Oxetanone derivatives

A novel oxetanone derivative of the formula:

• 19
• wherein:
• t is an integer from 0 to 1
• X-L-Q is an ether or amino linkage wherein:
• X of the ether or amino linkage is a bridging group,
• L is —O— or —NH—, and
• Q of the ether or amino linkage is a polysaccharide of a sufficient molecular weight or property that such polysaccharide is not absorbed by the digestive system of a mammal such as a dog, cat, non-human primate or a human primate;
• R is a member selected from the group consisting of:
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by up to eight double or triple bonds;
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by one or more members selected from the group consisting of an oxygen atom, a sulfur atom, a sulfonyl group or a sulfinyl group;
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by up to eight double or triple bonds and is interrupted in a position other than alpha to an unsaturated carbon atom by one or more members selected from the group consisting of an oxygen atom, a sulfur atom, a sulfonyl group or a sulfinyl group atoms;
• phenyl substituted by 0-4 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• benzyl substituted by 0-4 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• biphenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C-1-6-alkyl-SH;
• phenoxyphenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• phenylthiophenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• and
• phenyl-C1-6-alkyl-phenyl wherein 0-6 hydrogen atoms on one or more of the phenyl ring and —C1-6-alkyl- group is/are replaced independently by a member selected from the group consisting of—C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• R1 is a member selected from the group consisting of:
• Hydrogen,
• Ar,
• Ar— C1-5-alkyl and
• C1-10-alkyl interrupted by 0-3 members independently selected from the group consisting of an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, a-N(—R4)— group, a —C(═O)—N(—R4)— group, and a —N(—R4)—C(═O)— group, wherein 0-3 carbon atoms of the C1-10-alkyl group can be substituted independently by a member selected from the group consisting of a hydroxy group, thiol group, C1-10-alkoxy group, a C1-10-alkylthio group, a —N(—R5,—R6) group, a —C(═O)—N(—R7, —R8) group, and a —N(—R9)—C(═O)—R10 group;
• R2 is a member selected from the group consisting of:
• hydrogen and C1-6-alkyl, or R2 taken with R1 forms a 4-6 membered saturated ring containing 0-4 nitrogen atoms wherein the ring may be substituted by 0-4 R11 groups;
• R3 is a member selected from the group consisting of:
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by up to eight double or triple bonds;
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by one or more members selected from the group consisting of an oxygen atom, a sulfur atom, a sulfonyl group or a sulfinyl group;
• a straight or branched chained C1-17-alkyl group which is saturated or optionally interrupted by up to eight double or triple bonds and is interrupted in a position other than alpha to an unsaturated carbon atom by one or more members selected from the group consisting of an oxygen atom, a sulfur atom, a sulfonyl group or a sulfinyl group atoms;
• phenyl substituted by 0-4 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• benzyl substituted by 0-4 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• biphenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• phenoxyphenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• phenylthiophenylene substituted by 0-6 members selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• and
• phenyl-C1-6-alkyl-phenyl wherein 0-6 hydrogen atoms on one or more of the phenyl ring and —C1-6-alkyl- group is/are replaced independently by a member selected from the group consisting of —C1-6-alkyloxy-C1-6-alkyl, —C1-6-alkylthio-C1-6-alkyl, —C1-6-alkyl-OH and —C1-6-alkyl-SH;
• R4-R10 are each independently a member selected from the group consisting of:
• hydrogen and C1-6-alkyl;
• n is an integer of 0-3;
• and all pharmaceutically acceptable isomers, salts, hydrates, solvates and prodrug derivatives thereof.