Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-07-15
2000-08-22
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
548236, 548237, 548239, C07D26310, C07D26314, A01N 4374
Patent
active
061073199
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
This invention relates to certain oxazolines, their agriculturally suitable salts and compositions, and methods of their use as arthropodicides in both agronomic and nonagronomic environments.
The control of arthropod pests is extremely important in achieving high crop efficiency. Arthropod damage to growing and stored agronomic crops can cause significant reduction in productivity and thereby result in increased costs to the consumer. The control of arthropod pests in forestry, greenhouse crops, ornamentals, nursery crops, stored food and fiber products, livestock, household, and public and animal health is also important. Many products are commercially available for these purposes, but the need continues for new compounds which are more effective, less costly, environmentally safer, less toxic or have different modes of action.
WO 95/04726 generically discloses compounds of Formula i: ##STR2## wherein: A is selected from the group a direct bond and C.sub.1 -C.sub.3 straight or branched chain alkylene; haloalkyl; C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.6 alkylthio, CN and NO.sub.2.
Compounds of the present invention are unexpectedly more effective, environmentally safer and less toxic than those named in WO 95/04726.
SUMMARY OF THE INVENTION
This invention is directed to compounds of Formula I including all geometric and stereoisomers, agriculturally suitable salts thereof, agricultural compositions containing them and their use as arthropodicides: ##STR3## wherein: R.sup.1 is H, F, or Cl; and is other than CF.sub.3 ; and 0, then R.sup.4 is other than CF.sub.3.
In the above recitations, the term "alkyl", used either alone or in compound words such as "haloalkyl" includes methyl and ethyl. "Alkoxy" includes methoxy and ethoxy.
The term "halogen", either alone or in compound words such as "haloalkyl", includes fluorine, chlorine, bromine or iodine. Further, when used in compound words such as "haloalkyl", said alkyl may be partially or fully substituted with halogen atoms which may be the same or different. Examples of "haloalkyl" include F.sub.3 C, ClCH.sub.2, CF.sub.3 CH.sub.2 and CF.sub.3 CCl.sub.2.
The total number of carbon atoms in a substituent group is indicated by the "C.sub.i -C.sub.j " prefix where i and j are numbers from 1 to 2. For example, C.sub.1 -C.sub.2 alkyl designates methyl and ethyl and C.sub.1 -C.sub.2 alkoxy designates CH.sub.3 O and CH.sub.3 CH.sub.2 O.
When a group contains a substituent which can be hydrogen, for example R.sup.1 or R.sup.5, then, when this substituent is taken as hydrogen, it is recognized that this is equivalent to said group being unsubstituted.
Compounds of this invention can exist as one or more stereoisomers. The various stereoisomers include enantiomers, diastereomers, atropisomers and geometric isomers. One skilled in the art will appreciate that one stereoisomer may be more active and/or may exhibit beneficial effects when enriched relative to the other stereoisomer(s) or when separated from the other stereoisomer(s). Additionally, the skilled artisan knows how to separate, enrich, and/or to selectively prepare said stereoisomers. Accordingly, the present invention comprises compounds selected from Formula I and agriculturally suitable salts thereof. The compounds of the invention may be present as a mixture of stereoisomers, individual stereoisomers, or as an optically active form.
The salts of the compounds of the invention include acid-addition salts with inorganic or organic acids such as hydrobromic, hydrochloric, nitric, phosphoric, sulfuric, acetic, butyric, fumaric, lactic, maleic, malonic, oxalic, propionic, salicylic, tartaric, 4-toluenesulfonic or valeric acids. The salts of the compounds of the invention also include those formed with organic bases (e.g., pyridine, ammonia, or triethylamine) or inorganic bases (e.g., hydrides, hydroxides, or carbonates of sodium, potassium, lithium, calcium, magnesium or barium) when the compound contains an acidic group.
Pr
Long Jeffrey Keith
Stevenson Thomas Martin
Coleman Brenda
E. I. Du Pont de Nemours and Company
Shah Mukund J.
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