25381-41-3Relevant academic research and scientific papers
Diverse, Potent, and Efficacious Inhibitors That Target the EED Subunit of the Polycomb Repressive Complex 2 Methyltransferase
Bagal, Sharan K.,Barton, Peter,Bloecher, Andrew,Borodovsky, Alexandra,Code, Erin,Fillery, Shaun M.,Gregson, Clare,Hsu, Jessie Hao-Ru,Kawatkar, Sameer P.,Li, Chengzhi,Longmire, David,Nai, Youfeng,Nash, Samuel C.,O' Donovan, Daniel H.,Pike, Andrew,Pike, Kurt G.,Rawlins, Phillip B.,Read, Jon A.,Robinson, James,Shen, Minhui,Tang, Jia,Wang, Peng,Williamson, Beth,Woods, Haley
, p. 17146 - 17183 (2021/12/06)
Aberrant activity of the histone methyltransferase polycomb repressive complex 2 (PRC2) has been linked to several cancers, with small-molecule inhibitors of the catalytic subunit of the PRC2 enhancer of zeste homologue 2 (EZH2) being recently approved fo
Synthesis of 4-alkylsulfanylphthalazin-1(2H)-ones via palladium catalyzed sulfanylation of substituted 4-bromophthalazin-1(2H)-ones
Malinowski, Zbigniew,Fornal, Emilia,Sierocińska, Beata,Czeczko, Renata,Nowak, Monika
, p. 7942 - 7951 (2016/11/19)
The synthesis of a series of new alkylsulfanyl phthalazinone and phthalazine derivatives is described. The target compounds were efficiently synthesized in a four step sequence, consisting of (1) cyclization of 2-formylbenzoic acid with hydrazine hydrate to form phthalazinone, (2) the direct bromination of phthalazinone core with KBr3, (3) alkylation of the obtained 4-bromolactam (Mitsunobu procedure) to make N- and also O-alkyl derivatives and finally (4) palladium-catalyzed coupling reactions of 2-alkyl-4-bromophthalazinone and 1-alkyloxy-4-bromophthalazine derivatives with aliphatic mercaptanes. Furthermore, the synthesis of 2-methyl-8-(propan-2-yl)sulfanyl-pyrido[3,4-d]pyridazin-1(2H)-one from 2-methyl-pyrido[3,4-d]pyridazin-1(2H)-one via bromination reaction with KBr3and subsequent sulfanylation by isopropyl mercaptan under catalyzed coupling reaction conditions is also described.
Cell Penetrant Inhibitors of the KDM4 and KDM5 Families of Histone Lysine Demethylases. 2. Pyrido[3,4-d]pyrimidin-4(3H)-one Derivatives
Westaway, Susan M.,Preston, Alex G. S.,Barker, Michael D.,Brown, Fiona,Brown, Jack A.,Campbell, Matthew,Chung, Chun-Wa,Drewes, Gerard,Eagle, Robert,Garton, Neil,Gordon, Laurie,Haslam, Carl,Hayhow, Thomas G.,Humphreys, Philip G.,Joberty, Gerard,Katso, Roy,Kruidenier, Laurens,Leveridge, Melanie,Pemberton, Michelle,Rioja, Inma,Seal, Gail A.,Shipley, Tracy,Singh, Onkar,Suckling, Colin J.,Taylor, Joanna,Thomas, Pamela,Wilson, David M.,Lee, Kevin,Prinjha, Rab K.
, p. 1370 - 1387 (2016/03/05)
Following the discovery of cell penetrant pyridine-4-carboxylate inhibitors of the KDM4 (JMJD2) and KDM5 (JARID1) families of histone lysine demethylases (e.g., 1), further optimization led to the identification of non-carboxylate inhibitors derived from pyrido[3,4-d]pyrimidin-4(3H)-one. A number of exemplars such as compound 41 possess interesting activity profiles in KDM4C and KDM5C biochemical and target-specific, cellular mechanistic assays.
Synthesis of Some Novel N-Substituted Phthalazinone and Pyridopyridazinone Derivatives
Malinowski, Zbigniew,Sroczyński, Dariusz,Szczes?niak, Aleksandra K.
, p. 1743 - 1750 (2015/08/06)
Phthalazinone and pyridopyridazinone derivatives 3, 5, and 9 were prepared via reaction ofappropriate lactams 2 and 8 with 2-bromoethylphthalimide, N-tosylaziridine, and N,O-ditosyl derivatives of N-methylethanolamine in a two-step process in the presence
Tetrahydropyrido[d]pyridazinones - Promising scaffolds for drug discovery
Yaremenko, Anatoliy G.,Volochnyuk, Dmitriy M.,Shelyakin, Vyacheslav V.,Grygorenko, Oleksandr O.
, p. 6799 - 6803 (2013/07/26)
An approach to the synthesis of all possible tetrahydropyrido[d] pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry.
Synthesis and pharmacological evaluation of N- (dimethylamino)ethyl derivatives of benzo- and pyridopyridazinones
Pakulska, Wanda,Malinowski, Zbigniew,Szczesniak, Aleksandra K.,Czarnecka, Elzbieta,Epsztajn, Jan
scheme or table, p. 41 - 47 (2009/06/06)
New N-(dimethylamino)ethyl derivatives of phthalazinones and pyridopyridazinones 7, 9 were synthesized and assayed as potential analgesic agents in the hot-plate, tail-flick, and writhing tests. Pharmacological assay demonstrated that eight (in ten) of th
A concise regioselective synthesis of hydroxyazaisoindolinones and their conversion into pyridopyridazinones
Brzezinski, Jacek Z.,Bzowski, Henryk B.,Epsztajn, Jan
, p. 3261 - 3272 (2007/10/03)
The synthesis of pyridopyridazinones 7 and 8 via the reaction of hydroxyazaisoindolinones 5 and 6 with hydrazine hydrate is described. Compounds 7 and 8 were then subjected to reactions with alkyl halides to furnish N-alkyl derivatives. Only in the reaction of pyridopyridazinone 8 with benzyl bromide was the O-benzylpyridopyridazine 14b formed in addition to the N-benzylpyridopyridazinone 14a.
