34375-80-9Relevant articles and documents
Design, Synthesis, and Biological Evaluation of a Series of Oxazolone Carboxamides as a Novel Class of Acid Ceramidase Inhibitors
Caputo, Samantha,Di Martino, Simona,Cilibrasi, Vincenzo,Tardia, Piero,Mazzonna, Marco,Russo, Debora,Penna, Ilaria,Summa, Maria,Bertozzi, Sine Mandrup,Realini, Natalia,Margaroli, Natasha,Migliore, Marco,Ottonello, Giuliana,Liu, Min,Lansbury, Peter,Armirotti, Andrea,Bertorelli, Rosalia,Ray, Soumya S.,Skerlj, Renato,Scarpelli, Rita
, p. 15821 - 15851 (2020/12/23)
Acid ceramidase (AC) is a cysteine hydrolase that plays a crucial role in the metabolism of lysosomal ceramides, important members of the sphingolipid family, a diversified class of bioactive molecules that mediate many biological processes ranging from cell structural integrity, signaling, and cell proliferation to cell death. In the effort to expand the structural diversity of the existing collection of AC inhibitors, a novel class of substituted oxazol-2-one-3-carboxamides were designed and synthesized. Herein, we present the chemical optimization of our initial hits, 2-oxo-4-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 8a and 2-oxo-5-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 12a, which resulted in the identification of 5-[4-fluoro-2-(1-methyl-4-piperidyl)phenyl]-2-oxo-N-pentyl-oxazole-3-carboxamide 32b as a potent AC inhibitor with optimal physicochemical and metabolic properties, showing target engagement in human neuroblastoma SH-SY5Y cells and a desirable pharmacokinetic profile in mice, following intravenous and oral administration. 32b enriches the arsenal of promising lead compounds that may therefore act as useful pharmacological tools for investigating the potential therapeutic effects of AC inhibition in relevant sphingolipid-mediated disorders.
Tetrazolinone compound and application for same
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Paragraph 0698; 0699; 0700; 0701; 0726; 0727; 0728; 0729, (2016/10/08)
Provided is a tetrazolinone compound given by formula (1) (wherein E represents a 5-membered aromatic hetero group, such as the pyrazolyl group, the thiazolyl group, or the imidazolyl group; R4 and R5 represent hydrogen atoms or the like; R6 represents a C1-12 alkyl group; R7, R8, and R9 represent hydrogen atoms or the like; R10 represents a C1-3 alkyl group, or a C1-3 haloalkyl group; Y represents an oxygen atom or the like; and Q represents an oxygen atom or the like), and having exceptional efficacy in controlling harmful organisms.
PROCESS FOR THE PREPARATION OF OXAZOLE DERIVATIVES
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, (2008/06/13)
A production method of a compound represented by the formula wherein R1 and R2 are each a hydrogen atom, an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R3 is an electron-withdr