ANALYSIS OF MOLECULAR STEREOELECTRONIC SIMILARITY BETWEEN N,N-DIETHYL-M-TOLUAMIDE (DEET) ANALOGS AND INSECT JUVENILE HORMONE TO DEVELOP A MODEL PHARMACOPHORE FOR INSECT REPELLENT ACTIVITY

Author(s):  
APURBA K. BHATTACHARJEE ◽  
RAJ K. GUPTA
1968 ◽  
Vol 46 (17) ◽  
pp. 2835-2842 ◽  
Author(s):  
Ronald P. Quintana ◽  
Lorrin R. Garson ◽  
Andrew Lasslo

The synthesis of undecanoic acid esters of resorcinol, 4-chlororesorcinol, hexachlorophene, o-chlorophenol, and p-chlorophenol is described. The compounds were designed to provide, potentially, perdurable insect-repellent activity. When the synthesis of esters of resorcinol and 4-chlororesorcinol was attempted with undecanoic acid, under acid catalysis, principally ketones and ketoesters were isolated. The originally sought esters were obtained, however, by the reaction of the phenols with undecanoyl chloride in the presence of pyridine. The infrared, nuclear magnetic resonance, and mass spectra of the compounds are discussed.


2005 ◽  
Vol 24 (5) ◽  
pp. 593-602 ◽  
Author(s):  
Apurba K. Bhattacharjee ◽  
Watanaporn Dheranetra ◽  
Daniel A. Nichols ◽  
Raj K. Gupta

1969 ◽  
Vol 47 (5) ◽  
pp. 853-856 ◽  
Author(s):  
Ronald P. Quintana ◽  
Lorrin R. Garson ◽  
Andrew Lasslo

The synthesis of 1,3-diundecanoyloxyacetone (1) and 1-undecanoyloxy-3-hydroxyacetone (2) is reported. The properties of 1, spread as a pure monomolecular film and in mixed films with stearic acid, were determined and evaluated. Compound 2 did not form films. The compounds were designed to exert, potentially, long-lasting insect-repellent activity subsequent to anchoring to the skin.


1990 ◽  
Vol 65 (4) ◽  
pp. 457-459 ◽  
Author(s):  
S. DUBE ◽  
A. KUMAR ◽  
S. C. TRIPATHI

Sign in / Sign up

Export Citation Format

Share Document