619-26-1

Usage

Uses

Used in Dye and Pigment Industry:
N-Methyl-3-nitro-aniline is utilized as an intermediate in the synthesis of various dyes and pigments. Its unique chemical structure contributes to the color properties of these compounds, making it a valuable component in this industry.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, N-Methyl-3-nitro-aniline serves as a key intermediate in the production of certain medications. Its chemical properties allow for the development of drugs with specific therapeutic effects.
Used in Agricultural Chemical Industry:
N-Methyl-3-nitro-aniline is also employed in the synthesis of agricultural chemicals, such as pesticides and herbicides. Its incorporation into these products enhances their effectiveness in controlling pests and weeds.
Safety Precautions:
Due to its toxic nature, N-Methyl-3-nitro-aniline requires careful handling. It is essential to use proper protective equipment, such as gloves, goggles, and masks, to minimize the risk of ingestion, inhalation, or skin absorption. Additionally, it is crucial to follow safety guidelines and regulations when working with N-Methyl-3-nitro-aniline in any industrial application.

InChI:InChI=1/C7H8N2O2/c1-8-6-3-2-4-7(5-6)9(10)11/h2-5,8H,1H3

Upstream product

• 80-48-8 methyl p-toluene sulfonate 
• 99-09-2 3-nitro-aniline 
• 18600-50-5 N-methyl-N-nitroso-3-nitrobenzenamine 
• 57-13-6 urea 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 72681-28-8 N,4-dimethyl-N-(3'-nitrophenyl)benzamide 
• 21353-89-9 N-methyl-N-(3-nitrophenyl)acetamide 
• 32368-22-2 m-nitro-N-methyl-2,2,2-trifluoroacetanilide 
• 124-41-4 sodium methylate 
• 20376-70-9 phenyl N-methyl-N-m-nitrophenylcarbamate 
• 125519-95-1 Methyl-(2-methyl-propenyl)-(3-nitro-phenyl)-amine 
• 6214-20-6 methyl 4-nitrobenzenesulfonate 
• 619-31-8 N,N-dimethyl-3-nitroaniline 

Downstream Products

• 50838-40-9 Methyl-(3-nitro-phenyl)-thiocarbamic acid O-(1,2,3,4-tetrahydro-1,4-methano-naphthalen-6-yl) ester 
• 116331-83-0 C₁₃H₁₁FN₄O₂ 
• 75644-35-8 2-Thioxo-2,3-dihydro-benzoimidazole-1-carbothioic acid methyl-(3-nitro-phenyl)-amide 
• 116331-80-7 C₁₃H₁₂N₄O₂ 
• 116331-81-8 C₁₄H₁₄N₄O₃ 
• 125519-89-3 N-(3-nitrophenyl)-N,2-dimethylcyclohex-1-en-1-amine 
• 68621-45-4 methyl N-methyl-N-3-nitrophenylcarbamate 
• 66023-01-6 Methyl-(3-nitro-phenyl)-phenethyl-amine 
• 166986-07-8 (4-Chloro-phenylsulfanylmethyl)-methyl-(3-nitro-phenyl)-amine 
• 55739-03-2 N-methyl-N-(3-nitrophenyl)-nitramine 
• 21353-89-9 N-methyl-N-(3-nitrophenyl)acetamide 
• 403599-81-5 ethyl N-methyl-N-(3-nitrophenyl)malonamate 
• 272109-91-8 methyl-(3-nitro-phenyl)-(4-nitro-phenylsulfanylmethyl)-amine 

Relevant academic research and scientific papers

Reusable Co-nanoparticles for general and selectiveN-alkylation of amines and ammonia with alcohols

A general cobalt-catalyzedN-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generatedin situby mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based material, >100 primary, secondary, and tertiary amines includingN-methylamines and selected drug molecules were conveniently prepared starting from inexpensive and easily accessible alcohols and amines or ammonia.

Self-Immolative System for Disclosure of Reactive Electrophilic Alkylating Agents: Understanding the Role of the Reporter Group

The development of stable, efficient chemoselective self-immolative systems, for use in applications such as sensors, requires the optimization of the reactivity and degradation characteristics of the self-immolative unit. In this paper, we describe the effect that the structure of the reporter group has upon the self-immolative efficacy of a prototype system designed for the disclosure of electrophilic alkylating agents. The amine of the reporter group (a nitroaniline unit) was a constituent part of a carbamate that functioned as the self-immolative unit. The number and position of substituents on the nitroaniline unit were found to play a key role in the rate of self-immolative degradation and release of the reporter group. The position of the nitro substituent (meta- vs para-) and the methyl groups in the ortho-position relative to the carbamate exhibited an influence on the rate of elimination and stability of the self-immolative system. The ortho-methyl substituents imparted a twist on the N-C (aromatic) bond leading to increased resonance of the amine nitrogen's lone pair into the carbonyl moiety and a decrease of the leaving character of the carbamate group; concomitantly, this may also make it a less electron-withdrawing group and lead to less acidification of the eliminated β-hydrogen.

Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significant increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogues (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones, and nitro compounds with various functional groups, can be well-tolerated. Mechanistic studies and DFT calculation highlight the significance of bimetallic centers cooperativity.

SELF-IMMOLATIVE SYSTEMS

The present invention is concerned with self-immolative recognition and/or responsive systems for electrophilic compounds, especially alkylating agents, which systems may comprise disclosure or detection of the alkylating agent. The present invention is especially concerned with non-protic triggered self-immolative systems, molecules, and methods, and in particular for detection of non- protic electrophilic agents, and especially alkylating agents, for example alkyl or benzylic halides, which may be found in pesticides or fumigants, or chemical warfare agents.

Efficient and versatile catalytic systems for the n-methylation of primary amines with methanol catalyzed by n-heterocyclic carbene complexes of iridium

Efficient and versatile catalytic systems were developed for the N-methylation of both aliphatic and aromatic primary amines using methanol as the methylating agent. Iridium complexes bearing an Nheterocyclic carbene (NHC) ligand exhibited high catalytic performance for this type of transformation. For aliphatic amines, selective N,N-dimethylation was achieved at low temperatures (50-90 °C). For aromatic amines, selective N-monomethylation and selective N,N-dimethylation were accomplished by simply changing the reaction conditions (presence or absence of a base with an appropriate catalyst). These findings can be used to develop methods for synthesizing useful amine compounds having N-methyl or N,N-dimethyl moieties.

Photoinduced Oxidative Formylation of N,N-Dimethylanilines with Molecular Oxygen without External Photocatalyst

A photoinduced oxidative formylation of N,N-dimethylanilines with molecular oxygen in the absence of an external photocatalyst was developed and provided the corresponding formamides in good yields under mild reaction conditions. Investigations indicated that both the starting material and product act as photosensitizers and that 1O2 coexists with O2?- during the reaction through energy transfer and single electron transfer process.

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.).

INHIBITORS OF BRUTON'S TYROSINE KINASE

Disclosed herein are compounds that inhibit Bruton's tyrosine kinase (Btk). Also described are irreversible inhibitors of Btk. In addition, reversible inhibitors of Btk are also described. Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the Btk inhibitors are disclosed, alone or in combination with other therapeutic agents, for the treatment of autoimmune diseases or conditions, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions.

Pyrimidine derivative, preparation method and applications thereof

The present invention provides a pyrimidine derivative represented by a formula (I), or a pharmaceutically acceptable salt, a preparation method and applications thereof. According to the present invention, the pyrimidine derivative represented by the formula (I), or the pharmaceutically acceptable salt thereof has JAK kinase inhibition activity, particularly provides selective and high inhibition activity on JAK3 kinase, can be used for preparation of JAK3 kinase inhibitors, and can be used for preparation of drugs for preventing or treatment of diseases associated with abnormal JAK3 kinase activity so as to prevent or treat diseases associated with abnormal JAK3 kinase activity. The formula (I) is defined in the specification.

METHODS FOR INHIBITING NECROPTOSIS

The present invention relates to methods for inhibiting necroptosis; screening methods for identifying compounds which inhibit necroptosis; and compounds for the inhibition of necroptosis, which may be useful in the treatment of conditions associated with deregulated necroptosis.