For research use only. Not for therapeutic Use.
BTZ043（Cat No.:I000586）is a selective and potent inhibitor of the enzyme proteasome, specifically targeting the 20S proteasome complex. It has shown significant promise in preclinical studies as a potential therapeutic for various cancers, particularly those resistant to conventional proteasome inhibitors. By blocking the proteasome’s activity, BTZ043 disrupts the degradation of ubiquitinated proteins, leading to the accumulation of misfolded proteins and triggering apoptosis in cancer cells. This mechanism provides a targeted approach to combat malignancies, particularly those exhibiting resistance to standard proteasome inhibitors. BTZ043 holds promise for advancing cancer therapy.
| Catalog Number | I000586 |
| CAS Number | 1161233-85-7 |
| Synonyms | BTZ-043; |
| Molecular Formula | C₁₇H₁₆F₃N₃O₅S |
| Purity | ≥95% |
| Target | DprE1 |
| Solubility | DMSO: ≥ 13.3 mg/mL |
| Storage | Store at -20°C |
| IC50 | <8 μM |
| IUPAC Name | 2-[(3S)-3-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl]-8-nitro-6-(trifluoromethyl)-1,3-benzothiazin-4-one |
| InChI | InChI=1S/C17H16F3N3O5S/c1-9-8-27-16(28-9)2-4-22(5-3-16)15-21-14(24)11-6-10(17(18,19)20)7-12(23(25)26)13(11)29-15/h6-7,9H,2-5,8H2,1H3/t9-/m0/s1 |
| InChIKey | GTUIRORNXIOHQR-VIFPVBQESA-N |
| SMILES | C[C@H]1COC2(O1)CCN(CC2)C3=NC(=O)C4=C(S3)C(=CC(=C4)C(F)(F)F)[N+](=O)[O-] |
| Reference | </br>1:In Vivo Dearomatization of the Potent Antituberculosis Agent BTZ043 via Meisenheimer Complex Formation. Kloss F, Krchnak V, Krchnakova A, Schieferdecker S, Dreisbach J, Krone V, Möllmann U, Hoelscher M, Miller MJ.Angew Chem Int Ed Engl. 2017 Feb 13;56(8):2187-2191. doi: 10.1002/anie.201609737. Epub 2017 Jan 18. PMID: 28097740 </br>2:Design, Syntheses, and Anti-TB Activity of 1,3-Benzothiazinone Azide and Click Chemistry Products Inspired by BTZ043. Tiwari R, Miller PA, Chiarelli LR, Mori G, Šarkan M, Centárová I, Cho S, Mikušová K, Franzblau SG, Oliver AG, Miller MJ.ACS Med Chem Lett. 2016 Jan 4;7(3):266-70. doi: 10.1021/acsmedchemlett.5b00424. eCollection 2016 Mar 10. PMID: 26985313 Free PMC Article</br>3:In Vivo Activity of the Benzothiazinones PBTZ169 and BTZ043 against Nocardia brasiliensis. González-Martínez NA, Lozano-Garza HG, Castro-Garza J, De Osio-Cortez A, Vargas-Villarreal J, Cavazos-Rocha N, Ocampo-Candiani J, Makarov V, Cole ST, Vera-Cabrera L.PLoS Negl Trop Dis. 2015 Oct 16;9(10):e0004022. doi: 10.1371/journal.pntd.0004022. eCollection 2015. PMID: 26474057 Free PMC Article</br>4:Syntheses and Antituberculosis Activity of 1,3-Benzothiazinone Sulfoxide and Sulfone Derived from BTZ043. Tiwari R, Miller PA, Cho S, Franzblau SG, Miller MJ.ACS Med Chem Lett. 2014 Nov 29;6(2):128-33. doi: 10.1021/ml5003458. eCollection 2015 Feb 12. PMID: 25699139 Free PMC Article</br>5:Design and Syntheses of Anti-Tuberculosis Agents Inspired by BTZ043 Using a Scaffold Simplification Strategy. Tiwari R, Möllmann U, Cho S, Franzblau SG, Miller PA, Miller MJ.ACS Med Chem Lett. 2014 Mar 3;5(5):587-91. doi: 10.1021/ml500039g. eCollection 2014 May 8. PMID: 24900885 Free PMC Article</br>6:Thiolates chemically induce redox activation of BTZ043 and related potent nitroaromatic anti-tuberculosis agents. Tiwari R, Moraski GC, Krchňák V, Miller PA, Colon-Martinez M, Herrero E, Oliver AG, Miller MJ.J Am Chem Soc. 2013 Mar 6;135(9):3539-49. doi: 10.1021/ja311058q. Epub 2013 Feb 25. PMID: 23402278 Free PMC Article</br>7:In vitro combination studies of benzothiazinone lead compound BTZ043 against Mycobacterium tuberculosis. Lechartier B, Hartkoorn RC, Cole ST.Antimicrob Agents Chemother. 2012 Nov;56(11):5790-3. doi: 10.1128/AAC.01476-12. Epub 2012 Aug 27. PMID: 22926573 Free PMC Article</br>8:In vitro activities of the new antitubercular agents PA-824 and BTZ043 against Nocardia brasiliensis. Vera-Cabrera L, Campos-Rivera MP, Gonzalez-Martinez NA, Ocampo-Candiani J, Cole ST.Antimicrob Agents Chemother. 2012 Jul;56(7):3984-5. doi: 10.1128/AAC.00115-12. Epub 2012 Apr 23. PMID: 22526312 Free PMC Article |
