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US 6,441,020 B1Granted
Protein kinase C modulators. W.
AssigneeProcyon Pharmaceuticals, Inc.
InventorsJames Quick, Paul E. Driedger
Life of this patent
Estimating the term…
Abstract
Compositions of matter having protein kinase C-modulatory, anti-inflammatory and other biological activities are disclosed. The compositions are derived from indolactams which have a substituent, containing at least one carbon, at the N1 position and have ether substitution on the 14-O position.
Claims20
A compound of the formula:
- PI—O—Gx
- wherein PI is a moiety of the formula:
- in the form of an individual isomer, an isomer mixture, a racemate or optical antipode, or a pharmaceutically acceptable salt thereof;
- wherein K1 represents 1-3 substituents located independently at any of carbons 5, 6 and 7, which substituents are selected from the group consisting of hydrogen, halogen and a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety which moieties, taken together, contain not more than 40 carbon atoms, not more than 24 halogen atoms and not more than 9 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus, and sulfur, the moieties being optionally connected to one another, to K3 and/or to K2 to form 1-3 additional carbocyclic or heterocyclic rings;
- wherein K2 is a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety which is bound to N1 via a carbon atom of the moiety and which contains 1-40 carbon atoms, not more than 20 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to K1 to form an additional carbocyclic or heterocyclic ring;
- wherein K3 is hydrogen or a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety containing not more than 30 carbon atoms, not more than 24 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to either K4 or K1 to form an additional ring;
- wherein K4 is hydrogen or a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety containing not more than 20 carbon atoms, not more than 24 halogen atoms and not more than 9 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to K3 to form an additional ring;
- and
- wherein Gx is bound to the oxygen atom attached to carbon 14 of PI and comprises a moiety selected from the group consisting of substituted or unsubstituted, straight or branched, acyclic or cyclic alkyls, alkenyls, alkynyls, aryls and aralkyls containing not more than 30 carbon atoms, not more than 15 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur;
- provided that carbon 14 of PI, the oxygen atom and the carbon atom of Gx which is attached to 14-O form an ether linkage;
- and
- provided that PI—O—Gx may not be N1,14-O-dimethyl-(9S,12S)-indolactam V.
9 more elements
A composition, comprising:
- a physiologically acceptable pharmaceutical carrier;
- and
- a compound, in a quantity of between about 0.001 and 1000 mg per unit dosage, of the formula:
- PI—O—Gx
- wherein PI is a moiety of the formula:
- in the form of an individual isomer, an isomer mixture, a racemate or optical antipode, or a pharmaceutically acceptable salt thereof;
- wherein K1 represents 1-3 substituents located independently at any of carbons 5, 6 and 7, which substituents are selected from the group consisting of hydrogen, halogen and a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety which moieties, taken together, contain not more than 40 carbon atoms, not more than 24 halogen atoms and not more than 9 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus, and sulfur, the moieties being optionally connected to one another, to K3 and/or to K2 to form 1-3 additional carbocyclic or heterocyclic rings;
- wherein K2 is a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety which is bound to N1 via a carbon atom of the moiety and which contains 1-40 carbon atoms, not more than 20 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to K1 to form an additional carbocyclic or heterocyclic ring;
- wherein K3 is hydrogen or a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety containing not more than 30 carbon atoms, not more than 24 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to either K4 or K1 to form an additional ring;
- wherein K4 is hydrogen or a straight chain or branched chain, cyclic or acyclic, saturated or unsaturated or aromatic carbon- and/or heteroatom-containing moiety containing not more than 20 carbon atoms, not more than 24 halogen atoms and not more than 9 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur, said moiety being optionally connected to K3 to form an additional ring;
- and
- wherein Gx is bound to the oxygen atom attached to carbon 14 of PI and comprises a moiety selected from the group consisting of substituted or unsubstituted, straight or branched, acyclic or cyclic alkyls, alkenyls, alkynyls, aryls and aralkyls containing not more than 30 carbon atoms, not more than 15 halogen atoms and not more than 8 heteroatoms selected from the group consisting of oxygen, nitrogen, silicon, phosphorus and sulfur;
- provided that carbon 14 of PI, the oxygen atom and the carbon atom of Gx which is attached to 14-O form an ether linkage.
10 more elements
Dependencies are inferred from the claim text.