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Last Updated: April 23, 2024

Claims for Patent: 5,496,931

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Summary for Patent: 5,496,931

Title:	Insecticide and miticide A83543 compounds and their method of production by fermentation
Abstract:	Fermentation product A83543, comprising major components A83543A and A83543D and minor components A83543B, A83543C, A83543E, A983543F, A83543G, A83543H and A83543J, is produced by a newly described species, Saccharopolyspora spinosa. The A83543 components and their acid-addition salts (A83543 compounds) are useful as insecticides, particularly against Lepidoptera and Diptera species. Insecticidal, miticidal or ecto-parasiticidal combinations, compositions and methods are provided.
Inventor(s):	Boeck; LaVerne D. (Indianapolis, IN), Chio; Hang (Greenfield, IN), Eaton; Tom E. (Greenwood, IN), Godfrey, Jr.; Otis W. (Greenwood, IN), Michel; Karl H. (Indianapolis, IN), Nakatsukasa; Walter M. (Indianapolis, IN), Yao; Raymond C. (Carmel, IN)
Assignee:	DowElanco (Indianapolis, IN)
Application Number:	08/406,760
Patent Claims:	1. A compound of the formula ##STR4## wherein R is H or a group selected from ##STR5## R.sup.2 is ##STR6## R.sup.1, R.sup.3, R.sup.5 and R.sup.6 are hydrogen or methyl; R.sup.4 is methyl or ethyl; and provided that R, R.sup.1, R.sup.3, R.sup.4 R.sup.5 and R.sup.6 must be present in one of the following combinations: an acid addition salt of a compound wherein R is other than hydrogen. 2. A compound of claim 1 wherein R is other than H, or an acid addition salt thereof. 3. A compound of claim 2 wherein R is an (a) group. 4. A compound of claim 2 wherein R is a (b) group. 5. A compound of claim 2 wherein R is a (c) group. 6. The compound of claim 2 wherein R is (d), R.sup.1 is methyl; R.sup.3 is hydrogen; R.sup.4 is ethyl; R.sup.5 is methyl; and R.sup.6 is methyl. 7. The compound of claim 3 wherein: R.sup.1, R.sup.5, and R.sup.6 .dbd.CH.sub.3 ; R.sup.3 .dbd.H; and R.sup.4 =ethyl; or an acid addition salt thereof. 8. The compound of claim 4 wherein: R.sup.1, R.sup.5 and R.sup.6 =CH.sub.3 ; R.sup.3 .dbd.H; and R.sup.4 =ethyl; or an acid addition salt thereof. 9. The compound of claim 5 wherein: R.sup.1, R.sup.5 and R.sup.6 .dbd.CH.sub.3 ; R.sup.3 .dbd.H; and R.sup.4 =ethyl; or an acid addition salt thereof. 10. The compound of claim 3 wherein: R.sup.1, R.sup.3, R.sup.5 and R.sup.6 .dbd.CH.sub.3 ; and R.sup.4 =ethyl; or an acid addition salt thereof. 11. The compound of claim 3 wherein: R.sup.1, R.sup.4, R.sup.5 and R.sup.6 .dbd.CH.sub.3 ; and R.sup.3 .dbd.H; or an acid addition salt thereof. 12. The compound of claim 3 wherein: R.sup.1 and R.sup.3 .dbd.H; R.sup.4 =ethyl; and R.sup.5 and R.sup.6 .dbd.CH.sub.3 ; or an acid addition salt thereof. 13. The compound of claim 3 wherein: R.sup.1 and R.sup.6 .dbd.CH.sub.3 ; R.sup.4 =ethyl; and R.sup.3 and R.sup.5 .dbd.H; or an acid addition salt thereof. 14. The compound of claim 3 wherein: R.sup.1 and R.sup.5 =CH.sub.3 ; R.sup.4 =ethyl; and R.sup.3 and R.sup.6 .dbd.H; or an acid addition salt thereof. 15. A compound of claim 1 wherein R.dbd.H. 16. A compound of claim 15 wherein R.sup.4 =ethyl. 17. The compound of claim 15 wherein R.sup.4 .dbd.CH.sub.3. 18. The compound of claim 16 wherein R.sup.1, R.sup.5 and R.sup.6 .dbd.CH.sub.3 and R.sup.3 .dbd.H. 19. The compound of claim 16 wherein R.sup.3 .dbd.CH.sub.3. 20. The compound of claim 16 wherein R.sup.1 .dbd.H. 21. The compound of claim 16 wherein R.sup.5 .dbd.H. 22. The compound of claim 16 wherein R.sup.6 .dbd.H. 23. Fermentation product A83543, comprising A83543A, A83543B, A83543C, A83543D, A83543E, A83543F, A83543G, A83543H and A83543J, which is produced by culturing a Saccharopolyspora spinosa strain selected from NRRL 18395, NRRL 18537, NRRL 18538 or NRRL 18539, or an A83543-producing mutant thereof, under submerged aerobic conditions in a suitable culture medium until a recoverable amount of A83543 is produced. 24. An insecticidal or miticidal combination which comprises at least 1% by weight of a compound of claim 2 in combination with a second insecticide or miticide. 25. An insecticide or miticide composition comprising an insect- or mite-inactivating amount of a compound of claim 2 in combination with a phytologically-acceptable carrier. 26. An insecticide or miticide composition of claim 25 wherein the compound is selected from, Formula 1 where R is (a), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (b), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (c), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a), R.sup.1 is methyl, R.sup.3 is methyl, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is methyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is hydrogen, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (d) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl R is (a) , R.sup.1 is methyl, R.sup.3 is H, R.sup.4 is ethyl, R.sup.5 is hydrogen and R.sup.6 is methyl; or R is (a) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is hydrogen or a phytologically acceptable salt thereof. 27. An insecticide or miticide composition of claim 26 wherein the compound is present together with the dried fermentation broth in which it is produced. 28. An insecticide or miticide method which comprises applying to the locus of an insect or mite an insect- or mite-inactivating amount of a compound of claim 2. 29. An insecticide or miticide method of claim 28 wherein the compound is selected from, Formula 1 where R is (a), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (b), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (c) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is methyl, R.sup.3 is methyl, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is methyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is hydrogen, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (d) , R..sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is methyl, R.sup.3 is H, R.sup.4 is ethyl, R.sup.5 is hydrogen and R.sup.6 is methyl; or R is (a) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is hydrogen or a phytologically acceptable salt thereof. 30. A method of controlling a population of insect ectoparasites which consume blood of a host animal which comprises administering to the host animal an effective amount of a compound of claim 2. 31. A method of claim wherein the compound is selected from, Formula 1 where R is (a), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (b) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (c) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a), R.sup.1 is methyl, R.sup.3 is methyl, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is methyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is hydrogen, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (d), R.sup. 1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is methyl; R is (a) , R.sup.1 is methyl, R.sup.3 is H, R.sup.4 is ethyl, R.sup.5 is hydrogen and R.sup.6 is methyl; or R is (a), R.sup.1 is methyl, R.sup.3 is hydrogen, R.sup.4 is ethyl, R.sup.5 is methyl and R.sup.6 is hydrogen or a phytologically acceptable salt thereof.

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