351368-12-2

Basic information

• Product Name: N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methylbenzamide
• Synonyms: N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methylbenzamide
• CAS NO: 351368-12-2
• Molecular Weight: 272.227
• Mol File: 351368-12-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methylbenzamide(351368-12-2)
• EPA Substance Registry System: N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methylbenzamide(351368-12-2)

Safety Data

• Hazardous Substances Data: 351368-12-2(Hazardous Substances Data)

Upstream product

• 112822-84-1 2,4,5-trifluoro-3-methyl-benzamide 
• 79-37-8 oxalyl dichloride 
• 765-30-0 Cyclopropylamine 
• 112822-85-2 3-methyl-2,4,5-trifluorobenzoic acid 
• 446-17-3 2,4,5-trifluorobenzoic acid 
• 98349-23-6 2,4,5-trifluoro-benzamide 
• 88419-56-1 2,4,5-trifluorobenzoyl chloride 

Relevant articles and documents

Identification of an ethyl 5,6-dihydropyrazolo[1,5-c]quinazoline-1-carboxylate as a catalytic inhibitor of DNA gyrase

Fluoroquinolones are a class of antibacterial agents used clinically to treat a wide array of bacterial infections and target bacterial type-II topoisomerases (DNA gyrase and topoisomerase IV). Fluoroquinolones, however potent, are susceptible to bacterial resistance with prolonged use, which limits their use in the clinic. Quinazoline-2,4-diones also target bacterial type-II topoisomerases and are not susceptible to bacterial resistance similar to fluoroquinolones, however, their potency pales in comparison to fluoroquinolones. To meet the increasing demand for antibacterial development, nine modified quinazoline-2,4-diones were developed to probe quinazoline-2,4-dione structure modification for possible new binding contacts with the bacterial type-II topoisomerase, DNA gyrase. Evaluation of compounds for inhibition of the supercoiling activity of DNA gyrase revealed a novel ethyl 5,6-dihydropyrazolo[1,5-c]quinazoline-1-carboxylate derivative as a modest inhibitor of DNA gyrase, having an IC50 of 3.5 μM. However, this ethyl 5,6-dihydropyrazolo[1,5-c]quinazoline-1-carboxylate does not trap the catalytic intermediate like fluoroquinolones or typical quinazoline-2,4-diones do. Thus, the ethyl 5,6-dihydropyrazolo[1,5-c]quinazoline-1-carboxylate derivative discovered in this work acts as a catalytic inhibitor of DNA gyrase and therefore represents a new structural type of catalytic inhibitor of DNA gyrase.

A facile synthesis of substituted 3-amino-1H-quinazoline-2,4-diones

A new synthesis of a series of 3-amino-1H-quinazoline-2,4-diones is described. The 1H-quinazoline-2,4-dione 10 was made starting with fluorobenzoic acid in three high yielding steps. The key step of this synthesis involved the generation of the dianion of