2564-04-7

Basic information

• Product Name: 2-chloro-N-(3,4-dimethylphenyl)acetamide
• Synonyms: 2-chloro-N-(3,4-dimethylphenyl)ethanamide;2-chloro-N-(3,4-dimethylphenyl)acetamide(SALTDATA: FREE);NSC17833;SBB004519;ZINC01768403
• CAS NO: 2564-04-7
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.67
• Mol File: 2564-04-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 55 °C
• Boiling Point: 347.9°Cat760mmHg
• Flash Point: 164.2°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 5.21E-05mmHg at 25°C
• Refractive Index: 1.575
• PKA: 12.90±0.70(Predicted)
• CAS DataBase Reference: 2-chloro-N-(3,4-dimethylphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-N-(3,4-dimethylphenyl)acetamide(2564-04-7)
• EPA Substance Registry System: 2-chloro-N-(3,4-dimethylphenyl)acetamide(2564-04-7)

Safety Data

• Hazardous Substances Data: 2564-04-7(Hazardous Substances Data)

Usage

General Description

2-chloro-N-(3,4-dimethylphenyl)acetamide, also known as chlorpropham, is a chemical compound with the formula C10H12ClNO. It is a white crystalline powder with a faint odor and is often used as a herbicide and nematocide to prevent sprouting in stored potatoes and control weeds in various crops. Chlorpropham works by inhibiting the growth of cells in the roots and shoots of plants, effectively preventing them from sprouting and growing. It is considered a moderately toxic compound, with potential health hazards including skin and eye irritation, and is classified as a possible human carcinogen. Due to its potential health risks, its use is regulated in many countries, and exposure to chlorpropham should be carefully managed and minimized.

InChI:InChI=1/C10H12ClNO/c1-7-3-4-9(5-8(7)2)12-10(13)6-11/h3-5H,6H2,1-2H3,(H,12,13)

Upstream product

• 95-64-7 4-amino-o-xylene 
• 79-07-2 Chloroacetamide 
• 79-04-9 chloroacetyl chloride 
• 79-11-8 chloroacetic acid 

Downstream Products

• 63008-26-4 1-[(3,4-dimethyl-phenylcarbamoyl)-methyl]-pyridinium; chloride 
• 102477-31-6 4-[(3,4-dimethyl-phenylcarbamoyl)-methyl]-piperazine-1-carboxylic acid benzyl ester 
• 117044-52-7 glycine-(3,4-dimethyl-anilide) 
• 942857-16-1 N-(3,4-dimethylphenyl)-2-[(3-cyano-6-methyl-4-oxo-1,4-dihydro-2-pyridinyl)thio]acetamide 
• 1242606-79-6 C₂₈H₃₀N₆O 
• 1031106-86-1 2-(3-benzyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl)-N-(3,4-dimethylphenyl)acetamide 
• 1160748-28-6 2-azido-N-(3,4-dimethyl-phenyl)-acetamide 

Relevant articles and documents

Design and synthesis of 2,4-dioxochroman-pyridinium-phenylacetamide derivatives as new anti-Alzheimer agents: in vitro and in silico studies

2,4-Dioxochroman-pyridinium-phenylacetamide derivatives 7a–n were synthesized and evaluated for their in vitro cholinesterase (ChE) inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Obtained results demonstrated that, among the synthesized compounds, two compounds, 7j and 7k, were more potent than the standard drug donepezil against BuChE and did not show cytotoxicity and carcinogenicity. Furthermore, through molecular modeling and molecular dynamic studies. we showed that these compounds can be located deep in the gorge cavity of BuChE and that they interacted with catalytic residues, acyl, and cholin-binding pockets of this enzyme. Support information.

Design, synthesis, antibacterial and quorum quenching studies of 1,2,5-trisubstituted 1,2,4-triazoles

Abstract: In view of discovering novel bioactive molecules, 1-phenyl-1H-2-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-3-(N-aryl-carbamoylmethylthio)-1,2,4-triazoles (8a–n) were designed and synthesized in good yield. Preliminary antibacterial activity was tested against Chromobacterium violaceum and Xanthomonas campestris pv. Campestris (Xcc). Out of 14 derivatives, compound 8g selectively possessed antibacterial activity against C. violaceum. Further derivatives that possessed an electron-withdrawing group and halogen atoms in N-phenylacetamide moiety were moderately active against Xcc (plant pathogen). After observing the reduction of violacein production through plate assay, compounds 8a, 8c, 8h, 8i and 8m were subjected to quantification of quorum sensing inhibition. Compounds with the electron-withdrawing group in N-phenylacetamide moiety showed admirable activity with > 80% inhibition of violacein. Mainly compound 8c which was inactive against the growth of bacteria were identified as excellent QSI which could be a lead compound for further development. Graphic abstract: One of the best approaches to acquire anti-virulence strategies and new direction for the discovery of antibacterial drugs[Figure not available: see fulltext.]

Synthesis of New Thieno[2,3-d]pyrimidines Containing a 1,2,3-Triazole Ring and Their Therapeutic Response in NCI-60 Cell Line Panel

Abstract: A series of new tetrahydro[1]benzothieno[2,3-d]pyrimidines containing a 1,2,3-triazole fragment linkedthrough an oxymethylene spacer have been synthesized by click reaction of4-(prop-2-yn-1-yloxy)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidines with various aryl and alkyl azides inthe presence of copper sulfate and sodium ascorbate as a catalyst. Thestructures of the synthesized compounds were characterized by variousspectroscopic techniques (1H and13C NMR, FT-IR, and mass spectrometry), and theirin vitro anticancer activity against NCI-60 human tumor cell lines wasevaluated. Among the compounds tested, N-(pyridine-3-yl)-acetamide derivative exhibited significantactivity against several cancer cell lines, including SF-539 (CNS cancer),HCT-116 (colon cancer), OVCAR-8 (ovarian cancer), PC-3 (prostate cancer), andCCRF-CEM (leukemia).