Claims
- 1. A compound of the formula (I): ##STR105## wherein A is a divalent arylene group selected from phenylene, naphthalene, anthrylene or phenanthrylene or a divalent heterocyclic group selected from diazepinylene, pyridinylene, pyrimidylene, triethylene or furylene, substituted with
- (a) vicinal alkylenedioxy of from 1 to 4 carbon atoms;
- or
- (b) a group of the formula: R.sup.1 (A').sub.a wherein R.sup.1 is
- (1) a substituted or unsubstituted 5 or 6 membered heterocyclic group, having as hetero atom, oxygen, sulfur or nitrogen, or any combination of these wherein the total number of hetero atoms does not exceed three; or
- (2) an unsubstituted or substituted heterocyclic-alkyl group, wherein the heterocyclic group is as defined in (1) above and the alkyl group contains from 1 to 4 carbon atoms;
- A' is oxygen, sulfur, sulfinyl, sulfonyl or carbonyl; and a is an integer of 0 to 1;
- R is
- (a) hydrogen;
- (b) (C.sub.1 -C.sub.10) alkyl;
- (c) (C.sub.1 -C.sub.10) haloalkyl;
- (d) (C.sub.3 -C.sub.6) cycloalkyl;
- (e) (C.sub.2 -C.sub.11) alkoxyalkyl;
- (f) (C.sub.1 -C.sub.10) cyanoalkyl;
- (g) (C.sub.13 -C.sub.6) alkenyl;
- (h) (C.sub.3 -C.sub.6) haloalkenyl;
- (i) (C.sub.13 -C.sub.6) alkynyl;
- (j) (C.sub.13 -C.sub.6) haloalkynyl;
- (k) benzyl; or
- (l) phenyl;
- Y is R', OR', N(R').sub.2 or SR' and
- Y' is OR', N(R').sub.2 or SR' wherein R' is an aliphatic group of from 1 to 18 carbon atoms, or a substituted or unsubstituted (C.sub.6 -C.sub.10) aromatic group;
- X is oxygen or sulfur;
- X' is oxygen or sulfur; and
- Z is a group of the formula: ##STR106## wherein R and R.sup.1 are as defined above;
- n is an integer of 0 to 1;
- B is carbonyl, sulfinyl, or sulfonyl;
- Q is alkylene of from 2 to 4 carbon atoms;
- X" is oxygen or sulfur, provided that when X" is sulfur, X is oxygen; and
- X'" is oxygen or sulfur, and Y and Y' are as above defined.
- 2. A compound of the formula (I): ##STR107## wherein A is a divalent heterocycle group selected from diazepinylene, pyridinylene, pyrimidylene, thienylene or furylene, optionally substituted with:
- (a) halogen;
- (b) cyano;
- (c) nitro;
- (d) di(C.sub.1 -C.sub.18) alkylamino;
- (e) vicinal alkylene of from 2 to 6 carbon atoms;
- (f) vicinal alkylenedioxy of from 1 to 4 carbon atoms; or
- (g) a group of the formula R.sup.1 (A').sub.a
- wherein
- R.sup.1 is
- (1) an aliphatic group of from 1 to 18 carbon atoms;
- (2) a substituted or unsubstituted aromatic group containing from 6 to 10 carbon atoms in the aromatic ring;
- (3) a substituted or unsubstituted 5 or 6 membered heterocyclic group which has as hetero atom, oxygen, sulfur or nitrogen, or any combination of these wherein the total number of hetero atoms does not exceed three;
- (4) a substituted or unsubstituted heterocyclic-alkyl group, wherein the heterocyclic group is as defined in (3) above and the alkyl group contains from 1 to 4 carbon atoms;
- A' is oxygen, sulfur, sulfinyl, sufonyl or carbonyl; and
- a is an integer of 0 to 1;
- R is
- (a) hydrogen;
- (b) (C.sub.1 -C.sub.10) alkyl;
- (c) (C.sub.1 -C.sub.10) haloalkyl;
- (d) (C.sub.3 -C.sub.6) cycloalkyl;
- (e) (C.sub.2 -C.sub.11) alkoxyalkyl;
- (f) (C.sub.1 -C.sub.10) cyanoalkyl;
- (g) (C.sub.3 -C.sub.6) alkenyl;
- (h) (C.sub.3 -C.sub.6) haloalkenyl;
- (i) (C.sub.3 -C.sub.6) alkynyl;
- (j) (C.sub.3 -C.sub.6) haloalkynyl;
- (k) optionally substituted aralkyl of up to 11 carbon atoms; or
- (l) substituted or unsubstituted (C.sub.6 -C.sub.10) aryl;
- Y is R', OR', N(R').sub.2 or SR' and
- Y' is OR', N(R').sub.2 or SR' wherein R' is an aliphatic group of from 1 to 18 carbon atoms, or a substituted or unsubstituted (C.sub.6 -C.sub.10) aromatic group;
- X is oxygen or sulfur;
- X' is oxygen or sulfur; and
- Z is a group of the formula: ##STR108## wherein R and R.sup.1 are as defined above;
- n is an integer of 0 to 1;
- B is carbonyl, sulfinyl, or sulfonyl;
- Q is alkylene of from 2 to 4 carbon atoms;
- X" is oxygen or sulfur, provided that when X" is sulfur, and Y and Y' are as above defined, X is oxygen; and X'" is oxygen or sulfur.
- 3. An anthelmintic composition for oral administration comprising an anthelmintically effective amount of the compound of claim 1 and a pharmaceutically acceptable carrier.
- 4. An anthelmintic composition for oral administration comprising an anthelmintically effective amount of the compound of claim 2 and a pharmaceutically acceptable carrier.
- 5. A method for combatting a helminth infection in a host animal which comprises administering an anthelmintically effective amount of a compound of claim 1 to said animal.
- 6. A method for combatting a helminth infection in a host animal which comprises administering an anthelmintically effective amount of a compound of claim 2 to said animal.
Parent Case Info
This application is a division of application Ser. No. 842,645 filed Oct. 10, 1977 now U.S. Pat. No. 4,183,921, which is a division of application Ser. No. 625,988 filed Oct. 28, 1975, now U.S. Pat. No. 4,076,809 issued Feb. 28, 1978, which in turn is a continuation in part of application Ser. No. 354,629 filed Apr. 25, 1973 now abandoned, which in turn is a continuation in part of Ser. No. 263,378 filed June 5, 1972, now abandoned.
US Referenced Citations (3)
Divisions (2)
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Number |
Date |
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Parent |
842645 |
Oct 1977 |
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Parent |
625988 |
Oct 1975 |
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Continuation in Parts (2)
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354629 |
Apr 1973 |
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Parent |
263378 |
Jun 1972 |
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