364-13-6Relevant articles and documents
A Mild, DNA-compatible nitro reduction using B2(OH)4
Du, Huang-Chi,Simmons, Nicholas,Faver, John C.,Yu, Zhifeng,Palaniappan, Murugesan,Riehle, Kevin,Matzuk, Martin M.
, p. 2194 - 2199 (2019)
A hypodiboric acid system for the reduction of nitro groups on DNA-chemical conjugates has been developed. This transformation provided good to excellent yields of the reduced amine product for a variety of functionalized aromatic, heterocyclic, and aliphatic nitro compounds. DNA tolerance to reaction conditions, extension to decigram scale reductions, successful use in a DNA-encoded chemical library synthesis, and subsequent target selection are also described.
Activated Mont K10-Carbon supported Fe2O3: A versatile catalyst for hydration of nitriles to amides and reduction of nitro compounds to amines in aqueous media
Rahman, Taskia,Borah, Geetika,Gogoi, Pradip K
, (2021/03/14)
The iron oxide was successfully supported on activated clay/carbon through an experimentally viable protocol for both hydrations of nitrile to amide and reduction of nitro compounds to amines. The as-prepared catalyst has been extensively characterised by XPS, SEM-EDX, TEM, TGA, BET surface area measurements and powdered X-ray diffraction (PXRD). A wide variety of substrates could be converted to the desired products with good to excellent yields by using water as a green solvent for both the reactions. The catalyst was recyclable and reusable up to six consecutive cycles without compromising its catalytic proficiency. Graphical abstract: Activated Mont K10 carbon-supported Fe2O3 is a very efficient and versatile heterogeneous catalytic system for hydration of nitriles to amides and reduction of nitro compounds to amines and can be reused up to six consecutive cycles without significant loss in catalytic activity.[Figure not available: see fulltext.].
Discovery of HN37 as a Potent and Chemically Stable Antiepileptic Drug Candidate
Zhang, Yang-Ming,Xu, Hai-Yan,Hu, Hai-Ning,Tian, Fu-Yun,Chen, Fei,Liu, Hua-Nan,Zhan, Li,Pi, Xiao-Ping,Liu, Jie,Gao, Zhao-Bing,Nan, Fa-Jun
, p. 5816 - 5837 (2021/06/01)
We previously reported that P-retigabine (P-RTG), a retigabine (RTG) analogue bearing a propargyl group at the nitrogen atom in the linker of RTG, displayed moderate anticonvulsant efficacy. Recently, our further efforts led to the discovery of HN37 (pynegabine), which demonstrated satisfactory chemical stability upon deleting the ortho liable -NH2 group and installing two adjacent methyl groups to the carbamate motif. HN37 exhibited enhanced activation potency toward neuronal Kv7 channels and high in vivo efficacy in a range of pre-clinical seizure models, including the maximal electroshock test and a 6 Hz model of pharmacoresistant limbic seizures. With its improved chemical stability, strong efficacy, and better safety margin, HN37 has progressed to clinical trial in China for epilepsy treatment.
Palladium-Catalyzed Trifluoromethylation of (Hetero)Arenes with CF3Br
Natte, Kishore,Jagadeesh, Rajenahally V.,He, Lin,Rabeah, Jabor,Chen, Jianbin,Taeschler, Christoph,Ellinger, Stefan,Zaragoza, Florencio,Neumann, Helfried,Brückner, Angelika,Beller, Matthias
supporting information, p. 2782 - 2786 (2016/02/27)
The CF3 group is an omnipresent motif found in many pharmaceuticals, agrochemicals, catalysts, materials, and industrial chemicals. Despite well-established trifluoromethylation methodologies, the straightforward and selective introduction of such groups into (hetero)arenes using available and less expensive sources is still a major challenge. In this regard, the selective synthesis of various trifluoromethyl-substituted (hetero)arenes by palladium-catalyzed C-H functionalization is herein reported. This novel methodology proceeds under comparably mild reaction conditions with good regio- and chemoselectivity. As examples, trifluoromethylations of biologically important molecules, such as melatonin, theophylline, caffeine, and pentoxifylline, are showcased.
Nanoscale Fe2O3-based catalysts for selective hydrogenation of nitroarenes to anilines
Jagadeesh, Rajenahally V.,Surkus, Annette-Enrica,Junge, Henrik,Pohl, Marga-Martina,Radnik, Joerg,Rabeah, Jabor,Huan, Heming,Schunemann, Volker,Brueckner, Angelika,Beller, Matthias
, p. 1073 - 1076 (2014/01/06)
Production of anilines - key intermediates for the fine chemical, agrochemical, and pharmaceutical industries - relies on precious metal catalysts that selectively hydrogenate aryl nitro groups in the presence of other easily reducible functionalities. Herein, we report convenient and stable iron oxide (Fe2O3) - based catalysts as a more earth-abundant alternative for this transformation. Pyrolysis of iron-phenanthroline complexes on carbon furnishes a unique structure in which the active Fe2O 3 particles are surrounded by a nitrogen-doped carbon layer. Highly selective hydrogenation of numerous structurally diverse nitroarenes (more than 80 examples) proceeded in good to excellent yield under industrially viable conditions.
Functionally substituted Schiff bases in reduction reactions
Koroleva,Gusak,Ignatovich,Ermolinskaya
, p. 212 - 220 (2013/07/25)
Functionally substituted Schiff bases obtained by the condensation of nitroaniline, pyrimidinylaminoaniline, 5-aminoquinoline, 5-aminoquinaldine derivatives with 4-methylformylbenzoate were studied in the reactions of sodium borohydride with acidic activators, hydrazine hydrate in the presence of Raney nickel, Raney alloy in the presence of potassium hydroxide. By the reduction of azomethines new benzyl derivatives of aniline, quinolylamine, arylaminopyrimidine, and phenylenediamine were obtained.
Orthotrifluoromethyl containing phenylazonaphthol dyestuffs
-
, (2008/06/13)
Azo dyestuffs of the formula STR1 wherein R1 denotes acyl, R2 denotes hydrogen, fluorine, chlorine or trifluoromethyl, R3 denotes hydrogen, optionally substituted C1 -C4 -alkyl, cyclohexyl or optional
