62593-77-5

Basic information

• Product Name: N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE
• Synonyms: N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE;AKOS BBS-00004055;2-CHLORO-N-(4-CHLORO-2-METHYLPHENYL)ACETAMIDE;acetamide, 2-chloro-N-(4-chloro-2-methylphenyl)-;2-chloro-N-(4-chloro-2-methyl-phenyl)ethanamide
• CAS NO: 62593-77-5
• Molecular Formula: C₉H₉Cl₂NO
• Molecular Weight: 218.08
• Mol File: 62593-77-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 132 °C
• Boiling Point: 357.6°C at 760 mmHg
• Flash Point: 170°C
• Appearance: /
• Density: 1.345g/cm³
• Vapor Pressure: 2.71E-05mmHg at 25°C
• Refractive Index: 1.595
• PKA: 12.03±0.70(Predicted)
• CAS DataBase Reference: N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE(62593-77-5)
• EPA Substance Registry System: N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE(62593-77-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 62593-77-5(Hazardous Substances Data)

Usage

General Description

N1-(4-Chloro-2-methylphenyl)-2-chloroacetamide is a chemical compound with a molecular formula C9H8Cl2NO. It is a chlorinated acetamide derivative with potential applications in pharmaceutical research and drug development. N1-(4-CHLORO-2-METHYLPHENYL)-2-CHLOROACETAMIDE may exhibit biological activity as an antimicrobial, antifungal, or herbicidal agent. It can also serve as a building block or intermediate in the synthesis of other organic compounds. The specific properties and potential uses of N1-(4-Chloro-2-methylphenyl)-2-chloroacetamide make it a valuable and versatile chemical in various industries, including pharmaceuticals, agriculture, and materials science.

InChI:InChI=1/C9H9Cl2NO/c1-6-4-7(11)2-3-8(6)12-9(13)5-10/h2-4H,5H2,1H3,(H,12,13)

Upstream product

• 95-53-4 o-toluidine 
• 79-04-9 chloroacetyl chloride 
• 95-69-2 4-chloro-2-methylbenzeneamine 

Downstream Products

• 77966-47-3 N,N-diethyl-glycine-(4-chloro-2-methyl-anilide); hydrochloride 

Relevant articles and documents

Synthesis and Biological Evaluation of Dithiobisacetamides as Novel Urease Inhibitors

Thirty-eight disulfides containing N-arylacetamide were designed and synthesized in an effort to develop novel urease inhibitors. Biological evaluation revealed that some of the synthetic compounds exhibited strong inhibitory potency against both cell-free urease and urease in intact cell with low cytotoxicity to mammalian cells even at concentration up to 250 μM. Of note, 2,2′-dithiobis(N-(2-fluorophenyl)acetamide) (d7), 2,2′-dithiobis(N-(3,5-difluorophenyl)acetamide) (d24), and 2,2′-dithiobis(N-(3-fluorophenyl)acetamide) (d8) were here identified as the most active inhibitors with IC50 of 0.074, 0.44, and 0.81 μM, showing 32- to 355-fold higher potency than the positive control acetohydroxamic acid. These disulfides were confirmed to bind urease without covalent modification of the cysteine residue and to inhibit urease reversibly with a mixed inhibition mechanism. They also showed very good anti-Helicobacter pylori activities with d8 showing a comparable potency to the clinical used drug amoxicillin. The impressive in vitro biological profile indicated their immense potential as therapeutic agents to tackle H. pylori caused infections.

Design, synthesis of new pyrimidine derivatives as anticancer and antimicrobial agents

A new series of 6-aryl-5-cyano thiouracil derivatives were synthesized. Cyanouracil 1 was condensed with monochloroacetic acid and different aldehydes to give thiazolopyrimidine 2. On the other hand, treatment of cyanouracil 1 with 2-chloro-N-substituted-phenylac etamide afforded 4. Hydrazinolysis of 6 afforded the hydrazino derivatives 7 which upon reaction with different electrophilic reagents such as acetic anhydride, benzoyl chloride, and carbon disulfide yielded pyrimidine derivatives 8–15. Some of the new derivatives were explored for their antimicrobial activities. Compounds 7 and 9 have a promising activity, relatively equipotent to the reference drug. All of the new synthesized compounds were tested in vitro for their antiproliferative activities against HePG-2 and MCF-7 cell lines. Compounds 7, 9, and 2d displayed potent growth inhibitory effect toward the two cell lines more than the standard drug 5-FU. Furthermore, a docking study of the most active compounds was performed with thymidylate synthase enzyme.