Imidazole: Fungitoxic Derivatives

Abstract

Study of several new types of fungitoxic derivatives of imidazole reveals that imidazoles substituted on the imine nitrogen atom are likely to be active if the substituent is electron-attracting, and if the atom connecting it to the imidazolyl moiety has tetrahedral geometry. Fungitoxicity is high with phosphinamidothionate and triarylmethyl groups as substituents. The presence of an asymmetric phosphorus atom in the substituent has no effect on fungitoxicity, but affects mammalian toxicity.

Guest Encapsulation Alters the Thermodynamic Landscape of a Coordination Host

“…To probe the metastable nature of cage C , we first isolated guest-free C by extracting phenolphthalein 9 from inclusion complex 9 ⊂ C , as described above. Then, we recorded a series of 1 H NMR spectra in D 2 O at three different temperatures: 40, 50, and 60 °C (see Figures S102–104); integrating the spectra allowed us to plot the spontaneous conversion C → T . − By fitting C ’s decay to first-order kinetics (Figure d), we obtained k = 0.053 ± 0.002 h –1 , 0.16 ± 0.01 h –1 , and 0.63 ± 0.02 h –1 for 40, 50, and 60 °C, respectively. Eyring analysis of the rate constants (Figure S105) allowed us to extract the thermodynamic parameters of the C → T reaction as Δ H ‡ = 26 kcal·mol –1 and Δ S ‡ = 0.017 kcal·mol –1 ·K –1 .…”

Plant Growth Regulator Activity of Optical Isomers of DMPA

“…The herbicide 0-(2,4-dichlorophenyl) O-methyl isopropylphosphoramidothioate (DMPA) contains an asymmetric phosphorus. The optical isomers of certain structurally similar compounds do not differ in their activity against plant pathogens (10). It, therefore, was' of considerable importance to determine the influence of optical isomers of DMPA on the plant growth regulating properties of the compound.…”

Reactions of dithiadiphosphetane disulfides with organonitrogen compounds †

“…Organo-phosphorus-sulfur-nitrogen compounds have been investigated as ligands, 1,2 insecticides, 3 fungicides, 4 herbicides 3 and antibacterials. 5 Since many nitrogen-phosphorus-sulfur compounds have been made from Lawesson's reagent the question of how the presence of a ferrocenyl group would modify the chemistry arose. Another goal was the synthesis of new nitrogen-phosphorus-sulfur compounds from dithiadiphosphetane disulfides.…”