20781-20-8

Usage

Uses

Used in Chemical Synthesis:
2,4-Dimethoxybenzylamine is used as an ammonia equivalent for the concise synthesis of a series of 2,4,5-trisubstituted oxazoles, via a tandem Ugi/Robinson-Gabriel reaction sequence. This application takes advantage of its amine nucleophile properties to facilitate the formation of complex molecular structures.
Used in Total Synthesis of Natural Products:
In the field of natural product synthesis, 2,4-Dimethoxybenzylamine is employed in the total synthesis of (-)-muraymycin (MRY) D2 and its epimer, which are antibacterial nucleoside natural products. Its role in these syntheses highlights its utility in creating biologically active compounds.
Used in Pharmaceutical Research:
2,4-Dimethoxybenzylamine is used in the two-step synthesis of amide derivatives of uracil polyoxin C (UPOC) methyl ester using the Ugi reaction. This application is significant in the development of new pharmaceutical agents with potential therapeutic applications.
Used in the Synthesis of N-Hydroxythiourea:
2,4-Dimethoxybenzylamine is also utilized in the synthesis of N-hydroxythiourea, which has potential applications in various chemical and pharmaceutical processes.
Used in the Development of Anti-HIV-1 Agents:
2,4-Dimethoxybenzylamine is employed in the synthesis of anti-HIV-1 agents, contributing to the development of new treatments for HIV-1 infection.

InChI:InChI=1/C9H13NO2/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-5H,6,10H2,1-2H3

Upstream product

• 31874-34-7 2,4-dimethoxybenzaldoxime 
• 4107-65-7 2,4-dimethoxybenzonitrile 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 20781-21-9 2,4-dimethoxybenzylamine hydrochloride 

Downstream Products

• 20781-35-5 N-Trifluoracetyl-glycin-(2.4-dimethoxy-benzyl-amid) 
• 20781-38-8 N-(p-Methoxy-benzyloxycarbonyl)-glycin-(2,4-dimethoxy-benzylamid) 
• 21079-32-3 N-Benzyloxycarbonyl-L-methionin-(2,4-dimethoxy-benzyl-amid) 
• 20781-23-1 bis(2,4-dimethoxybenzyl)amine 
• 34966-97-7 1-(isothiocyanatomethyl)-2,4-dimethoxy benzene 
• 61964-70-3 Methyl N-(2,4-dimethoxybenzyl)iminoacetate 
• 73757-95-6 (1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid 2,4-dimethoxy-benzylamide 
• 96867-02-6 (1S,8R,10R,11R)-1,11-Dihydroxy-3,6-dimethoxy-10-methyl-9-oxa-tricyclo[6.2.2.0^2,7]dodeca-2,4,6-triene-5-carboxylic acid 2,4-dimethoxy-benzylamide 
• 129279-42-1 N¹-(2,4-Dimethoxybenzyl)-8-epi-kifunensine 
• 84572-00-9 4-azido-3-chloro-5-hydroxy-1-(2,4-dimethoxybenzyl)-Δ³-pyrrolinone 
• 147101-70-0 ethyl <4-<<(2,4-dimethoxyphenylmethyl)amino>carbonyl>thiophen-3-yl>carbonate 
• 121534-24-5 (2,4-Dimethoxy-benzyl)-[1-((2R,3S)-3-phenyl-oxiranyl)-meth-(E)-ylidene]-amine 
• 82861-09-4 (4-Benzyloxy-2-{[(Z)-2,4-dimethoxy-benzylimino]-methyl}-phenyl)-acetic acid benzyl ester 
• 20839-81-0 (2,4-dimethoxybenzylamino)acetic acid methyl ester 

Relevant academic research and scientific papers

Synthesis, NMR and X-ray characterisation of 6-substituted 4-amino-5-aryldiazenyl-1-arylpyridazinium salts

A new simple method has been used to prepare 6-substituted 4-(subst. amino)-5-aryldiazenyl-1-arylpyridazinium salts from N-methyl- or N-aryl-3-amino-1-phenylbut-2-en-1-ones and 4-aminopent-3-en-2-ones and substituted benzenediazonium tetrafluoroborates or hexafluorophosphates. The structure of selected derivatives was studied by means of 15N NMR spectra and X-ray.

Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium

A sustainable, new synthesis of oxalamides, by acceptorless dehydrogenative coupling of ethylene glycol with amines, generating H2, homogeneously catalyzed by a ruthenium pincer complex, is presented. The reverse hydrogenation reaction is also accomplished using the same catalyst. A plausible reaction mechanism is proposed based on stoichiometric reactions, NMR studies, X-ray crystallography as well as observation of plausible intermediates.

Design and synthesis of neolamellarin a derivatives targeting heat shock protein 90

In this study, we designed and synthesized a novel family of neolamellarin A derivatives that showed high inhibitory activity toward heat shock protein 90 (Hsp90), a kinase associated with cell proliferation. The 3,4-bis(catechol)pyrrole scaffold and the benzyl group with methoxy modification at N position of pyrrole are essential to the Hsp90 inhibitory activity and cytotoxicity of these compounds. Western blot analysis demonstrated that these compounds induced dramatic depletion of the examined client proteins of Hsp90, and accelerated cancer cell apoptosis. Docking simulations suggested that the binding mode of 9p was similar to that of the VER49009, a potent inhibitor of Hsp90. Further molecular dynamics simulation indicated that the hydrophobic interactions as well as the hydrogen bonds contributed to the high affinity of 9p to Hsp90.

Arylalkylamine vanadium (V) salts for the treatment and/or prevention of Diabetes mellitus

This invention provides compounds of formula (IIA) and pharmaceutical compositions thereof, where M, a, b, and R1-R5 are as defined herein, for treating human type 1 and type 2 diabetes, particularly insulin-resistant diabetes. Pharmaceutical compositions comprising the compounds of formula (IIA) are also disclosed.

New efficient substrates for semicarbazide-sensitive amine oxidase/VAP-1 enzyme: Analysis by SARs and computational docking

Structure activity relationships for semicarbazide-sensitive amine oxidase/vascular adhesion protein-1 (SSAO/VAP-1) were studied using a library of arylalkylamine substrates, with the aim of contributing to the discovery of more efficient SSAO substrates. Experimental data were contrasted with computational docking studies, thereby allowing us to examine the mechanism and substrate-binding affinity of SSAO and thus contribute to the discovery of more efficient SSAO substrates and provide a structural basis for their interactions. We also built a model of the mouse SSAO structure, which provides several structural rationales for interspecies differences in SSAO substrate selectivity and reveals new trends in SSAO substrate recognition. In this context, we identified novel efficient substrates for human SSAO that can be used as a lead for the discovery of antidiabetic agents.

METHODS AND COMPOSITIONS FOR TREATING AMYLOID-RELATED DISEASES

Methods, compounds, pharmaceutical compositions and kits are described for treating or preventing amyloid-related disease.

Rapid reduction of nitriles to primary amines with nickel boride at ambient temperature

Reduction of a variety of nitriles to their corresponding primary amines can be achieved with nickel boride generated in situ in dry ethanol at ambient temperature. The reductions are very rapid and chemoselective.

The reduction of aromatic oximes to amines with borohydride exchange resin-nickel acetate system

Aromatic oximes were reduced to the corresponding amines with borohydride supported on an ion exchange resin (BER)- nickel acetate in methanol in good yields. The isolation of pure products by simple filtration and evaporation is an important feature of this method.

2-OXO-1-AZETIDINESULFONIC ACID SALTS

Antibacterial activity is exhibited by beta-lactams having a sulfonic acid salt substituent in the 1-position and an amino or acylamino substituent in the 3-position.