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US 4,076,809 AGranted
Phosphonoureide and phosphonothioureide anthelmintics
AssigneeRohm and Haas Company
InventorsW. David Weir, Edward E. Kilbourn
Life of this patent
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Abstract
This invention relates to novel anthelmintic compounds containing an arylene or divalent heterocyclic ring whose free valences are satisfied by 1. a disubstituted phosphoryl ureido or thioureido group and 2. an amino group or a substituted amido or thioamido group, To compositions containing them, and to methods of using them for the treatment of intestinal parasites in mammals and birds.
Claims25
A compound of the formula:
- ##STR106## wherein
- A is a divalent arylene group 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;
- or
- f. a group of the formula:
- R.sup.1 (A').sub.a
- wherein
- R.sup.1 is
- 1. an alkyl group of from 1 to 4 carbon atoms;
- 2. a substituted or unsubstituted aromatic group containing from 6 to 10 carbon atoms in the aromatic ring;
- 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.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;
- 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 alkyl (C.sub.1 -C.sub.4), substituted alkyl (C.sub.1 -C.sub.4), aralkyl (C.sub.7 -C.sub.10), alkenyl (C.sub.1 -C.sub.4), substituted alkenyl (C.sub.1 -C.sub.4), phenyl, substituted phenyl, naphthyl or substituted naphthyl
- X is oxygen or sulfur;
- X' is oxygen or sulfur;
- and Z is a group of the formula:
- ##STR107## 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;
- and X" is oxygen or sulfur, provided that when X" is sulfur, X is oxygen;
- or a pharmacuetically acceptable salt of said compound.
38 more elements
A compound having the formula:
- ##STR114##
A compound having the formula:
- ##STR115##
A compound having the formula:
- ##STR116##
Dependencies are inferred from the claim text.