62750-11-2Relevant academic research and scientific papers
Squaramide-catalysed asymmetric Michael addition/cyclization cascade reaction of 4-arylmethylidene-2,3-dioxopyrrolidines with 2-isothiocyanato-1-indanones
Du, Da-Ming,Hou, Xi-Qiang,Wen, Jiang-Bo,Yan, Li
supporting information, p. 7181 - 7185 (2021/08/30)
A highly efficient cinchona alkaloid-derived squaramide catalysed asymmetric Michael/cyclization cascade reaction of 4-arylmethylidene-2,3-dioxopyrrolidines with 2-isothiocyanato-1-indanones was successfully developed. This protocol provides an efficient
COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF
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Paragraph 0315-0316, (2020/07/07)
It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.
Synthesis of 2,3-Dihydro-4-pyridones and 4-Pyridones by the Cyclization Reaction of Ester-Tethered Enaminones
Stojanovi?, Milovan,Bugarski, Slobodan,Baranac-Stojanovi?, Marija
, p. 13495 - 13507 (2020/11/13)
2,3-Dihydro-4-pyridone skeleton is an important building block in organic synthesis because it features several reaction sites with nucleophilic or electrophilic properties. Herein, we disclose a method for its formation by intramolecular cyclization of ester-tethered enaminones, which can easily be synthesized from readily available materials, such as amines, activated alkynes, and activated alkenes. 2,3-Dihydro-4-pyridones have been isolated in 41-90% yields. We also demonstrate the transformation of these heterocycles into another important class of compounds, 4-pyridones, by utilizing 2,3,5,6-tetrachloro-p-benzoquinone (chloranil) as an oxidizing agent. The latter products were isolated in 65-94% yields.
Squaramide-catalysed asymmetric cascade reactions of 2,3-dioxopyrrolidines with 3-chlorooxindoles
Du, Da-Ming,Wen, Jiang-Bo
supporting information, p. 1647 - 1656 (2020/03/06)
A highly efficient method for the enantioselective construction of dispirocyclic compounds has been developed by the squaramide-catalysed asymmetric Michael addition/cyclization cascade reaction of 2,3-dioxopyrrolidines with 3-chlorooxindoles. The corresp
Synthesis of N-Substituted phosphoramidic acid esters as “reverse” fosmidomycin analogues
Adeyemi, Christiana M.,Hoppe, Heinrich C.,Isaacs, Michelle,Klein, Rosalyn,Lobb, Kevin A.,Kaye, Perry T.
, p. 2371 - 2378 (2019/03/23)
An efficient synthetic pathway to a series of novel “reverse” fosmidomycin analogues has been developed, commencing from substituted benzylamines. In these analogues, the fosmidomycin hydroxamate moiety is reversed and the tetrahedral methylene carbon adjacent to the phosphonate moiety is replaced by a nitrogen atom bearing different benzyl groups. The resulting phosphonate esters were designed as potential antimalarial “pro-drugs”.
Efficient protocol for Aza-Michael addition of N-heterocycles to α,β-unsaturated compound using [Ch]OH and [n-butyl urotropinium]OH as basic ionic liquids in aqueous/solvent free conditions
Kumar, Sitanshu,Kaur, Amanpreet,Singh, Vasundhara
, p. 193 - 201 (2019/01/24)
The present work emphasizes on a green methodology using designed and synthesized basic ionic liquid, [n-butyl Urotropinium]OH, and commercially available aqueous solution of choline hydroxide [Ch]OH as catalysts for executing Aza-Michael addition of N-heterocycles to α,β-unsaturated compounds at room temperature. The highlighting features of these catalysts include using low concentration of both catalysts along with [Ch]OH being low cost and biodegradable, [n-butyl Urotropinium]OH significantly enhancing the high substrate/catalyst ratio to obtain the desired products in high yield and purity in most cases. Further, both catalysts were recyclable and recoverable up to five cycles.
Synthesis and Catalytic Application of Mixed Valence Iron (FeII/FeIII)-Based OMS-MIL-100(Fe) as an Efficient Green Catalyst for the aza-Michael Reaction
Rostamnia, Sadegh,Alamgholiloo, Hassan
, p. 2918 - 2928 (2018/07/30)
Abstract: In the present study, open metal site iron-based MOF [MIL-100(Fe)], by a solvothermal method with polygonal morphology, are synthesised and then applied as a heterogeneous green catalyst for aza-Michael addition of various amines with α, β-unsaturated compounds. The MIL-100(Fe) was found to be efficient, selective, green and heterogeneous catalyst for the aza-Michael reaction. The proposed catalyst has better recyclability and can be reused six times without apparent loss of activity. Graphical Abstract: [Figure not available: see fulltext.].
Preparation method of 3-(phenyl amino)ethyl propionate type compound
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Paragraph 0017; 0028-0029; 0030-0034, (2018/09/29)
The invention belongs to the technical field of chemical synthesis and particularly relates to a preparation method of a 3-(phenyl amino)ethyl propionate type compound. The method is realized throughthe following steps: mixing an aromatic amine compound w
Exploring the Conformation of Mixed Cis- Trans α,β-Oligopeptoids: A Joint Experimental and Computational Study
Dumonteil, Geoffrey,Bhattacharjee, Nicholus,Angelici, Gaetano,Roy, Olivier,Faure, Sophie,Jouffret, Laurent,Jolibois, Franck,Perrin, Lionel,Taillefumier, Claude
, p. 6382 - 6396 (2018/06/26)
The synthesis and conformational preferences of a set of new synthetic foldamers that combine both the α,β-peptoid backbone and side chains that alternately promote cis- and trans-amide bond geometries have been achieved and addressed jointly by experiment and molecular modeling. Four sequence patterns were thus designed and referred to as cis-β-trans-α, cis-α-trans-β, trans-β-cis-α, and trans-α-cis-β. α- and βNtBu monomers were used to enforce cis-amide bond geometries and α- and βNPh monomers to promote trans-amides. NOESY and molecular modeling reveal that the trans-α-cis-β and cis-β-trans-α tetramers show a similar pattern of intramolecular weak interactions. The same holds for the cis-α-trans-β and trans-β-cis-α tetramers, but the interactions are different in nature than those identified in the trans-α-cis-β-based oligomers. Interestingly, the trans-α-cis-β peptoid architecture allows establishment of a larger amount of structure-stabilizing intramolecular interactions.
Arylamino containing hydroxamic acids as potent urease inhibitors for the treatment of Helicobacter pylori infection
Liu, Qi,Shi, Wei-Kang,Ren, Shen-Zhen,Ni, Wei-Wei,Li, Wei-Yi,Chen, Hui-Min,Liu, Pei,Yuan, Jing,He, Xiao-Su,Liu, Jia-Jia,Cao, Peng,Yang, Pu-Zhen,Xiao, Zhu-Ping,Zhu, Hai-Liang
, p. 126 - 136 (2018/07/13)
A novel series of aniline-containing hydroxamic acids were designed, synthesized and evaluated as anti-virulence agents for the treatment of gastritis and gastric ulcer caused by Helicobacter pylori. In vitro enzyme-based screen together with in vivo assays and structure?activity relationship (SAR) studies led to the discovery of three potent urease inhibitors 3-(3,5-dichlorophenylamino)–N-hydroxypropanamide (3a), 3-(2-chlorophenylamino)–N-hydroxypropanamide (3d) and 3-(2,4-dichlorophenylamino)–N-hydroxypropanamide (3n). Compounds 3a, 3d and 3n showed excellent urease inhibition with IC50 values 0.043 ± 0.005, 0.055 ± 0.008 and 0.018 ± 0.002 μM, and significantly depressed gastritis developing at the dose of 32 mg/kg b. i.d with eradication rates of H. pylori reaching 92.3, 84.6 and 100%, respectively. Preliminary safety studies (acute toxicity in mice) disclosed that 3a, 3d and 3n was well-tolerated in KM mice with LD50s of 2982.8, 3349.4 and 3126.9 mg/kg, respectively. Collectively, the data obtained in this study indicate that 3a, 3d and 3n, in particular 3n, could considered as promising candidates for the potential treatment of H. pylori caused gastritis and gastric ulcer, and hence merit further studies.
