Structure-activity relationships of 1,2,3-benzothiadiazole insecticide synergists as inhibitors of microsomal oxidation

Gil, D.L.; Wilkinson, C.F.

doi:10.1016/0048-3575(77)90030-x

Cited by 32 publications

(6 citation statements)

References 13 publications

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“…Other cytochrome P-450 inhibitors with a potential use as synergists include the 1,2,3-benzothiadiazoles (Gil and Wilkinson, 1977) and several substituted imidazoles (Wilkinson et al, 1974a(Wilkinson et al, , 1974b.…”

Section: Reaction Quantificationmentioning

confidence: 99%

Enzymes Involved in the Metabolism of Plant Allelochemicals

Ahmad

Brattsten

Mullin

et al. 1986

Molecular Aspects of Insect-Plant Associations

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Section: Reaction Quantificationmentioning

confidence: 99%

Enzymes Involved in the Metabolism of Plant Allelochemicals

Ahmad

Brattsten

Mullin

et al. 1986

Molecular Aspects of Insect-Plant Associations

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“…The use of two or more QSAR to obtain insight on reasons for selective toxicity of drugs (quantitative structure-selectivity relationships, QSSR) is now beginning to grow and its development is one of the most exciting aspects of the QSAR paradigm [Fujinami et al, 1974;Hansch et al, 1972;Wilkinson et al, 1974;Gil and Wilkinson, 1977;Shah and Coats, 1977;Coats et al, 1978;Lapswewicz et al, 1978;Dietrich et al, 1979;Dietrich et al, 1980J. An example of the use of QSSR in cancer chemotherapy comes from the study of nitrosoureas of the type CICH,CH,N(NO) CONHR. QSAR for efficacy and toxicity were formulated [Hansch et al, 19721 and suggest that much more hydrophilic compounds should be more potent and less toxic in the treatment of leukemia.…”

Section: Quantitative Structure-selectivity Relationships (Qssr)mentioning

confidence: 99%

The physicochemical approach to drug design and discovery (QSAR)

Hansch

1981

Drug Development Research

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The study of physicochemical parameters to correlate mathematically chemical structure with biological activity induced by sets of congeneric drugs is now generally referred to as QSAR (quantitative structure‐activity relationships). The ways in which the QSAR paradigm are developing are becoming more varied and complex. Many kinds of parameters are under study in many different groups; various types of mathematical models have been proposed and are being evaluated. Drug researchers are turning more to enzyme modulation to control various biological processes. It is the study of enzyme‐ligand reactions of enzymes whose x‐ray crystallographic structure is known that affords us the means for developing a deeper understanding of QSAR and, at the same time, enhancing our ability to make drugs more selective for various forms of a given enzyme. The union of x‐ray crystallography, moleculargraphics, and QSAR is one of the most exciting new areas of drug development. This report is an introduction to how QSAR is being used to gain insight into the interaction of drugs with macromolecules and macromolecular systems.

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“…Inhibition of photosynthesis by these two thiadiazole urea derivatives, however, is primarily due to the activity of the urea moiety in their molecules. The t -bu tyl thiadiazole moiety in the molecules of the herbicides tebuthiuron and buthidazole possesses some structural similarity to the molecule of 1,2,3benzothiadiazole compounds (Figure 1), which are wellknown insecticide synergists (7,25). This similarity, and the data reported in this paper, indicate that tebuthiuron may also act as an inhibitor of mixed -function oxidase systems in corn.…”

Section: Resultsmentioning

confidence: 99%

“…Tebuthiuron is a new herbicide that is used nonselectively at present, but also shows promise for selective weed control in sugarcane (Saccharum officinarum L.) and corn when applied at low rates": Tebuthiuron is structurally related to derivatives of 1,2,3-benzothiadiazole ( Figure 1). These compounds represent a group of well-known insecticide synergists, which act as inhibitors of mixed -function oxidase systems that metabolize pesticides in insects (7). Piperonyl butoxide~-[2 -(2 -butoxyethoxy)ethoxy] -4, 5 -methylenedioxy -2 -propyltoluene], another insecticide synergist, has been reported to increase corn injury from the herbicides oxadiazon (21).…”

Section: Introductionmentioning

confidence: 99%

Synergistic Interactions of Tebuthiuron with EPTC + R-25788 and Butylate + R-25788 in Corn (Zea mays)

Hatzios

1981

Weed sci.

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Preplant-incorporated applications of commercial formulations of EPTC (S-ethyl dipropylthiocarbamate) and butylate (S-ethyl diisobutylthiocarbamate) plus the herbicide antidote R-25788 (N,N-diallyl-2,2-dichloroacetamide) were evaluated for their interactions with preemergence applications of tebuthiuron {N-[5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-yl]-N,N′-dimethylurea} in corn (Zea maysL., ‘Pioneer 3780’) under greenhouse conditions. The thiocarbamate herbicides plus the antidote were used at 1.1, 2.2, 3.4, and 4.5 kg/ha, and they were evaluated against 0.3, 0.6, and 1.1 kg/ha of tebuthiuron. Shoot dry weight and shoot height of corn seedlings were measured at 24 days after treatment. Growth responses of corn to combination treatments of these herbicides were significantly reduced. Statistical analysis of the data showed that tebuthiuron interacted synergistically with both EPTC and butylate in the presence of the herbicide-antidote R-25788.

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Structure-activity relationships of 1,2,3-benzothiadiazole insecticide synergists as inhibitors of microsomal oxidation

Cited by 32 publications

References 13 publications

Enzymes Involved in the Metabolism of Plant Allelochemicals

Enzymes Involved in the Metabolism of Plant Allelochemicals

The physicochemical approach to drug design and discovery (QSAR)

Synergistic Interactions of Tebuthiuron with EPTC + R-25788 and Butylate + R-25788 in Corn (Zea mays)

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