174700-38-0

Basic information

• Product Name: 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE
• Synonyms: 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE;AKOS BBS-00003962;AKOS B015633;ART-CHEM-BB B015633;CHEMBRDG-BB 3015633;N-(Chloroacetyl)-3,5-dimethylaniline;2-chloro-N-(3,5-dimethylphenyl)acetamide(SALTDATA: FREE);2-Chloro-N-(3,5-dimethylphenyl)acetamide, 5-[(Chloroacetyl)amino]-m-xylene
• CAS NO: 174700-38-0
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.66
• Mol File: 174700-38-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 125-127°C
• Boiling Point: 338.9°C at 760 mmHg
• Flash Point: 158.8°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 9.52E-05mmHg at 25°C
• Refractive Index: 1.575
• PKA: 12.90±0.70(Predicted)
• CAS DataBase Reference: 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE(174700-38-0)
• EPA Substance Registry System: 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE(174700-38-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 174700-38-0(Hazardous Substances Data)

Usage

General Description

2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE is a chemical compound that is often used in the field of pharmaceuticals and medicinal chemistry. It is a chlorinated acetamide derivative with a substituted phenyl group. 2-CHLORO-N-(3,5-DIMETHYLPHENYL)ACETAMIDE has potential applications in the development of new drugs and therapeutic agents due to its unique molecular structure and biological activity. It may also be used as an intermediate in the synthesis of other organic compounds. However, it is important to handle and use this chemical with caution as it may pose certain hazards to health and the environment.

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

Upstream product

• 79-04-9 chloroacetyl chloride 
• 108-69-0 3,5-dimethylaminoaniline 

Downstream Products

• 949822-48-4 2-(3-benzyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl)-N-(3,5-dimethylphenyl)acetamide 
• 1604836-76-1 6-amino-7-cyano-N-(3,5-dimethylphenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-88-5 7-cyano-6-[3-(4-chlorophenylureido)]-N-(3,5-dimethylphenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-86-3 7-cyano-6-(3-phenylureido)-N-(3,5-dimethylphenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-84-1 7-cyano-6-[(4-nitrobenzylidene)amino]-N-[3,5-dimethylphenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-82-9 7-cyano-6-[(4-dimethylaminobenzylidene)amino]-N-[3,5-dimethylphenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-80-7 6-(2-benzylacetylamino)-7-cyano-N-[3,5-dimethylphenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1604836-78-3 6-benzoylamino-7-cyano-N-[3,5-dimethylphenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1017044-18-6 C₁₁H₁₆N₂O 
• 1373245-74-9 3,4-dihydro-4-(3,5-dimethylphenyl)-3-oxo-2H-1,4-benzoxazine 
• 1343391-32-1 N-(3,5-Dimethyl-phenyl)-2-[5-(4-ethoxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-acetamide 
• 522629-38-5 N-(3,5-dimethyl-phenyl)-2-iodo-acetamide 

Relevant articles and documents

C?H Methylation of Iminoamido Heterocycles with Sulfur Ylides**

The direct methylation of N-heterocycles is an important transformation for the advancement of pharmaceuticals, agrochemicals, functional materials, and other chemical entities. Herein, the unprecedented C(sp2)-H methylation of iminoamido heterocycles as nucleoside base analogues is described. Notably, trimethylsulfoxonium salt was employed as a methylating agent under aqueous conditions. A wide substrate scope and excellent level of functional-group tolerance were attained. Moreover, this method can be readily applied to the site-selective methylation of azauracil nucleosides. The feasibility of gram-scale reactions and various transformations of the products highlight the synthetic potential of the developed method. Combined deuterium-labeling experiments aided the elucidation of a plausible reaction mechanism.

A highly facile approach to the synthesis of novel 2-(3-benzyl-2,4-dioxo-1, 2,3,4-tetrahydropyrimidin-1-yl)-N-phenylacetamides

A series of heterocyclic compounds were designed as potential nonnucleoside HIV reverse transcriptase inhibitors. Although the compounds ultimately proved inactive against HIV, during the course of the synthesis, a new and highly facile method to realize N-phenylacetamides was developed. Notably, the new route avoids the intractable workups and byproducts previously reported procedures have been associated with, thereby making this approach highly attractive to adaptation with other heterocyclics.

Structure-Based Design, Synthesis, and Antifungal Activity of New Triazole Derivatives

A series of new antifungal triazole derivatives with phenylacetamide side chain were rational designed and synthesized on the basis of the structural information of lanosterol 14-demethylase (CYP51). In vitro antifungal activity assay indicated that several compounds showed higher activity than fluconazole. Especially, compound 8h showed excellent inhibitory activity against Candida albicans and Cryptococcus neoformans (MIC=0.0156μg/mL), suggesting that it is a promising lead for the development of novel antifungal agents. The binding mode of compound 8h was investigated by flexible molecular docking. It interacted with CACYP51 through hydrophobic and van der Waals interactions. A series of phenylacetamide-containing new azoles with good in vitro antifungal activity were rationally designed and synthesized.