27841-33-4

Usage

Uses

Used in Chemical Synthesis:
1,2-Diamino-4,5-dimethoxybenzene is used as a chemical intermediate for the production of various compounds, including highly fluorescent benzimidazole derivatives. Its ability to react with aldehydes makes it a valuable starting material for the synthesis of complex organic molecules.
Used in Analytical Chemistry:
1,2-Diamino-4,5-dimethoxybenzene is used as a reagent for the detection of aromatic aldehydes and DTAN (dimerization of trans-anethole). Its reaction with aldehydes results in the formation of fluorescent benzimidazole derivatives, which can be easily detected and quantified, making it a useful tool in analytical chemistry for identifying and measuring the presence of specific aldehydes.

InChI:InChI=1/C8H12N2O2/c1-11-7-3-5(9)6(10)4-8(7)12-2/h3-4H,9-10H2,1-2H3

Upstream product

• 3395-03-7 4,5-dimethoxy-1,2-dinitrobenzene 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 709-09-1 3,4-dimethoxynitrobenzene 
• 131076-14-7 4,5-dimethoxy-1,2-phenylenediamine hydrochloride salt 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 99069-17-7 4-Acetylamino-1,2-dimethoxy-5-nitrobenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 7595-31-5 4-amino-5-nitroveratrol 

Downstream Products

• 53493-62-2 2,3-dimethoxy-6H-indolo[2,3-b]quinoxaline 
• 51437-32-2 5,6-dimethoxy-2-methyl-1H-benzimidazole 
• 28439-66-9 N,N'-bis-(2-diethylamino-ethyl)-4,5-dimethoxy-o-phenylenediamine 
• 25808-66-6 5,6-dimethoxy-1,3-dihydro-benzoimidazol-2-one 
• 92848-29-8 2-acetamido-4,5-dimethoxyacetanilide 
• 74004-74-3 5,6-dimethoxy-2-mercaptobenzimidazole 
• 40294-35-7 5, 6-dimethoxy-1H-1,3-benzodiazol-2-amine 
• 136667-96-4 1,2-bis(2-bromo-2-methylpropanamido)-4,5-dimethoxybenzene 
• 136270-69-4 2,3-Bis-(4-bromomethyl-phenyl)-6,7-dimethoxy-quinoxaline 
• 82051-41-0 2,6-Di-tert-butyl-4-(5,6-dimethoxy-1H-benzoimidazol-2-yl)-phenol 
• 132788-56-8 3-(6,7-Dimethoxy-4-methyl-3-oxo-3,4-dihydro-quinoxalin-2-yl)-propionic acid 
• 4784-02-5 6,7-dimethoxy-1,4-dihydro-quinoxaline-2,3-dione 
• 146535-11-7 6,7-dimethoxy-3-phenylquinoxaline 
• 138657-12-2 1-(5,6-Dimethoxy-1-methyl-1H-benzoimidazol-2-yl)-2,4,6-triphenyl-pyridinium; iodide 

Relevant academic research and scientific papers

Evaluation of the Medicinal Potential of Two Ruthenium(II) Polypyridine Complexes as One- and Two-Photon Photodynamic Therapy Photosensitizers

Two [Ru(phen)2dppz]2+ derivatives (phen=1,10-phenantroline, dppz=dipyrido[3,2-a:2′,3′-c]phenazine) with different functional groups on the dppz ligand [dppz-7,8-(OMe)2 (1), dppz-7,8-(OH)2 (2)] have been synthesi

Development and in vivo quantitative magnetic resonance imaging of polymer micelles targeted to the melanocortin 1 receptor

Recent emphasis has focused on the development of rationally designed polymer-based micelle carriers for drug delivery. The current work tests the hypothesis that target specificity can be enhanced by micelles with cancer-specific ligands. In particular,

The Synthesis of Hexaazatrinaphthylene-Based 2D Conjugated Copper Metal-Organic Framework for Highly Selective and Stable Electroreduction of CO2 to Methane

2D conjugated MOFs have attracted significant interests in recent years owing to their special structural features and promising physical and chemical properties. These intriguing attributes, to a large extent, stem from the nature of incorporated ligands

A2-A1-D-A1-A2 type non-fullerene acceptors based on methoxy substituted benzotriazole with three different end-capped groups for P3HT-based organic solar cells

In the last three years, the A2-A1-D-A1-A2 skeleton has become increasingly popular in the design of non-fullerene acceptors (NFAs), and it could match particularly well with the classic p-type polymer of poly(3

Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure

Flavinium salts are frequently used in organocatalysis but their application in photoredox catalysis has not been systematically investigated to date. We synthesized a series of 5-ethyl-1,3-dimethylalloxazinium salts with different substituents in the positions 7 and 8 and investigated their application in light-dependent oxidative cycloelimination of cyclobutanes. Detailed mechanistic investigations with a coumarin dimer as a model substrate reveal that the reaction preferentially occurs via the triplet-born radical pair after electron transfer from the substrate to the triplet state of an alloxazinium salt. The very photostable 7,8-dimethoxy derivative is a superior catalyst with a sufficiently high oxidation power (E=2.26 V) allowing the conversion of various cyclobutanes (with Eox up to 2.05 V) in high yields. Even compounds such as all-trans dimethyl 3,4-bis(4-methoxyphenyl)cyclobutane-1,2-dicarboxylate can be converted, whose opening requires a high activation energy due to a missing pre-activation caused by bulky adjacent substituents in cis-position.

Radially Oriented [ n]Cyclo- meta-phenylenes

Molecular compounds with zigzag carbon nanotube geometries are exceedingly rare. Here we report the synthesis and characterization of carbon-based nanotubes with zigzag geometry, best described as radially oriented [n]cyclo-meta-phenylenes, extending the tubularene family of compounds. By the incorporation of edge-sharing benzene rings into the tubularene's radial π-surface, we have uncovered the first step to give rise to the emergence of radial orbital distribution in zigzag nanorings.

Polyhydroxy compound as well as preparation method and application thereof

The invention relates to the technical field of metal organic framework materials, in particular to a polyhydroxy compound as well as a preparation method and application thereof. The invention discloses a polyhydroxy compound which contains 2 D π conjuga

Discovery of a potent and selective JNK3 inhibitor with neuroprotective effect against amyloid β-induced neurotoxicity in primary rat neurons

As members of the MAPK family, c-Jun-N-terminal kinases (JNKs) regulate the biological processes of apoptosis. In particular, the isoform JNK3 is expressed explicitly in the brain at high levels and is involved in the pathogenesis of neurodegenerative diseases such as Alzheimer’s disease (AD) and Parkinson’s disease (PD). In this study, we prepared a series of five 6-dihydroxy-1H-benzo[d]imidazoles as JNK3 inhibitors and found them have potential as neuroprotective agents. Following a previous lead scaffold, benzimidazole moiety was modified with various aryl groups and hydroxylation, and the resulting compounds exhibited JNK3 inhibitory activity with improved potency and selectivity. Out of 37 analogues synthesized, (S)-cyclopropyl(3-((4-(2-(2,3-dihydro-benzo[b][1,4]dioxin -6-yl)-5,6-dihydroxy-1H-benzo[d]imidazol-1-yl)pyrimidin-2-yl)amino) piperi-din-1-yl)methanone (35b) demonstrated the highest JNK3 inhibition (IC50 = 9.7 nM), as well as neu-roprotective effects against Aβ-induced neuronal cell death. As a protein kinase inhibitor, it also showed excellent selectivity over other protein kinases including isoforms JNK1 (>1000 fold) and JNK2 (–10 fold).

Fluorogenic Enzyme-Triggered Domino Reactions Producing Quinoxalin-2(1 H)-one-based Heterocycles

A simple and effective biocompatible domino reaction triggered by a model protease and leading to the formation of strongly fluorescent quinoxalin-2(1H)-one N-heterocycles is described. Some positive attributes including versatility and the ability to pro

In vitro and in silico determination of glutaminyl cyclase inhibitors

Alzheimer's disease (AD) is the most common form of neurodegenerative disease currently. It is widely accepted that AD is characterized by the self-assembly of amyloid beta (Aβ) peptides. The human glutaminyl cyclase (hQC) enzyme is characterized by assoc