5465-33-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-4-methyl-6-nitro-phenylamine is used as a reagent for the preparation of phenylalanines, which are selective AMPA and kainate receptor ligands. These ligands play a crucial role in the development of drugs targeting neurological disorders and conditions related to the central nervous system. 2-CHLORO-4-METHYL-6-NITRO-PHENYLAMINE's ability to selectively bind to these receptors makes it a valuable tool in the pharmaceutical industry for the development of novel therapeutic agents.

InChI:InChI=1/C7H7ClN2O2/c1-4-2-5(8)7(9)6(3-4)10(11)12/h2-3H,9H2,1H3

Upstream product

• 18931-78-7 N-(2-chloro-4-methylphenyl)acetamide 
• 89-62-3 4-methyl-2-nitroaniline 
• 615-65-6 2-chloro-4-methyl-benzenamine 
• 7697-37-2 nitric acid 

Downstream Products

• 114872-55-8 acetylamino-(3,4-dichloro-benzyl)-malonic acid diethyl ester 
• 13711-29-0 2,3-dichloro-5-methylphenylamine 
• 1192344-37-8 (RS)-5-(5-(2-amino-2-carboxyethyl)-2,3-dichlorophenyl)thiophene-2-carboxylic acid 
• 1192344-08-3 diethyl 2-acetamido-2-(3,4-dichloro-5-(5-cyanothiophen-2-yl)benzyl)malonate 
• 1192343-91-1 diethyl 2-acetamido-2-(3,4-dichloro-5-iodobenzyl)malonate 
• 1256294-86-6 C₇H₃Br₂Cl₂I 
• 1192343-90-0 5-(bromomethyl)-1,2-dichloro-3-iodobenzene 
• 1192343-89-7 1,2-dichloro-3-iodo-5-methylbenzene 
• 321853-33-2 1-[4-[[(3-chloro-5-methylanilino)carbonyl]methyl]phenoxy]-3-methylcyclopentane carboxylic acid 
• 321853-32-1 4-[[(3-chloro-5-methylanilino)carbonyl]methyl]phenol 
• 29027-20-1 3-chloro-5-methylaniline 
• 16582-38-0 3-chloro-5-nitrotoluene 
• 13711-25-6 1,2-dichloro-5-methyl-3-nitrobenzene 
• 19128-49-5 4-Brom-3-chlor-5-nitro-toluol 

Relevant academic research and scientific papers

3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands

On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced.

Synthesis and structure - Activity relationships of chiral allosteric modifiers of hemoglobin

A series of allosteric effectors of hemoglobin, 2-(aryloxy)-2-alkanoic acids, was prepared to investigate the effect of the stereocenter on allosteric activity. The chiral analogues were based on the lead compound, RSR13 (3b), with different alkyl/alkanoic and cycloalkyl/cycloalkanoic groups positioned at the acidic chiral center. Of the 23 racemic molecules synthesized, 5 were selected for resolution based on structure - activity relationships. One chiral analogue, (-)-(1R,2R)-1-[4-[[(3,5-dimethylanilino)carbonyl]methyl]phenoxy]-2-methylcycl opentanecarboxylic acid (11), exhibited greater in vitro activity in hemoglobin solutions than its antipode, racemate, and RSR13. Compound (-)-(1R,2R)-11 was equipotent with RSR13 in whole blood, is a candidate for in vivo animal studies, and if efficacious and safe has a potential for use in humans. In general, it was found that chirality affects allosteric effector activity with measurable differences observed between enantiomers and the racemates.

Pyridazinedione compounds useful in treating neurological disorders

The present invention relates to pyridazino[4,5-b]quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino[4,5-b]quinolines as active ingredient, and methods for the treatment of neurological disorders.

Direct Nitration of Anilines Using Nitrocyclohexadienones

Nitrocyclohexadienones (in particular, 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone) are used as reagents for the direct nitration of anilines.Depending on the conditions, good yields of C-nitroanilines are obtained.Under the same conditions, N,N-dimethylaniline is converted into N-methyl-N-nitroaniline.