13558-78-6

Basic information

• Product Name: 2-CHLORO-N-{[(4-METHOXYPHENYL)AMINO]CARBONYL}ACETAMIDE
• Synonyms: 1-(2-chloroacetyl)-3-(4-Methoxyphenyl)urea;2-Chloro-N-((4-Methoxyphenyl)carbaMoyl)acetaMide
• CAS NO: 13558-78-6
• Molecular Formula: C₁₀H₁₁ClN₂O₃
• Molecular Weight: 242.6589
• Mol File: 13558-78-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.345 g/cm³
• Refractive Index: 1.583
• CAS DataBase Reference: 2-CHLORO-N-{[(4-METHOXYPHENYL)AMINO]CARBONYL}ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-{[(4-METHOXYPHENYL)AMINO]CARBONYL}ACETAMIDE(13558-78-6)
• EPA Substance Registry System: 2-CHLORO-N-{[(4-METHOXYPHENYL)AMINO]CARBONYL}ACETAMIDE(13558-78-6)

Safety Data

• Hazardous Substances Data: 13558-78-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11ClN2O3/c1-16-8-4-2-7(3-5-8)12-10(15)13-9(14)6-11/h2-5H,6H2,1H3,(H2,12,13,14,15)

Upstream product

• 79-37-8 oxalyl dichloride 
• 104-94-9 4-methoxy-aniline 
• 79-07-2 Chloroacetamide 
• 471-46-5 Oxalamide 
• 4461-30-7 2-chloroacetylisocyanate 

Downstream Products

• 76979-68-5 1-(4-Methoxy-phenyl)-3-{2-[(4-oxo-4H-quinazolin-3-ylmethyl)-amino]-acetyl}-urea 
• 100805-84-3 1-(4-Methoxy-phenyl)-3-[2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-acetyl]-urea 
• 100805-91-2 1-{2-[1-(4-Chloro-phenyl)-1H-tetrazol-5-ylsulfanyl]-acetyl}-3-(4-methoxy-phenyl)-urea 
• 97399-31-0 1-{2-[5-(3,5-Dibromo-2-hydroxy-phenyl)-4-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl]-acetyl}-3-(4-methoxy-phenyl)-urea 
• 97399-37-6 1-{2-[5-(3,5-Dibromo-2-hydroxy-phenyl)-4-p-tolyl-4H-[1,2,4]triazol-3-ylsulfanyl]-acetyl}-3-(4-methoxy-phenyl)-urea 
• 76979-70-9 1-(4-Methoxy-phenyl)-3-{2-[(6-nitro-4-oxo-4H-quinazolin-3-ylmethyl)-amino]-acetyl}-urea 

Relevant articles and documents

Design, Synthesis, and Antitumor Activity Evaluation of Trifluoromethyl-Substituted Pyrimidine Derivatives Containing Urea Moiety

Abstract: In order to find efficient new antitumor drugs, a series of novel pyrimidine derivatives containing urea moiety were designed and synthesized, and the antitumor activity of four human tumor cells was evaluated by MTT analysis. The results showed that most of the target compounds exhibited moderate antitumor activity. In particular, the IC50 (concentration required to achieve 50% inhibition of the tumor cell proliferation) value of compound 2-((4-(4-ethylphenoxy)-6-(trifluoromethyl)pyrimidin-2-yl)thio)-N-((4-ethylphenyl)carba-moyl)acetamide for MGC-803 (human gastric carcinoma cell line) was 2.51 ± 0.17 μmol L–1, the anti-proliferative activity was significantly better than the positive control drug 5-fluorouracil. Molecular docking revealed that this compound can bind well to the active site of epidermal growth factor receptor (EGFR), and it may become a potential antitumor drug.

Synthesis and biological evaluation of novel L-homoserine lactone analogs as quorum sensing inhibitors of pseudomonas aeruginosa

In this study, we synthesized four series of novel L-homoserine lactone analogs and evaluated their in vitro quorum sensing (QS) inhibitory activity against two biomonitor strains, Chromobacterium violaceum CV026 and Pseudomonas aeruginosa PAO1. Studies of the structure–activity relationships of the set of L-homoserine lactone analogs indicated that phenylurea-containing N-dithiocarbamated homoserine lactones are more potent than (Z)-4-bromo-5-(bromomethylene)-2(5H)-furanone (C30), a positive control for biofilm formation. In particular, compared with C30, QS inhibitor 11f significantly reduced the production of virulence factors (pyocyanin, elastase and rhamnolipid), swarming motility, the formation of biofilm and the mRNA level of QS-related genes regulated by the QS system of PAO1. These results reveal 11f as a potential lead compound for developing novel antibacterial quorum sensing inhibitors.