51798-17-5Relevant articles and documents
2,6 Dihydroxybenzoic acid derivatives as anthelmintics
Ruschig,Konig,Duwel,Loewe
, p. 1745 - 1758 (2007/10/06)
The 2,6 dihydroxybenzoic acid anilides have marked cesticidal properties when a specific form of substitution by halogen atoms or methyl groups is made in the anilide portion of the molecule. Optimum activity is achieved with 2,6 dihydroxybenzoic acid 4' bromanilide. This compound interferes with the energy metabolism of cestodes, inhibiting the breakdown of glucose and lowering the ATP level. The introduction of halogen atoms in the 3 and 5 position of the benzoic acid portion increases the activity but the toxicity as well. Activity against the liver fluke is also observed and prevails when an electronegative substituent is introduced in the 3 position. The most effective compounds are the 3 nitro 2,6 dihydroxybenzoic acid anilides, followed by the 3 acyl 2,6 dihydroxybenzoic acid anilides. The choice of substituents in the anilide portion is restricted to halogens, methyl groups, tri halogenated methyls, i.e. substituents which improve the lipoid solubility. Optimum efficacy is achieved with 3 nitro 2,6 dihydroxybenzoic acid 3',5' bis trifluoromethyl anilide. A description of the chemical methods of synthesis is given.
