90390-03-7

Usage

Uses

Used in Organic Synthesis:
Ethyl-(3-nitro-benzyl)-aMine is utilized as a key intermediate in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for multiple reaction pathways, making it a valuable component in the synthesis of specialty chemicals and advanced materials.
Used in Pharmaceutical Research:
In pharmaceutical research, Ethyl-(3-nitro-benzyl)-aMine is employed as a building block for the development of new drugs. Its chemical properties enable it to be a part of the molecular structures of potential therapeutic agents, contributing to the discovery and design of novel pharmaceutical compounds.
Used in Agrochemical Production:
Ethyl-(3-nitro-benzyl)-aMine also finds application in the agrochemical industry, where it serves as a precursor in the synthesis of pesticides and other agricultural chemicals. Its role in creating effective and targeted agrochemicals is crucial for enhancing crop protection and yield.
Used in Chemical Reactions:
Ethyl-(3-nitro-benzyl)-aMine is used as a reactant in various chemical reactions, facilitating the formation of new chemical entities. Its reactivity and functional groups make it suitable for use in a wide range of chemical processes, including the synthesis of dyes, polymers, and other specialty chemicals.

InChI:InChI=1/C9H12N2O2/c1-2-10-7-8-4-3-5-9(6-8)11(12)13/h3-6,10H,2,7H2,1H3

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 75-04-7 ethylamine 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 
• 557-66-4 ethanamine hydrochloride 
• 110079-38-4 Ethyl-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amine 

Relevant academic research and scientific papers

First Nondiscriminating Translocator Protein Ligands Produced from a Carbazole Scaffold

Development of neuroinflammation agents targeting the translocator protein (TSPO) has been hindered by a common single nucleotide polymorphism (A147T) at which TSPO ligands commonly lose affinity. To this end, carbazole acetamide scaffolds were synthesized and structure activity relationships elaborated to explore the requirements for high-affinity binding to both TSPO wild type (WT) and the polymorphic TSPO A147T. This study reports high binding affinity and nondiscriminating TSPO ligands.

Aniline derivatives possessing an inhibitory effect of nitric oxide synthase

Compounds represented by the general formula (1): ? (where R1is SR6or NR7R8, where R6is typically an alkyl group having 1-6 carbon atoms, R7is a hydrogen atom, an alkyl group having 1-6 carbon atoms or a nitro group, and R8is a hydrogen atom or an alkyl group having 1-6 carbon atoms; R2and R3are each typically a hydrogen atom or an alkyl group having 1-6 carbon atoms; R4is a hydrogen atom, an alkyl group having 1-6 carbon atoms or an amidino group of which the amine portion may be substituted by an alkyl or nitro group; R5is a hydrogen atom or an alkyl group having 1-6 carbon atoms; Y1, Y2, Y3and Y4which may be the same or different are each typically a hydrogen atom, a halogen atom or an alkoxy group having 1-6 carbon atoms; n and m are each an integer of 0 or 1), or possible stereoisomers or optically active forms of the compounds or pharmaceutically acceptable salts thereof. The compounds possess a potent nitric oxide synthase inhibiting activity and are useful as therapeutics of cerebrovascular diseases.

Reactions of N-Chlorobenzylalkylamines with Sodium Methoxide in Methanol. Steric Effects in Elimination Reactions

Reactions of N-chlorobenzylalkylamines in which the alkyl group is Me, Et, i-Pr, t-Bu, and sec-Bu with MeONa-MeOH have been investigated kinetically.The eliminations are quantitative and regiospecific, producing only benzylidenealkylamines.The reactions are first order in base and first order in substrate, and an E2 mechanism is evident.The relative rates of elimination at 25 deg C are 1/0.5/0.3/0.2/0.01 for Me/Et/i-Pr/sec-Bu/t-Bu alkyl substituents, respectively.The results are attributed to repulsive interaction between the alkyl group and the base in the transition state.Hammett ρ and kH/kD values decreased, but the ΔH(excit.) and ΔS(excit.) values increased with bulkier alkyl substituents.Changes in the transition-state parameters with the substrate steric effect are interpreted with variation in structure of the imine-forming transition states.

Benzylamines: Synthesis and evaluation of antimycobacterial properties

The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (MIC 10.2 μg/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 μg/mL), and N-butyl-3,5-difluorobenzylamine (MIC 6.4 μg/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combination of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.