556-21-8

Usage

Uses

Used in Pharmaceutical and Organic Compounds Synthesis:
4-(Methylamino)benzaldehyde is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and functional groups contribute to the development of new molecules with potential therapeutic applications.
Used in Antimicrobial and Anti-inflammatory Applications:
Due to its antimicrobial and anti-inflammatory properties, 4-(Methylamino)benzaldehyde is used as a potential candidate for medical and pharmaceutical applications. It can be incorporated into formulations to combat infections and reduce inflammation.
Used in Dyes Industry:
4-(Methylamino)benzaldehyde is used as a precursor in the synthesis of dyes. Its aromatic properties allow for the creation of a wide range of colors, making it valuable in the dye industry.
Used in Perfumery:
In the perfumery industry, 4-(Methylamino)benzaldehyde is used as a component in the creation of various fragrances. Its aromatic nature contributes to the development of unique and complex scents.
Used in Flavor Industry:
4-(Methylamino)benzaldehyde is also used in the flavor industry to develop and enhance the taste profiles of various food and beverage products. Its aromatic properties can be utilized to create distinct flavor notes.
Safety Precautions:
It is important to handle 4-(Methylamino)benzaldehyde with care, as it can be irritating to the skin and eyes. Proper safety measures should be taken during its use and storage to minimize potential health risks.

Upstream product

• 93-61-8 N-methyl-N-phenylformamide 
• 100-61-8 N-methylaniline 
• 10031-82-0 4-ethoxybenzaldehyde 
• 74-89-5 methylamine 
• 1122-91-4 4-bromo-benzaldehyde 
• 79865-86-4 Dimethyl-(4-methylamino-benzylidene)-ammonium; iodide 
• 3717-21-3 p-methoxyl benzaldoxime 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 13114-23-3 4-methoxybenzyl-N-methylimine 
• 142558-10-9 2-(4-formylphenoxy)-N-methylacetamide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 121-69-7 N,N-dimethyl-aniline 
• 459-57-4 4-fluorobenzaldehyde 
• 1665-95-8 N-(4-formylphenyl)-N,4-dimethylbenzenesulfonamide 

Downstream Products

• 61930-50-5 {4-[(4,5-Diphenyl-oxazol-2-yl)-hydrazonomethyl]-phenyl}-methyl-amine 
• 130693-03-7 N-Acryloyl-N-methyl p-aminobenzaldehyde 
• 2769-09-7 1-<4-Methylamino-benzyliden>-cyclopentadien 
• 443-29-8 1-<4-Methyl-aminobenzyliden>-inden 
• 905991-86-8 (5Z)-5-[4-(methylamino)benzylidene]-1,3-thiazolidine-2,4-dione 
• 1620563-10-1 C₁₈H₁₅N₃O 
• 1075218-61-9 N-methyl-{4-[2-(4-amino-phenyl)-vinyl]-phenyl}-amine 
• 102570-32-1 (E)-4-nitro-4′-methylaminostilbene 

Relevant academic research and scientific papers

Catalyst-Free Electrosynthesis of Benzimidazolones through Intramolecular Oxidative C?N Coupling

The electrochemical synthesis of N, N’-disubstituted benzimidazolones from ureas through an intramolecular anodic dehydrogenative N?H/C?H coupling has been developed. The reaction undergoes under the undivided electrolysis conditions and obviates the need for any catalysts and chemical oxidants. (Figure presented.).

Highly Efficient Binuclear Copper-catalyzed Oxidation of N,N-Dimethylanilines with O2

A binuclear copper-salicylate complex, [Cu(Sal)2(NCMe)]2 (Sal=salicylate), was found to be an active catalyst for the oxidation of N,N-dimethylanilines by O2, affording the corresponding N-methyl-N-phenylformamides as major products. The reactions were carried out with a O2 balloon and the S/C (substrate/catalyst ratio) of the model reaction could be up to 1×105, providing a practical and highly efficient catalytic protocol for accessing N-methyl-N-phenylformamides.

USE OF BENZOTHIAZOLE AMPHIPHILES FOR TREATING TRAUMATIC BRAIN INJURY

The present invention is directed to methods of reducing symptoms of traumatic brain injury in patients by administering a therapeutically effective amount of a benzothiazole amphiphile compound to a patient suffering from a traumatic brain injury within 0 to 72 hours of incurring the injury.

Engineering of Nucleic Acids and Synthetic Cofactors as Holo Sensors for Probing Signaling Molecules in the Cellular Membrane Microenvironment

The comprehensive understanding of the mechanisms underlying the interaction of cells with their membrane microenvironment is of great value for fundamental biological research; however, tracking biomolecules on cell surfaces with high temporal and spatial resolution remains a challenge. Herein, a modular strategy is presented for the construction of cell surface DNA-based sensors by engineering DNA motifs and synthetic cofactors. In this strategy, a stimuli-reactive organic molecule is employed as the cofactor for the DNA motif, and the self-assembly of them forms a FRET-based holo DNA-based sensor. With the use of the DNA-based sensors, the versatility of this modular strategy has been demonstrated in the ratiometric imaging of the cellular extrusion process of endogenous signaling molecules, including sulfur dioxide derivatives and nitric oxide.

Dichlorophenylacrylonitriles as AhR Ligands That Display Selective Breast Cancer Cytotoxicity in vitro

Knoevenagel condensation of 3,4-dichloro- and 2,6-dichlorophenylacetonitriles gave a library of dichlorophenylacrylonitriles. Our leads (Z)-2-(3,4-dichlorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile (5) and (Z)-2-(3,4-dichlorophenyl)-3-(4-nitrophenyl)acryloni

BENZOTHIAZOLE AMPHIPHILES

Disclosed herein, inter alia, are compounds and methods for increasing spine density in a neuron, and for treatment of neuronal diseases and cancer.

Chemoselective Deprotection of Sulfonamides under Acidic Conditions: Scope, Sulfonyl Group Migration, and Synthetic Applications

Chemoselective acidic hydrolysis of sulfonamides with trifluoromethanesulfonic acid has been evaluated as a deprotection method and further extended to more complex synthetic applications. In contrast to conventional troublesome sulfonamide hydrolysis, a near-stoichiometric amount of acid was found to be sufficient to bring about efficient deprotection of various neutral or electron-deficient N-arylsulfonamides, whereas electron-rich substrates provided sulfonyl group migration products. The deprotection method developed is fully selective for N-arylsulfonamides, and the possibility to discriminate among various different sulfonamides is demonstrated.

Acetic Acid Accelerated Visible-Light Photoredox Catalyzed N-Demethylation of N,N-Dimethylaminophenyl Derivatives

N,N-Dimethylaminophenyl moiety is a common fragment in medicinal chemistry as several pharmaceuticals bearing this privileged motif are on the market and under clinical evaluation. Oxidative N-demethylation is generally regarded as the major metabolic pathway. However, pharmacokinetics, metabolites studies as well as the further structural modification are precluded by the impracticality of chemical synthesis. Here we report that acetic acid can significantly accelerate visible-light photoredox catalyzed N-demethylation of N,N-dimethylaminophenyl derivatives. This approach is easy for large scale reaction and even for potential industrial manufacture. (Figure presented.).

Benzothiazole amphiphiles promote the formation of dendritic spines in primary hippocampal neurons

The majority of excitatory synapses in the brain exist on dendritic spines. Accordingly, the regulation of dendritic spine density in the hippocampus is thought to play a central role in learning and memory. The development of novel methods to control spine density could, therefore, have important implications for treatment of a host of neurodegenerative and developmental cognitive disorders. Herein, we report the design and evaluation of a new class of benzothiazole amphiphiles that exhibit a dosedependent response leading to an increase in dendritic spine density in primary hippocampal neurons. Cell exposure studies reveal that the increase in spine density can persist for days in the presence of these compounds, but returns to normal spine density levels within 24 h when the compounds are removed, demonstrating the capability to reversibly control spinogenic activity. Time-lapse imaging of dissociated hippocampal neuronal cultures shows that these compounds promote a net increase in spine density through the formation of new spines. Biochemical studies support that promotion of spine formation by these compounds is accompanied by Ras activation. These spinogenic molecules were also capable of inhibiting a suspected mechanism for dendritic spine loss induced by Alzheimer-related aggregated amyloid-? peptides in primary neurons. Evaluation of this new group of spinogenic agents reveals that they also exhibit relatively low toxicity at concentrations displaying activity. Collectively, these results suggest that small molecules that promote spine formation could be potentially useful for ameliorating cognitive deficiencies associated with spine loss in neurodegenerative diseases such as Alzheimer disease, and may also find use as general cognitive enhancers.

Mn(ii) acetate: An efficient and versatile oxidation catalyst for alcohols

A homogeneous catalytic system consisting of Mn(ii) acetate (18 μmol), tert-butylhydroperoxide (2.5 mmol), acetonitrile (1.5 mL) and trifluoroacetic acid (91 μmol) was developed for efficient and selective oxidation of various alcohols (1 mmol). The system yielded good to quantitative conversions (42-100%) of various secondary alcohols, such as 2-octanol, fenchyl alcohol and borneol, to their corresponding ketones. Primary alcohols, for example 1-octanol and differently substituted benzyl alcohols, were mainly converted to their corresponding carboxylic acids. Studies with a selection of hydrocarbons, tertiary amines and a cyclic ether isochroman showed that besides alcohols, other substrates can be oxidised as well.