Fluorobentranil
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Bentranil is a postemergent
herbicide Herbicides (, ), also commonly known as weed killers, are substances used to control undesired plants, also known as weeds.EPA. February 201Pesticides Industry. Sales and Usage 2006 and 2007: Market Estimates. Summary in press releasMain page f ...
used to control annual weeds in cereal crops, maize, and rice. of bentranil was used in the US in 1974. Bentranil has excellent selectivity on germinaceous crops, potatoes and soybeans, but was never commercialised due to the high doses needed to control
broadleaf weeds Broadleaf weeds are dicotyledonous weeds that may grow in lawns, gardens or yards. They can be easy to spot when growing among grasses. They are tougher than grassy monocot weeds, multiply with ease, and can be very hard to eradicate. Basic charact ...
. Bentranil is synthesised from 2-iodobenzoic acid and
benzonitrile Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to produce the melamine resin precursor benzoguanam ...
.


Medical potential

Bentranil derivates show promise as highly selective
Cytochrome P450 Cytochromes P450 (P450s or CYPs) are a Protein superfamily, superfamily of enzymes containing heme as a cofactor (biochemistry), cofactor that mostly, but not exclusively, function as monooxygenases. However, they are not omnipresent; for examp ...
inhibitors, which is desirable to prevent and treat cancer, as P450 is highly expressed in tumours and is implicated to drug resistance.


Derivatives

Fluorobentranil (bentranil that has undergone
fluorine Fluorine is a chemical element; it has Chemical symbol, symbol F and atomic number 9. It is the lightest halogen and exists at Standard temperature and pressure, standard conditions as pale yellow Diatomic molecule, diatomic gas. Fluorine is extre ...
substitution) showed good broad-leaf activity and selectivity on rice, cereals and maize. The 5-fluoro derivative showed triple the standard herbicidal activity. The fluorine's electronegativity strengthens binding to enzymes. :


References

{{Herbicides Herbicides Benzoxazines Lactones Pesticides Pesticides in the United States