458550-53-3

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 104-94-9 4-methoxy-aniline 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 22303-36-2 N-(4-methoxyphenyl)-2-chloroacetamide 
• 2101-87-3 p-methoxy-phenylazide 
• 623-12-1 4-chloromethoxybenzene 
• 94-09-7 p-aminoethylbenzoate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 99-77-4 ethyl 4-nitrobenzoate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 

Downstream Products

• 600170-62-5 ethyl 4-[(t-butoxycarbonyl)(4-methoxyphenyl)amino]benzoate 
• 23105-37-5 4-[(4-methoxyphenyl)amino]benzoic acid 

Relevant academic research and scientific papers

A terphenyl phosphine as a highly efficient ligand for palladium-catalysed amination of aryl halides with 1° anilines

A terphenyl phosphine ligand (2,6-bis(2,4,6-triisopropylphenyl)phenyl-dicyclohexylphosphine, TXPhos) and its supported palladium complex [(TXPhos)(allyl)PdCl] have been developed and the catalyst system is highly efficient in amination of aryl halides with 1° anilines, especially effective for densely functionalized substrates including both partners possessing ortho-ester, acetyl, nitrile and nitro groups. With the TXPhos-supported catalyst system, many partner combinations have been unprecedentedly realized and the base scope has been even extended to KOAc, which is even the best choice in the amination of 2-nitrochlorobenzene.

Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides

A wide range of alkyl-, aryl- and heteroarylzinc halides were aminated with highly functionalized alkyl, aryl, and heterocyclic azides. The reaction proceeds smoothly at 50 °C within 1 h in the presence of FeCl3 (0.5 equiv) to furnish the corresponding secondary amines in good yields. This method was extended to peptidic azides and provided the arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, we prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step.

Synthesis of polyfunctional secondary amines by the addition of functionalized zinc reagents to nitrosoarenes

Addition of functionalized aryl, heteroaryl or adamantyl zinc reagents to various nitroso-arenes in the presence of magnesium salts and LiCl in THF produces after a reductive work-up with FeCl2 and NaBH4 in ethanol the corresponding polyfunctional secondary amines in high yields. This journal is

Evaluation of Novel N-(piperidine-4-yl)benzamide Derivatives as Potential Cell Cycle Inhibitors in HepG2 Cells

In this study, a series of novel N-(piperidine-4-yl)benzamide derivatives was designed, synthesized, and evaluated for antitumor activity. Some compounds were found to have potent antitumor activity. In particular, compound 47 showed the most potent biological activity against HepG2 cells, with an IC50 value of 0.25 μm. Western blot analysis demonstrated that compound 47 inhibited the expression of cyclin B1 and p-Rb and enhanced the expression of p21, p53, Rb, and phospho-adenosine monophosphate-activated protein kinase (p-AMPK). Further, cell cycle arrest was observed by flow cytometry (FCM). In summary, compound 47 was screened to have potential activity for the treatment of hepatocarcinoma via the induction of cell cycle arrest by a p53/p21-dependent pathway.

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.

NOVEL PHENOXYACETAMIDE DERIVATIVES AND USE THEREOF FOR THE PREPARATION OF DIPHENYLAMINES

The present invention relates to novel phenoxyacetamide derivatives, to a process for the preparation thereof and to the use thereof for the preparation of diphenylamines.

DIPHENYLAMINE DERIVATIVES

The invention relates to compounds of the formula (I) in which: i and j=1; R1 is in position 3 or 4 on the phenyl ring and represents a cyano group, an alkoxy group substituted by halogen, a thioalkyl group, an alkylcarbonyl group or an alkylsulfonyl group; and R2 represents a carboxyl group, an aikoxycarbonyl group, an alkylcarbonyl group, an unsubstituted amide group or a linear or branched alkyl group substituted by a cyano, hydroxyl, carboxyl, aikoxycarbonyl or unsubstituted amide group; and also the pharmaceutically acceptable derivatives, salts, solvates and stereoisomers thereof, including mixtures thereof in all propor-tions.

NITROSO DERIVATIVES OF DIPHENYLAMINE

The invention relates to a compound of the formula (I) in which: - R1 represents, independently of each other, a halogen atom; an aliphatic hydrocarbon-based group optionally substituted and/or optionally interrupted by one or more oxygen or sulfur atoms; a nitro group; a cyano group; an amino group; a mono- or dialkylamino group; an alkylcarbonyl group; a carboxyl group; an alkylcarbonylamino group; an alkylsulfonyl group; - R2 represents, independently of each other, a cyano group; a hydroxyl group, an alkylcarbonyl group; a carboxyl group; an alkoxycarbonyl group; an unsubstituted amide group; or a linear or branched alkyl group substituted by a cyano, hydroxyl, carboxyl, alkoxycarbonyl or unsubstituted amide group; - i and j independently being 1 to 5, with the exclusion of the compound for which i and j = 1 and R1 = carboxyl and R2 = alkoxycarbonyl or R1 = CF3 and R2 = carboxyl, and also the pharmaceutically acceptable derivatives, salts, solvates and stereoisomers thereof, including mixtures thereof in all proportions.

NITROSODIPHENYLAMINE DERIVATIVES AND THEIR PHARMACEUTICAL USE AGAINST OXIDATIVE STRESS PATHOLOGIES

Compounds of formula (I) in which each of the phenyl rings represented is optionally substituted one or more times; n represents an integer selected from 0, 1, 2, 3, 4 and 5; W represents -CO-or -SO2-; Z represents H; alkyl; aryl; or arylalkyl;

A new general preparation of polyfunctional diarylamines by the addition of functionalized arylmagnesium compounds to nitroarenes

The addition of functionalized arylmagnesium halides to nitroarenes in THF (-20 °C, 2 h) provides, after reductive workup (FeCl2, NaBH4), various polyfunctional diarylamines in 63-86% yield. Heterocyclic arylated amines can be prepar