81092-76-4

Basic information

• Product Name: N-(2-fluorophenyl)-3-hydroxynaphthalene-2-carboxamide
• Synonyms: N-(2-fluorophenyl)-3-hydroxynaphthalene-2-carboxamide
• CAS NO: 81092-76-4
• Molecular Weight: 281.286
• Mol File: 81092-76-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(2-fluorophenyl)-3-hydroxynaphthalene-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-fluorophenyl)-3-hydroxynaphthalene-2-carboxamide(81092-76-4)
• EPA Substance Registry System: N-(2-fluorophenyl)-3-hydroxynaphthalene-2-carboxamide(81092-76-4)

Safety Data

• Hazardous Substances Data: 81092-76-4(Hazardous Substances Data)

Upstream product

• 348-54-9 2-Fluoroaniline 
• 92-70-6 3-Hydroxy-2-naphthoic acid 

Relevant articles and documents

3-Hydroxynaphthalene-2-carboxanilides and their antitrypanosomal activity

Abstract: Series of ring-substituted 3-hydroxynaphthalene-2-carboxanilides were screened for their in vitro activity against wild-type S427 (bloodstream form) of Trypanosoma brucei brucei. 3-Hydroxy-N-(3-trifluoromethylphenyl)- and 3-hydroxy-N-(4-trifluoromethylphenyl)naphthalene-2-carboxamides showed the highest biological activity (MIC?=?1.56 and 2.08?μmol/dm3, respectively). Antitrypanosomal activity was correlated with the experimentally determined lipophilicity and acid–base dissociation constants of the compounds as well as with the calculated electronic properties of individual anilide substituents expressed as Hammett’s σ parameters. The substitution in the meta- or para-position of anilide of derivatives with higher lipophilicity by an electron-withdrawing moiety is favourable for higher activity. The optimum thermodynamic pKa T value was found to be ca. 7.5. The structure–activity relationships of all compounds are discussed. Graphical abstract: [Figure not available: see fulltext.].