24455-93-4

Usage

Uses

Used in Organic Synthesis:
N-(4-Methoxyphenyl)ethylenediamine is used as a building block in organic synthesis for the creation of various products. Its versatile structure allows it to be a key component in the formation of a wide range of chemical entities.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, N-(4-Methoxyphenyl)ethylenediamine is utilized as an intermediate in the synthesis of various drugs. Its presence in the molecular structure of certain pharmaceuticals can influence their therapeutic properties and efficacy.
Used in Agrochemical Production:
N-(4-Methoxyphenyl)ethylenediamine also finds application in the agrochemical sector, where it serves as a precursor in the development of pesticides and other agricultural chemicals, contributing to enhanced crop protection and yield.
Used in Materials Science:
Within the field of materials science, N-(4-Methoxyphenyl)ethylenediamine has potential applications in the synthesis of polymers and coordination complexes. Its ability to form stable complexes with metal ions makes it a candidate for use in advanced materials with specific properties.
It is important to handle N-(4-Methoxyphenyl)ethylenediamine with care due to its potential health and environmental hazards, ensuring proper safety measures are in place during its use in various industrial applications.

InChI:InChI=1/C9H14N2O/c1-12-9-4-2-8(3-5-9)11-7-6-10/h2-5,11H,6-7,10H2,1H3

Upstream product

• 696-62-8 para-iodoanisole 
• 107-15-3 ethylenediamine 
• 90437-23-3 2-[(4-methoxyphenyl)amino]acetamide 
• 50845-77-7 N-(4-methoxy)phenylglycine ethyl ester 
• 104-94-9 4-methoxy-aniline 
• 497-25-6 dimethylenecyclourethane 
• 111-77-3 2-(2-methoxyethoxy)ethyl alcohol 
• 20265-97-8 p-anisidine hydrochloride 
• 63228-64-8 N-(4'-methoxyphenyl)-2-nitrobenzenesulfonamide 
• 660413-89-8 [2-(4-methoxy-phenylamino)-ethyl]-carbamic acid tert-butyl ester 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 79315-02-9 N-[2-(4-Methoxy-phenylamino)-ethyl]-propionamide 
• 856828-07-4 N-(2-p-anisidino-ethyl)-phthalimide 

Downstream Products

• 71319-64-7 3-[β-(4-methoxyphenylamino)-ethyl]-amino-2-hydroxy-1-phenoxypropane 
• 62868-39-7 1-(4-methoxyphenyl)-2-imidazolidinone 
• 1262796-76-8 C₂₇H₂₉N₃O₅ 
• 1353642-60-0 N₁-(4-methoxyphenyl)-N₂-phenylethane-1,2-diamine 

Relevant academic research and scientific papers

Application of Off-Rate Screening in the Identification of Novel Pan-Isoform Inhibitors of Pyruvate Dehydrogenase Kinase

Libraries of nonpurified resorcinol amide derivatives were screened by surface plasmon resonance (SPR) to determine the binding dissociation constant (off-rate, kd) for compounds binding to the pyruvate dehydrogenase kinase (PDHK) enzyme. Parallel off-rate measurements against HSP90 and application of structure-based drug design enabled rapid hit to lead progression in a program to identify pan-isoform ATP-competitive inhibitors of PDHK. Lead optimization identified selective sub-100-nM inhibitors of the enzyme which significantly reduced phosphorylation of the E1α subunit in the PC3 cancer cell line in vitro.

Design, synthesis and antimycobacterial activity of novel imidazo[1,2-a]pyridine-3-carboxamide derivatives

We report herein the design and synthesis of “novel imidazo [1,2-a]pyridine-3-carboxamides (IPAs)” bearing a variety of different linkers, based on the structure of IMB-1402 discovered in our lab. Results reveal that 2,6-dimethyl-N-[2-(phenylamino)ethyl] IPAs with an electron-donating group on the benzene ring as a potent scaffold. Compounds 26g and 26h have considerable activity (MIC: 0.041–2.64 μM) against drug-sensitive/resistant MTB strains, and they have acceptable safety indices against MTB H37Rv with the SI values of 4395 and 1405, respectively. Moreover, N-[2-(piperazin-1-yl)ethyl] moiety was also identified as a potentially alternative linker (compound 31), opening a new direction for further SAR studies.

Bis-aryl urea derivatives as potent and selective LIM kinase (Limk) inhibitors

The discovery/optimization of bis-aryl ureas as Limk inhibitors to obtain high potency and selectivity and appropriate pharmacokinetic properties through systematic SAR studies is reported. Docking studies supported the observed SAR. Optimized Limk inhibitors had high biochemical potency (IC50 400-fold), potent inhibition of cofilin phosphorylation in A7r5, PC-3, and CEM-SS T cells (IC50 1 μM), and good in vitro and in vivo pharmacokinetic properties. In the profiling against a panel of 61 kinases, compound 18b at 1 μM inhibited only Limk1 and STK16 with ≥80% inhibition. Compounds 18b and 18f were highly efficient in inhibiting cell-invasion/migration in PC-3 cells. In addition, compound 18w was demonstrated to be effective on reducing intraocular pressure (IOP) on rat eyes. Taken together, these data demonstrated that we had developed a novel class of bis-aryl urea derived potent and selective Limk inhibitors.

Copper-catalyzed C-N cross-coupling reactions for the preparation of aryl diamines applying mild conditions

In this work, aryl diamines were prepared by C-N cross-coupling reactions between aryl halides and ethylenediamine. These reactions were successfully catalyzed by low quantities of Cu2O or CuO (1 mol %) employing low reflux temperature and low diamine excess. Products were afforded in good yields (up to 95%).

HYDROGEN PEROXIDE SENSORS BASED UPON PHOTO-INDUCED ELECTRON TRANSFER

The invention provides compounds of formula I F-L-Q (I) where F comprises a fluorophore capable of absorbing energy at an excitation wavelength and, in the absence of a quencher, emitting energy at an emission wavelength, which is different than the excit

Control of peroxyoxalate chemiluminescence by nitrogen-containing ligand quenching: Turning off and on by ligand-metal ion host-guest interactions

The control of peroxyoxalate chemiluminescence (PO-CL) by the coordination of nitrogen-containing ligands and metal cations was investigated. Turning the CL off and on was done by PO-CL using 15-monoazacrown-5-tethered anthracene and alkali metal ions. CL quenching and regeneration was also observed in the separated molecular system of 15-monoazacrown-5 and the fluorophores. CL quenching by a number of ligands bearing dipicolylamino groups was evaluated by these PO-CL reactions and found to be closely related to their oxidation potentials, which is dependent on the Weller rate law for electron exchange and this provides strong support for the existence of the CIEEL PO-CL process. When Zn2+ or Cu2+ are added to the PO-CL system quenched by the ligand, N-[2-(2,2′-dipicolylamino)ethyl]aniline, CL was turned on because the electron donating ability of the ligands was modulated. This was controlled by the coordination of the studied metal ions and, therefore, this system results in CL because of host-guest interactions.

BIARYL-SUBSTITUTED TETRAHYDRO-PYRAZOLO-PYRIDINE MODULATORS OF CATHEPSIN S

Biaryl-substituted tetrahydro-pyrazolo-pyridine compounds are described, which are useful as cathepsin S modulators. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions media

4-Aminophenoxyacetic acids as a novel class of reversible cathepsin K inhibitors

We have designed and synthesized a novel series of 3-biphenylamino acid amides as cathepsin K inhibitors based on compound I. In these inhibitors, we have discovered 4-aminophenoxyacetic acids 43 and 47 with good IC50 values, although lipophili

Synthesis and study of 1-aryl-1H-4,5-dihydroimidazoles

An easy synthesis of 1-aryl-1H-4,5-dihydroimidazoles 1 by cyclocondensation of N-aryl-N′-formylethylenediamines 2 is described. Such precursors were synthesized by selective formylation of N-arylethylenediamines 3 with p-nitrophenyl formate. Cyclizations were performed using trimethylsilyl polyphosphate. Chemical properties of compounds 1, typical of amidine system, were studied. Reaction of 1 with methyl iodide leads to the corresponding 1-aryl-3-methyl-1H-4,5-dihydroimidazolium salts 5. Reduction of dihydroimidazoles 1 with sodium cyanoborohydride provides a convenient access to N-aryl-N′-methylethylenediamines 4.

Lithiation of 1-arylimidazol-2(1H)-ones and 1-aryl-4,5-dihydroimidazol- 2(1H)-ones

1-Arylimidazol-2(1H)-ones are shown to be readily lithiated, using 2 mol equiv. of n-butyllithium, on the benzene ring, ortho to the heterocycle. 1-Aryl-4,5-dihydroimidazol-2(1H)-ones also undergo metalation on the aromatic substitutuent ortho to the heterocycle, but less efficiently. 1-Aryl-3-methylimidazol-2(1H)-ones are lithiated on the heterocyclic ring and then on the benzene ring ortho to the heterocycle. No ortho-directing effect was found for 1-aryl-4,5-dihydro-3-methylimidazol-2(1H)-ones.