93355-97-6Relevant academic research and scientific papers
Discovery of benzoylsulfonohydrazides as potent inhibitors of the histone acetyltransferase KAT6A
Leaver, David J.,Cleary, Benjamin,Nguyen, Nghi,Priebbenow, Daniel L.,Lagiakos, H. Rachel,Sanchez, Julie,Xue, Lian,Huang, Fei,Sun, Yuxin,Mujumdar, Prashant,Mudududdla, Ramesh,Varghese, Swapna,Teguh, Silvia,Charman, Susan A.,White, Karen L.,Katneni, Kasiram,Cuellar, Matthew,Strasser, Jessica M.,Dahlin, Jayme L.,Walters, Michael A.,Street, Ian P.,Monahan, Brendon J.,Jarman, Kate E.,Sabroux, Helene Jousset,Falk, Hendrik,Chung, Matthew C.,Hermans, Stefan J.,Parker, Michael W.,Thomas, Tim,Baell, Jonathan B.
, p. 7146 - 7159 (2019)
A high-throughput screen for inhibitors of the histone acetyltransferase, KAT6A, led to identification of an aryl sulfonohydrazide derivative (CTX-0124143) that inhibited KAT6A with an IC50 of 1.0 μM. Elaboration of the structure-activity relationship and medicinal chemistry optimization led to the discovery of WM-8014 (97), a highly potent inhibitor of KAT6A (IC50 = 0.008 μM). WM-8014 competes with acetyl-CoA (Ac-CoA), and X-ray crystallographic analysis demonstrated binding to the Ac-CoA binding site. Through inhibition of KAT6A activity, WM-8014 induces cellular senescence and represents a unique pharmacological tool.
Synthesis of Some Triazole, Tetrazole, and Tetrazine Derivatives from N-β-Naphthalenesulfonylbenzohydrazidoyl Chlorides
Hassaneen, Hamdi M.,Fahmi, Abdelgawad A.,Abdelhamid, Hyam,Yassin, Ahmady A.,Shawali, Ahmad S.
, p. 797 - 800 (2007/10/02)
A series of N-β-naphthalenesulfonylbenzohydrazidoyl chlorides 8a-d has been prepared by the action of thionyl chloride on the corresponding hydrazides 7a-d.Treatment of 8 with triethylamine and morpholine afforded the tetrazines 10 and the amidrazones 11 respectively.Acid hydrolysis of 11 yielded the hydrazides 7.Reaction of 8 with phenylhydrazine gave 3,5-diaryltetrazoles 14.However, reaction of 8 with aroylhydrazines yielded 3,5-diaryl-4-β-naphthalenesulfonylamino-4H-1,2,4-triazoles 15.The structures of the products were assigned upon the basis of their spectra, elemental analyses and alternative synthesis whereever possible.
