Use of pyridoindolone derivatives for the preparation of medicinal products
View Patent ↗The invention relates to a novel use of compounds of formula: for the preparation of medicinal products that are useful as anticancer agents.
1. A method of inhibiting the proliferation of tumor cells which comprises administering to a patient in need of such inhibition an effective amount of a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group; or
R 1 and R 2 together form a (CH 2 ) 3 group;
r 3 represents either a phenyl group optionally substituted with a halogen atom or a methyl or methoxy group, or a thienyl group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof;
wherein said proliferation of tumor cells is susceptible to inhibition by said compound of formula (I) or said pharmacentically acceptable salt.
2. A method according to claim 1 which comprises administering a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group; or
R 1 and R 2 together form a (CH 2 ) 3 group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
3. A method according to claim 1 which comprises administering a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
4. The method according to claim 1 wherein the compound is selected from:
6-chloro-1,9-dimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
3-(4-methoxyphenyl)-1,9-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
1,6,9-trimethyl-3-(3-thienyl)-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
1,6,9-trimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one; or
1,6-dimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
or a pharmaceutically acceptable salt thereof.
5. A method according to claim 1 which comprises administering a compound of formula:
in which:
R 1 represents a methyl or ethyl group;
R 2 represents a methyl or ethyl group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
6. A method for treating cancer or tumors which comprises administering to a patient in need of such treatment an effective amount of a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group; or
R 1 and R 2 together form a (CH 2 ) 3 group;
r 3 represents either a phenyl group optionally substituted with a halogen atom or a methyl or methoxy group, or a thienyl group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof;
wherein said cancer or tumors are susceptible to treatment by said compound of formula (1) or said pharmaceutically acceptable salt.
7. A method according to claim 6 which comprises administering a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group; or
R 1 and R 2 together form a (CH 2 ) 3 group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
8. A method according to claim 6 which comprises administering a compound of formula:
in which:
R 1 represents a hydrogen atom or a methyl or ethyl group;
R 2 represents a methyl or ethyl group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
9. A method according to claim 6 which comprises administering a compound of formula:
in which:
R 1 represents a methyl or ethyl group;
R 2 represents a methyl or ethyl group;
R 3 represents a hydrogen or halogen atom or a methyl or methoxy group;
R 4 represents a hydrogen or chlorine atom or a methyl or methoxy group;
or a pharmaceutically acceptable salt thereof.
10. The method according to claim 6 wherein the compound is selected from:
6-chloro-1,9-dimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
3-(4-methoxyphenyl)-1,9-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
1,6,9-trimethyl-3-(3-thienyl)-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
1,6,9-trimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one; or
1,6-dimethyl-3-phenyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one;
or a pharmaceutically acceptable salt thereof.