19422-76-5

Usage

Uses

Used in Pharmaceutical Industry:
3-chloro-N-(2-methylphenyl)propanamide is used as an intermediate in the synthesis of pharmaceuticals for its versatile chemical properties. The chlorine atom and the aromatic group in the molecule allow for further functionalization and modification, enabling the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
3-chloro-N-(2-methylphenyl)propanamide is also used as an intermediate in the synthesis of agrochemicals. Its chemical structure provides a foundation for the creation of compounds with pesticidal or herbicidal properties, contributing to the development of effective solutions for agricultural challenges.
Used in Chemical Synthesis:
3-chloro-N-(2-methylphenyl)propanamide serves as a versatile building block in organic synthesis. The presence of the chlorine atom and the aromatic group allows for a wide range of reactions, making it a valuable component in the synthesis of various organic compounds for research and industrial applications.

InChI:InChI=1/C10H12ClNO/c1-8-4-2-3-5-9(8)12-10(13)6-7-11/h2-5H,6-7H2,1H3,(H,12,13)

Upstream product

• 625-36-5 2-chloropropionyl chloride 
• 95-53-4 o-toluidine 

Downstream Products

• 20151-46-6 5-methyl-1,2,3,4-tetrahydroquinolin-2-one 
• 20151-47-7 8-methyl-3,4-dihydroquinolin-2(1H)-one 
• 17090-19-6 N-(2-methylphenyl)acrylamide 
• 429623-85-8 3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-o-tolyl-propanamide 
• 1233488-30-6 C₁₂H₁₄N₄OS 
• 895249-67-9 C₁₃H₁₅N₃O 
• 950100-31-9 C₁₂H₁₄N₄O 
• 1872-69-1 6-bromo-8-methyl-3,4-dihydroquinolin-2(1H)-one 
• 52601-70-4 8-methyl-1,2,3,4-tetrahydroquinoline 

Relevant academic research and scientific papers

Discovery of tetrahydroquinolines and benzomorpholines as novel potent RORγt agonists

The retinoic acid receptor-related orphan receptor γt (RORγt) is an important nuclear receptor that regulates the differentiation of Th17 cells and production of interleukin 17(IL-17). RORγt agonists increase basal activity of RORγt and could provide a potential approach to cancer immunotherapy. Herein, hit compound 1 was identified as a weak RORγt agonist during in-house library screening. Changes in LHS core of 1 led to the identification of tetrahydroquinoline compound 6 as a partial RORγt agonist (max. act. = 39.3%). Detailed structure-activity relationship on substituent of the LHS core, amide linker and RHS arylsulfonyl moiety was explored and a novel series of tetrahydroquinolines and benzomorpholines was discovered as potent RORγt agonists. Tetrahydroquinoline compound 8g (EC50 = 8.9 ± 0.4 nM, max. act. = 104.5%) and benzomorpholine compound 9g (EC50 = 7.5 ± 0.6 nM, max. act. = 105.8%) were representative compounds with high RORγt agonistic activity in dual FRET assay, and they showed good activity in cell-based Gal4 reporter gene assay and Th17 cell differentiation assay (104.5% activation at 300 nM of 8g; 59.4% activation at 300 nM of 9g). The binding modes of 8g and 9g as well as the two RORγt inverse agonists accidentally discovered were also discussed.

N-SUBSTITUTED BICYCLIC LACTAMS, THEIR PREPARATION AND THEIR USE AS PHARMACEUTICALS

This application relates to N-substituted bicyclic lactams of formula (I), compositions comprising them and their uses in the treatment of diseases and conditions in which inhibition of a bromodomain is indicated. For example, the application relates to t

Synthesis and biological screening of novel derivatives of 3-(N-substituted carboxamidoethylthio)-(4H)-1,2,4-triazoles

3-Mercapto-(4H)-1,2,4-triazole has been synthesized from 1-formylthiosemicarbazide. Different N-substituted β-chloropropionamides have been prepared by reacting substituted amines with β- chloropropionylchloride. Different Nsubstituted β-chloropropionamides have been condensed with 3-mercapto-(4H)-1,2,4-triazole in basic medium to obtain various 3-(N-substituted carboxamidoethylthio)-(4H)-1,2,4-triazoles. The structure of the synthesized compounds are confirmed by IR, 1H NMR spectra and elemental analysis. All the compounds have been screened for their analgesic, anti-inflammatory and anxiolytic activity.

The synthesis and anticonvulsant activity of some omega-phthalimido-N-phenylacetamide and propionamide derivatives.

In this study, by combining anilide and N', N'-phthaloylglycinamide pharmacophores which are known to produce potent anticonvulsant compounds, sixteen omega-phthalimido-N-phenylacetamide and propionamide derivatives bearing substituents at positions 2 or 2, 6 on N-phenyl ring have been synthesized. The structural confirmation of the title compounds was achieved by interpretation of spectral and analytical data. The anticonvulsant activity of the title compounds was determined against maximal electroshock seizure at 100 mg/kg dose level in mice. The preliminary screening results indicated that omega-phthalimido-N-phenylacetamide and propionamide nuclei have pronounced anticonvulsant activity against maximal electroshock seizure.

Synthesis and anticonvulsant activity of some ω-(1H-1-imidazolyl)-N- phenylalkanoic acid amide derivatives

In this study, 15 ω-(1H-imidazol-1-yl)-N-phenylacetamide, propionamide and butyramide derivatives having methoxyl, methyl, nitro and chloro in ortho position of N-phenyl ring or without any substituent have been realized by two-step synthesis. Their antic

Reinvestigation by Carbon-13 NMR Spectroscopy of the Aluminium Chloride catalysed Cyclisation of Methyl-substituted β-Chloropropionanilides to 3,4-Dihydroquinolin-2(1H)-ones

Aluminium chloride-catalysed cyclisation of methyl-substituted β-chloropropionanilides occurs via kinetically controlled intramolecular Friedel-Crafts cyclisation to give 3,4-dihydroquinolin-2(1H)-ones.In the case of the ortho-methylanilide, ipso attack i