221560-09-4

Basic information

• Product Name: 5-(Chloroformyl)-2,4-difluoronitrobenzene, 5-(Chlorocarbonyl)-2,4-difluoronitrobenzene
• Synonyms: 2,4-Difluoro-5-nitrobenzoyl chloride;5-(Chloroformyl)-2,4-difluoronitrobenzene, 5-(Chlorocarbonyl)-2,4-difluoronitrobenzene
• CAS NO: 221560-09-4
• Molecular Formula: C₇H₂ClF₂NO₃
• Molecular Weight: 221.5454864
• Mol File: 221560-09-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(Chloroformyl)-2,4-difluoronitrobenzene, 5-(Chlorocarbonyl)-2,4-difluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Chloroformyl)-2,4-difluoronitrobenzene, 5-(Chlorocarbonyl)-2,4-difluoronitrobenzene(221560-09-4)
• EPA Substance Registry System: 5-(Chloroformyl)-2,4-difluoronitrobenzene, 5-(Chlorocarbonyl)-2,4-difluoronitrobenzene(221560-09-4)

Safety Data

• Hazardous Substances Data: 221560-09-4(Hazardous Substances Data)

Upstream product

• 153775-33-8 2,4-difluoro-5-nitro-benzoic acid 
• 1583-58-0 2,4-difluoro-benzoic acid 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 639858-71-2 N-cyclopropyl-2,4-difluoro-5-nitrobenzamide 
• 639858-44-9 5-amino-2,4-difluoro-N-methylbenzamide 
• 639858-69-8 5-amino-N-cyclopropyl-2,4-difluorobenzamide 
• 179741-60-7 tert-butyl (5-amino-2,4-difluorophenyl)carbamate 
• 179741-61-8 tert-butyl (2,4-difluoro-5-nitrophenyl)carbamate 
• 179739-43-6 1-(5-amino-2,4-difluorophenyl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 179739-41-4 1-(5-amino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 
• 179739-45-8 1-(5-amino-2,4-difluorophenyl)-4-oxo-6,7,8-trifluoro-1,4-dihydroquinoline-3-carboxylic acid 
• 179741-10-7 1-(5-amino-2,4-difluorophenyl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 179741-37-8 1-(3-amino-4,6-difluorophenyl)-6,7-difluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 179740-21-7 1-(5-amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 181625-19-4 ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate 
• 535170-24-2 ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 

Relevant articles and documents

Discovery and evaluation of N-cyclopropyl-2,4-difluoro-5-((2-(pyridin-2- ylamino)thiazol-5-ylmethyl)amino)benzamide (BMS-605541), a selective and orally efficacious inhibitor of vascular endothelial growth factor receptor-2

Substituted 3-((2-(pyridin-2-ylamino)thiazol-5-ylmethyl)-amino)benzamides were identified as potent and selective inhibitors of vascular endothelial growth factor receptor-2 (VEGFR-2) kinase activity. The enzyme kinetics associated with the VEGFR-2 inhibi

A novel antibacterial 8-chloroquinolone with a distorted orientation of the N1-(5-amino-2,4-difluorophenyl) group

Fluoroquinolones represent a major class of antibacterial agents with great therapeutic potential. In this study, we designed m-aminophenyl groups as novel N-1 substituents of naphthyridones and quinolones. Among newly synthesized compounds, 7-(3-aminoazetidin-1-yl)-1-(5-amino-2,4-difluorophenyl)-8-chloro-6- fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (4) has extremely potent antibacterial activities against Gram (+) as well as Gram (-) bacteria. This compound is significantly more potent than trovafloxacin against clinical isolates: 30 times against Streptococcus pneumoniae and 128 times against methicillin resistant Staphylococcus aureus. The structure-activity relationship (SAR) study revealed that a limited combination of 1-(5-amino-2,4-difluorophenyl) group, 7-(azetidin-1-yl) group, and 8-Cl atom (or Br atom or Me group) gave potent antibacterial activity. An X-ray crystallographic study of a 7-(3-ethylaminoazetidin-1-yl)-8-chloro derivative demonstrated that the N-1 aromatic group was remarkably distorted out of the core quinolone plane by steric repulsion between the C-8 Cl atom and the N-1 substituent. Furthermore, a molecular modeling study of 4 and its analogues demonstrated that a highly distorted orientation was induced by a steric hindrance of the C-8 substituent, such as Cl, Br, or a methyl group. Thus, their highly strained conformation should be a key factor for the potent antibacterial activity.

Process for the preparation of 6-(perfluoroalkyl) uracil compounds from 2-(N,N-disubstituted) amino-4-(perfluoroalkyl)-1,3-oxazin-6-one compounds

An improved process for the preparation of 6-(perfluoroalkyl)uracil compounds having the structural formula I from 2-(N,N-disubstituted)amino-4-(perfluoroalkyl)-1,3-oxazin-6-one compounds having the structural formula II