889-37-2Relevant academic research and scientific papers
Thermodynamic study for the stability of aromatic complexes formation derived from the reaction of 4-dimethyl amino benzaldehyde with diazotized dinitro aniline reagents
Al-Niemi, Mohammad Mahmoud Hussein Younes,Mohsin, Ahmed Hussein Ali
, p. 421 - 437 (2021/12/17)
This research includes the preparation of aromatic azoimine complexes resulting from the coupling reaction (4) of Schiff bases with diazotized dinitroaniline reagent. Ultraviolet spectra, infrared spectra, and melting points are among the most important p
In silico, in vitro and in vivo studies indicate resveratrol analogue as a potential alternative for neuroinflammatory disorders
Dutra, Rafael Cypriano,Goliatt, Priscila Vanessa Zabala Capriles,Marion, Gabriel Macedo,Meinel, Raissa Soares,Nunes, Vinicius Schmitz Pereira,da Silva, Adilson David,Fávero, Amanda,Menegasso, Jaíne Ferrareis,Raposo, Nádia Rezende Barbosa,de Assis, Pollyana Mendon?a
, (2020/03/18)
Inflammaging is known as an imbalance between pro-inflammatory and anti-inflammatory immune mechanisms, being related to the onset of neurological disorders, such as major depression and Alzheimer's disease. Considering the known disadvantages regarding the FDA approved drug to manage such illnesses, resveratrol emerges as a natural drug candidate, despite its low bioavailability. In this study, resveratrol analogues were evaluated for their capacity of inhibiting acetylcholinesterase in silico, in vitro, and in vivo. Molecular docking simulations pointed out RSVA1 and RSVA6 as potent inhibitors, even more than resveratrol. Ellman's assay demonstrated RSVA6 as capable of inhibiting 92.4% of the enzyme activity. Further, male Swiss mice were pretreated with RSVA6 (100 mg kg?1) 60 min before receiving scopolamine (1 mg kg?1). The Novel Recognition Object (NOR), Object Location (OLT), and Buried Pellet tests (BPL) demonstrated an RSVA6 neuroprotective effect. In the second round of tests, mice received a single intraperitoneal injection of lipopolysaccharide (0.5 mg kg?1) 24 h before treatment with RSVA6 (1, 10, and 100 mg kg?1). The Open Field (OFT), Tail Suspension (TST), and Splash tests (ST) were evaluated. LPS had no significant effect on the crossing and rearing number, indicating an association between the immobility time and anhedonia observed in the TST and ST, respectively, with depressive-like behavior. RSVA6 significantly reduced the depressive-like behavior triggered by LPS in the TST and ST. Altogether, our data suggest RSVA6 as a potential drug candidate for the treatment of neuroinflammatory conditions.
Catalyst- And solvent-free efficient access to: N -alkylated amines via reductive amination using HBpin
Bauri, Somnath,Pandey, Vipin K.,Rit, Arnab
supporting information, p. 3853 - 3857 (2020/07/27)
A sustainable approach which works under catalyst- and solvent-free conditions for the synthesis of structurally diverse secondary amines has been uncovered. This one-pot protocol works efficiently at room temperature and is compatible with a wide range of sterically and electronically diverse aldehydes and primary amines. Notably, this simple process offers scalability, excellent functional group tolerance, chemoselectivity, and is also effective at the synthesis of biologically relevant molecules. This journal is
Main-Group-Catalyzed Reductive Alkylation of Multiply Substituted Amines with Aldehydes Using H2
Hoshimoto, Yoichi,Kinoshita, Takuya,Hazra, Sunit,Ohashi, Masato,Ogoshi, Sensuke
supporting information, p. 7292 - 7300 (2018/06/01)
Given the growing demand for green and sustainable chemical processes, the catalytic reductive alkylation of amines with main-group catalysts of low toxicity and molecular hydrogen as the reductant would be an ideal method to functionalize amines. However, such a process remains challenging. Herein, a novel reductive alkylation system using H2 is presented, which proceeds via a tandem reaction that involves the B(2,6-Cl2C6H3)(p-HC6F4)2-catalyzed formation of an imine and the subsequent hydrogenation of this imine catalyzed by a frustrated Lewis pair (FLP). This reductive alkylation reaction generates H2O as the sole byproduct and directly functionalizes amines that bear a remarkably wide range of substituents including carboxyl, hydroxyl, additional amino, primary amide, and primary sulfonamide groups. The synthesis of isoindolinones and aminophthalic anhydrides has also been achieved by a one-pot process that consists of a combination of the present reductive alkylation with an intramolecular amidation and intramolecular dehydration reactions, respectively. The reaction showed a zeroth-order and a first-order dependence on the concentration of an imine intermediate and B(2,6-Cl2C6H3)(p-HC6F4)2, respectively. In addition, the reaction progress was significantly affected by the concentration of H2. These results suggest a possible mechanism in which the heterolysis of H2 is facilitated by the FLP comprising THF and B(2,6-Cl2C6H3)(p-HC6F4)2.
Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation
Saini, Anu,Smith, Cecilia R.,Wekesa, Francis S.,Helms, Amanda K.,Findlater, Michael
supporting information, p. 9368 - 9372 (2019/01/03)
Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO)3SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η6-toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.
Stereoselective Synthesis of 3-(5-Benzoyl-1-methyl-1 H -pyrrol-2-yl)-2-azetidinone Derivatives via an in Situ Generated Ketene
Bananezhad, Behjat,Islami, Mohammad Reza
supporting information, p. 1453 - 1456 (2017/07/22)
A short route toward β-lactams from tolmetin has been developed. In the key step, a ketene was generated on the C-2 of pyrrole ring and reacted with aromatic imines to form trans -β-lactams as the only observed products. The identification of the ketene was confirmed by reaction with the stable free radical TEMPO (TO·).
One-pot synthesis of trans-β-lactams from ferrocenylketene generated by thermal Wolff rearrangement
Liu, Mingshun,Wang, Jian’an,Yuan, Xiaoxi,Jiang, Rong,Fu, Nanyan
supporting information, p. 2369 - 2377 (2017/12/12)
A series of β-lactams containing the ferrocene moiety were synthesized through the Staudinger reaction between ferrocenylketene generated by the thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome h
Heterogeneous Catalytic Reductive Amination of Carbonyl Compounds with Ni-Al Alloy in Water as Solvent and Hydrogen Source
Sch?fer, Christian,Ni?anci, Bilal,Bere, Matthew P.,Da?tan, Arif,T?r?k, Béla
, p. 3127 - 3133 (2016/09/09)
The heterogeneous catalytic reductive amination of carbonyl compounds has been achieved by reactions of ammonium hydroxide and various amines with ketones and aldehydes. The process is based on the application of Raney type Ni-Al alloy in an aqueous medium. The reaction of the carbonyl compounds with the amine provided the corresponding Schiff bases that immediately underwent a reduction to provide primary and secondary amines as products. The controlled reaction of the Al content of the alloy with the solvent water generates hydrogen, and the in situ formed Raney Ni serves as a hydrogenation catalyst. The method is a simple and efficient way of preparing a broad variety of primary and secondary amines.
Grinding synthesis of schiff bases combined with infrared irradiation
Tong, Jian-Ying,Sun, Na-Bo,Wu, Hong-Ke
, p. 5399 - 5401 (2013/07/26)
Solid-phase synthesis combined with infrared irradiation promoted the formation of a series of Schiff bases in the condensation reaction between substituted benzaldehydes and anilines, in the solvent free. Benzaldehydes and anilines, containing either electron withdrawing or electron-releasing groups, were evaluated their substituent effect on the formation of the Schiff bases. Moreover, this new procedure is environmentally benign because no solvent was employed in the transformations.
Antioxidant activity of thio-schiff bases
Santos, Juliana Alves Dos,Lima, Rebeca Mol,Pereira, Thamiris Vilela,Carmo, Antonio Marcio Resende Do,Raposo, Nadia Rezende Barbosa,Silva, Adilson David Da
, p. 557 - 560 (2013/08/23)
This study evaluated and compares the antioxidant activity of six resveratrol analogues. The analogues 4'- Hydroxyphenyl-benzo[d]thiazole (A), p-(N,N-dimethyl)aminobenzylidene-2-aminothiophenol (B) and p-Nitrobenzylidene- 2-aminothiophenol (C) were synthe
