16634-82-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-N-(4-methylphenyl)acetamide is used as an intermediate in the synthesis of various pharmaceuticals and related compounds. Its unique chemical structure allows it to be a key component in the development of new drugs and medications.
Used in Chemical Research:
As a building block in the preparation of new chemical entities, 2-chloro-N-(4-methylphenyl)acetamide plays a crucial role in advancing chemical research. Its properties and reactivity make it a valuable tool for creating novel compounds with potential applications in various fields.
Used in Antimicrobial Applications:
2-Chloro-N-(4-methylphenyl)acetamide has been studied for its potential antibacterial and antifungal properties. Its ability to inhibit the growth of certain microorganisms makes it a promising candidate for use in antimicrobial applications, such as in the development of new antibiotics or antifungal agents.
Used in Drug Delivery Systems:
In the development of drug delivery systems, 2-chloro-N-(4-methylphenyl)acetamide can be utilized to improve the efficacy and bioavailability of pharmaceuticals. Its chemical properties may allow for the creation of innovative drug delivery methods, enhancing the therapeutic outcomes of various treatments.

InChI:InChI=1/C9H10ClNO/c1-6-3-4-9(8(10)5-6)11-7(2)12/h3-5H,1-2H3,(H,11,12)

Upstream product

• 102878-71-7 2-hydroxy-N-(4-methylphenyl)acetamide 
• 4015-58-1 monochloroacetic acid anhydride 
• 106-49-0 p-toluidine 
• 79-11-8 chloroacetic acid 
• 79-04-9 chloroacetyl chloride 
• 89523-40-0 N¹-Tosyl-N¹,N²-di(p-methylphenyl)-acetamidine 
• 5343-65-7 2-bromo-N-p-tolylacetamide 
• 120087-93-6 p-toluidine; chloroacetate 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 63911-83-1 1,1,1-trimethyl-N-(4-methylphenyl)silanamine 
• 541-88-8 Chloroacetic anhydride 

Downstream Products

• 5429-42-5 2-piperidin-1-yl-N-p-tolyl-acetamide 
• 25759-89-1 1-(p-tolylcarbamoyl-methyl)-pyridinium; chloride 
• 65446-96-0 N,N-diethyl-glycine p-toluidide 
• 17385-68-1 2-(4-tolylamino)thiazol-4-one 
• 556-90-1 pseudothiohydantoin 
• 2567-63-7 N-phenyl-glycine p-toluidide 
• 37395-09-8 sulfanediyldi-acetic acid di-p-toluidide 
• 20579-81-1 2-imino-3-(4-methylphenyl)-4-thiazolidinone 
• 10151-96-9 2-thiocyanato-N-p-tolyl-acetamide 
• 6099-30-5 benzenesulfonyl-acetic acid p-toluidide 
• 6876-54-6 2-cyano-N-(4-methylphenyl)acetamide 
• 100609-46-9 2,3-epoxy-3-methyl-valeric acid p-toluidide 
• 3484-35-3 5-methylindolin-2-one 
• 64178-02-5 (3-chloro-2-chloromethyl-6-methyl-quinolin-4-yl)-p-tolyl-amine 

Relevant academic research and scientific papers

An Expedient Process for the Synthesis of 2-(N -Arylamino)benzaldehydes from 2-Hydroxybenzaldehydes via Smiles Rearrangement

This paper describes an efficient Smiles rearrangement process for the synthesis of 2-(N-arylamino)benzaldehyde derivatives with reasonable yields. A mechanism is proposed for the reaction course. Georg Thieme Verlag Stuttgart, New York.

Synthesis and luminescence properties of salicylaldehyde isonicotinoyl hydrazone derivatives and their europium complexes

Four novel salicylaldehyde isonicotinoyl hydrazone derivatives and their corresponding europium ion complexes were synthesized and characterized, while the luminescence properties and the fluorescence quantum yields of the target complexes were investigated. The results indicated that the ligands favored energy transfers to the emitting energy level of europium ion, and four target europium complexes showed the characteristic luminescence of central europium ion. Besides the luminescence intensity of the complex with methoxy group, which possessed the highest fluorescence quantum yield (0.522), was stronger than that of other complexes. Furthermore, the electrochemical properties of the target complexes were further investigated by cyclic voltammetry, the results indicated that the highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) energy levels and the oxidation potential of the complexes with electron donating group increased, however, that of the complexes with accepting electron group decreased.

Design, synthesis, docking study, α-glucosidase inhibition, and cytotoxic activities of acridine linked to thioacetamides as novel agents in treatment of type 2 diabetes

A novel series of acridine linked to thioacetamides 9a–o were synthesized and evaluated for their α-glucosidase inhibitory and cytotoxic activities. All the synthesized compounds exhibited excellent α-glucosidase inhibitory activity in the range of IC50 = 80.0 ± 2.0–383.1 ± 2.0 μM against yeast α-glucosidase, when compared to the standard drug acarbose (IC50 = 750.0 ± 1.5 μM). Among the synthesized compounds, 2-((6-chloro-2-methoxyacridin-9-yl)thio)-N-(p-tolyl) acetamide 9b displayed the highest α-glucosidase inhibitory activity (IC50 = 80.0 ± 2.0 μM). The in vitro cytotoxic assay of compounds 9a–o against MCF-7 cell line revealed that only the compounds 9d, 9c, and 9n exhibited cytotoxic activity. Cytotoxic compounds 9d, 9c, and 9n did not show cytotoxic activity against the normal human cell lines HDF. Kinetic study revealed that the most potent compound 9b is a competitive inhibitor with a Ki of 85 μM. Furthermore, the interaction modes of the most potent compounds 9b and 9f with α-glucosidase were evaluated through the molecular docking studies.

Reaction of Silyl Enol Ethers with N-Chlorosuccinimide: Trapping the Siloxycarbinyl Cation by an Azide Anion

Reaction of silyl enol ethers (1a-1f) with N-chlorosuccinimide afforded siloxycarbinyl cations which were trapped by nucleophiles (NaN3 and MeOH); subsequebt rearrangement of the azido products (2a,b,d,e-N3) under reflux in decalin led to anilide derivatives (3a,b,d,e).

Synthesis and luminescence properties of 1,3,4-oxadiazole acetamide derivatives and their rare earth complexes

A series of 1,3,4-oxadiazole acetamide derivatives have been designed and synthesized, and their complexes with Eu(III) and Tb(III) were also prepared. The luminescence properties of the target complexes were investigated, and the results indicated that a

Antitumor activity of pyrrolizines and their Cu(II) complexes: Design, synthesis and cytotoxic screening with potential apoptosis-inducing activity

Two novel series including Schiff bases of the pyrrolizine-5-carboxamides and their Cu(II) complexes were designed, synthesized and analysed using spectral and analytical techniques. The analytical results indicated the formation of the complexes in 1:1 o

Optimization of pyrrolizine-based Schiff bases with 4-thiazolidinone motif: Design, synthesis and investigation of cytotoxicity and anti-inflammatory potency

Two new series of pyrrolizine-5-carboxamides were synthesized and evaluated for their anticancer and anti-inflammatory activities. The new compounds exhibited potent cytotoxicity (IC50 = 0.10–22.96 μM) against three cancer (MCF-7, A2780 and HT2

Synthesis of Novel 6-Mercapto-12-phenethyl-quinazolino[3,4-a]quinazolinones

Novel 6-mercapto-12-phenethyl-quinazolino[3,4-a]quinazolinone derivatives were synthesized through a user-friendly five-step reaction starting from isatoic anhydride. All products were characterized by IR,1H-NMR,13C-NMR spectroscopy, and chemical analysis. All of them were evaluated for their in vitro cytotoxic activity against two cell lines namely MOLT-4 (human lymphoblastic leukemia) and MCF-7 (human breast adenocarcinoma).

Synthesis, characterization and properties of salicylhydrazide-salicylacylhydrazone derivatives and their terbium complexes

A series of terbium complexes with salicylhydrazide-salicylacylhydrazone derivatives were synthesized and characterized by elemental analysis, IR spectra, UV/vis spectra and thermal analysis. The luminescence and electrochemical properties of the terbium complexes were investigated. The results show that all the target complexes exhibited characteristic emissions of terbium ions and the complex substituted by the chlorine has the strongest luminescence intensity with the highest quantum yield at 0.609. The introduction of donating electron groups could increase the oxidation potential and the highest occupied molecular orbital energy level of the terbium complex; however, the introduction of accepting electron groups gave the opposite result.

Piperidine derivatives as nonprostanoid IP receptor agonists 2

We searched for a strong and selective nonprostanoid IP agonist bearing piperidine and benzanilide moieties. Through optimization of substituents on the benzanilide moiety, the crucial part of the agonist, 43 (2-((1-(2-(N-(4-tolyl)benzo[d][1,3]dioxole-5-c