CC=CC=N5)OC

I-BET151（Cat No.:I001150）, is a chemical compound used in the field of epigenetics and drug research. It belongs to a class of inhibitors known as BET inhibitors, which target bromodomain and extra-terminal (BET) proteins. I-BET151 specifically inhibits the BRD4 protein, which plays a role in regulating gene expression. By blocking BRD4, I-BET151 can modulate gene transcription, making it valuable in studying epigenetic mechanisms and potential therapeutic interventions in conditions like cancer and inflammatory diseases. This compound has shown promise in preclinical studies, highlighting its potential for the development of targeted therapies that modify gene expression patterns.

Reference

1:The bromodomain protein inhibitor I-BET151 suppresses expression of inflammatory genes and matrix degrading enzymes in rheumatoid arthritis synovial fibroblasts. Klein K, Kabala PA, Grabiec AM, Gay RE, Kolling C, Lin LL, Gay S, Tak PP, Prinjha RK, Ospelt C, Reedquist KA.Ann Rheum Dis. 2016 Feb;75(2):422-9. doi: 10.1136/annrheumdis-2014-205809. Epub 2014 Dec 2. PMID: 25467295 2:The BET bromodomain inhibitor I-BET151 acts downstream of smoothened protein to abrogate the growth of hedgehog protein-driven cancers. Long J, Li B, Rodriguez-Blanco J, Pastori C, Volmar CH, Wahlestedt C, Capobianco A, Bai F, Pei XH, Ayad NG, Robbins DJ.J Biol Chem. 2014 Dec 19;289(51):35494-502. doi: 10.1074/jbc.M114.595348. Epub 2014 Oct 29. PMID: 25355313 Free PMC Article3:Control of NF-kB activity in human melanoma by bromodomain and extra-terminal protein inhibitor I-BET151. Gallagher SJ, Mijatov B, Gunatilake D, Gowrishankar K, Tiffen J, James W, Jin L, Pupo G, Cullinane C, McArthur GA, Tummino PJ, Rizos H, Hersey P.Pigment Cell Melanoma Res. 2014 Nov;27(6):1126-37. doi: 10.1111/pcmr.12282. Epub 2014 Jul 3. PMID: 24924589 4:The epigenetic regulator I-BET151 induces BIM-dependent apoptosis and cell cycle arrest of human melanoma cells. Gallagher SJ, Mijatov B, Gunatilake D, Tiffen JC, Gowrishankar K, Jin L, Pupo GM, Cullinane C, Prinjha RK, Smithers N, McArthur GA, Rizos H, Hersey P.J Invest Dermatol. 2014 Nov;134(11):2795-805. doi: 10.1038/jid.2014.243. Epub 2014 Jun 6. PMID: 24906137 Free Article5:I-BET151 selectively regulates IL-6 production. Barrett E, Brothers S, Wahlestedt C, Beurel E.Biochim Biophys Acta. 2014 Sep;1842(9):1549-55. doi: 10.1016/j.bbadis.2014.05.013. Epub 2014 May 22. PMID: 24859008 Free PMC Article6:Potent antimyeloma activity of the novel bromodomain inhibitors I-BET151 and I-BET762. Chaidos A, Caputo V, Gouvedenou K, Liu B, Marigo I, Chaudhry MS, Rotolo A, Tough DF, Smithers NN, Bassil AK, Chapman TD, Harker NR, Barbash O, Tummino P, Al-Mahdi N, Haynes AC, Cutler L, Le B, Rahemtulla A, Roberts I, Kleijnen M, Witherington JJ, Parr NJ, Prinjha RK, Karadimitris A.Blood. 2014 Jan 30;123(5):697-705. doi: 10.1182/blood-2013-01-478420. Epub 2013 Dec 13. PMID: 24335499 Free Article7:Identification of a novel series of BET family bromodomain inhibitors: binding mode and profile of I-BET151 (GSK1210151A). Seal J, Lamotte Y, Donche F, Bouillot A, Mirguet O, Gellibert F, Nicodeme E, Krysa G, Kirilovsky J, Beinke S, McCleary S, Rioja I, Bamborough P, Chung CW, Gordon L, Lewis T, Walker AL, Cutler L, Lugo D, Wilson DM, Witherington J, Lee K, Prinjha RK.Bioorg Med Chem Lett. 2012 Apr 15;22(8):2968-72. doi: 10.1016/j.bmcl.2012.02.041. Epub 2012 Feb 24. PMID: 22437115 8:From ApoA1 upregulation to BET family bromodomain inhibition: discovery of I-BET151. Mirguet O, Lamotte Y, Donche F, Toum J, Gellibert F, Bouillot A, Gosmini R, Nguyen VL, Delannée D, Seal J, Blandel F, Boullay AB, Boursier E, Martin S, Brusq JM, Krysa G, Riou A, Tellier R, Costaz A, Huet P, Dudit Y, Trottet L, Kirilovsky J, Nicodeme E.Bioorg Med Chem Lett. 2012 Apr 15;22(8):2963-7. doi: 10.1016/j.bmcl.2012.01.125. Epub 2012 Feb 8. PMID: 22386529