51451-80-0

Upstream product

• 443662-25-7 3'-Methoxy-<2-(4-nitrophenoxy)>-acetanilid 
• 20142-88-5 2-(4-nitrophenoxy)acetyl chloride 
• 1798-11-4 4-nitrophenoxyacetic acid 
• 766-85-8 3-methoxy-1-iodobenzene 
• 100-01-6 4-nitro-aniline 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 26760-22-5 methyl p-nitrobenzenesulphinate 
• 536-90-3 m-Anisidine 
• 100-02-7 4-nitro-phenol 
• 17763-80-3 para-nitrophenyl triflate 
• 350-46-9 4-Fluoronitrobenzene 
• 90-04-0 2-methoxy-phenylamine 
• 586-78-7 para-nitrophenyl bromide 
• 66107-33-3 3-methoxyphenyl triflate 

Downstream Products

• 76754-70-6 N¹-(3-methoxyphenyl)benzene-1,4-diamine 
• 93758-58-8 3-methoxy-N-methyl-N-(4-nitrophenyl)aniline 
• 246864-36-8 N-(3-methoxy-phenyl)-N-methyl-benzene-1,4-diamine 
• 626239-05-2 2-chloro-N-(3-methoxy-phenyl)-N-(4-nitro-phenyl)-acetamide 

Relevant academic research and scientific papers

Diarylamine Synthesis via Desulfinylative Smiles Rearrangement

Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw

Design, Synthesis, and Structure-Activity Relationships of Indoline-Based Kelch-like ECH-Associated Protein 1-Nuclear Factor (Erythroid-Derived 2)-Like 2 (Keap1-Nrf2) Protein-Protein Interaction Inhibitors

The Keap1 (Kelch-like ECH-associated protein 1)-Nrf2 (nuclear factor erythroid 2-related factor 2)-ARE (antioxidant response element) pathway is the major defending mechanism against oxidative stresses, and directly disrupting the Keap1-Nrf2 protein-protein interaction (PPI) has been an attractive strategy to target oxidative stress-related diseases, including cardiovascular diseases. Here, we describe the design, synthesis, and structure-activity relationships (SARs) of indoline-based compounds as potent Keap1-Nrf2 PPI inhibitors. Comprehensive SAR analysis and thermodynamics-guided optimization identified 19a as the most potent inhibitor in this series, with an IC50 of 22 nM in a competitive fluorescence polarization assay. Further evaluation indicated the proper drug-like properties of 19a. Compound 19a dose-dependently upregulated genes and protein level of Nrf2 as well as its downstream markers and showed protective effects against lipopolysaccharide-induced injury in both H9c2 cardiac cells and mouse models. Collectively, we reported here a novel indoline-based Keap1-Nrf2 PPI inhibitor as a potential cardioprotective agent.

Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines

The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.

Design, synthesis and antitumor activity of novel cis-furoquinoline derivatives

A series of novel cis-furoquinoline derivatives was synthesized and tested for their antitumor activities in vitro against HepG2 cells, Lu-04 cells and Leu02 cells to evaluate structure-activity relationships. Assay-based antiproliferative activity study revealed that several compounds had significant effects on cytotoxicity, among which compounds 2f, 2l, 2q were found to be the most active compounds. Above all, compounds 2f, 2l, 2q would be potential anticancer agents which deserved further research.

Aminations of aryl bromides in water at room temperature

Unsymmetrical di- and triarylamines can be formed under green chemistry conditions, taking advantage of micellar catalysis leading to palladium-catalyzed aminations at ambient temperatures in water as the only medium.

4-Substituted anilides as selective melatonin MT2 receptor agonists

A series of 4-substituted anilides with human melatonergic affinity is reported. Butyramides 26, 39, 42, 52, 57, and 58 all demonstrated subnanomolar MT2 binding affinity and MT2 selectivity of at least 70-fold over the MT1 receptor. Compound 26 demonstrated full agonism at the MT2 receptor.

A convenient preparation of N-alkyl and N-arylamines by smiles rearrangement - Synthesis of analogues of diclofenac

Smiles rearrangement of substituted aryloxyacetamides in which oxygen and nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.