347-88-6

Basic information

• Product Name: 4-fluoro-N-(4-nitrophenyl)benzamide
• Synonyms: 4-fluoro-N-(4-nitrophenyl)benzamide
• CAS NO: 347-88-6
• Molecular Weight: 260.224
• Mol File: 347-88-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 4-fluoro-N-(4-nitrophenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluoro-N-(4-nitrophenyl)benzamide(347-88-6)
• EPA Substance Registry System: 4-fluoro-N-(4-nitrophenyl)benzamide(347-88-6)

Safety Data

• Hazardous Substances Data: 347-88-6(Hazardous Substances Data)

Upstream product

• 456-22-4 4-Fluorobenzoic acid 
• 100-01-6 4-nitro-aniline 
• 1590389-14-2 potassium trifluoro(4-fluorobenzoyl)borate 
• 403-43-0 4-fluorobenzoyl chloride 
• 62-53-3 aniline 
• 366-63-2 4-fluoro-N-phenylbenzamide 

Downstream Products

• 1257095-97-8 C₂₆H₁₆F₂N₄O₄S₂ 
• 189806-34-6 N-[3-(2-dimethylaminoethyl)-2-methyl-1H-indol-5-yl]-4-fluorobenzamide 
• 186544-89-8 4-fluoro-N-(4-hydrazino-phenyl)-benzamide 
• 186544-90-1 N-(4-Amino-phenyl)-4-fluoro-benzamide 

Relevant articles and documents

Discovery of novel VEGFR-2 inhibitors embedding 6,7-dimethoxyquinazoline and diarylamide fragments

VEGF/VEGFR-2 signaling plays a critical part in tumor angiogenesis. Inhibition of this pathway has been considered as a promising approach for cancer treatment. In this work, a series of 6,7-dimethoxy-4-anilinoquinazoline derivatives bearing diarylamide moiety were designed, synthesized and evaluated as potent inhibitors of VEGFR-2 kinase. Their in vitro antiproliferation activities against two human cancer cell lines Hep-G2 and MCF-7 have also been determined. Among them, compound 14b exhibited the most potent inhibitory activity against VEGFR-2 with IC50 value of 0.016 ± 0.002 μM and it showed the most potent antiproliferative effect against Hep-G2 and MCF-7 with IC50 values at low-micromolar range. Molecular docking studies revealed that these compounds represented by the most potent compound 14b could bind well to the ATP-binding site of VEGFR-2, which suggested that compound 14b could be a potential anticancer agent targeting VEGFR-2.

Chemoselective acylation of primary amines and amides with potassium acyltrifluoroborates under acidic conditions

Current methods for constructing amide bonds join amines and carboxylic acids by dehydrative couplings-processes that usually require organic solvents, expensive and often dangerous coupling reagents, and masking other functional groups. Here we describe an amide formation using primary amines and potassium acyltrifluoroborates promoted by simple chlorinating agents that proceeds rapidly in water. The reaction is fast at acidic pH and tolerates alcohols, carboxylic acids, and even secondary amines in the substrates. It is applicable to the functionalization of primary amides, sulfonamides, and other N-functional groups that typically resist classical acylations and can be applied to late-stage functionalizations.

N-[3-(2-dimethylaminoethyl).2-methyl-1H-indol-5-yl]-4-fluorobenzamide: A potent, selective, and orally active 5-HT1F receptor agonist potentially useful for migraine therapy

Recent studies have demonstrated that selective 5-HT1F receptor agonists inhibit neurogenic dural inflammation, a model of migraine headache, indicating that these compounds may be effective therapies for the treatment of migraine pain. This communication describes the synthesis and discovery of a novel compound, N-[3-(2-(dimethylamino)-ethyl)-2-methyl-1H-indol-5-yl]-4-fluorobenzamide (4), which possesses high binding affinity and selectivity at the 5-HT1F receptor relative to more than 40 other serotonergic and nonserotonergic receptors examined.