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US 7,405,303 B2Granted
Substituted quinoline compounds for use as selective estrogen receptor modulator
AssigneeSmithKline Beecham Corporation
InventorsWilliam Joel Hoekstra, Aaron Bayne Miller, William John Zuercher, Harikrishna Suryakant Patel
Life of this patent
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Abstract
The present invention relates to novel compounds of formula (I) with a variety of therapeutic uses, more particularly novel substituted quinoline compounds particularly useful for selective estrogen receptor modulation.
Claims14
A compound of Formula I:
- including pharmaceutically acceptable salts wherein
- R1 is —CH═CH—R5;
- R5 is selected from —CN, —C(O)OH, and —C(O)—N(R6)(R7);
- R6 and R7 each independently are selected from hydrogen and unsubstituted alkyl;
- or
- R6 and R7 combine with the nitrogen atom to which they are attached to form a piperidinyl ring;
- each R2 independently is selected from hydrogen, halogen, haloalkyl, hydroxy, and alkoxy;
- n is 1 or 2;
- R3 is selected from hydrogen, hydroxy, unsubstituted alkyl, alkoxy, phenyl, halogen, and haloalkyl;
- X is —O—, —S—, —S(O)—, or —S(O)2—;
- each R4 independently is selected from hydrogen, haloalkyl, hydroxy, and alkoxy;
- and
- m is 1 or 2.
10 more elements
A compound selected from the group consisting of:
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propenoic acid;
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propenoamide;
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propeno-N-isopropylamide;
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propeno-N, N-dimethylamide;
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propeno-N-piperidineamide;
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propenonitrile;
- 4-[(7-Hydroxy-2-ethyl-3-(3-trifluoromethylphenyl)-4-quinolinyl)oxyphenyl]-2-propeno -N-isopropylamide;
- 4-[(7-Hydroxy-2-ethyl-3-(3-trifluoromethylphenyl)-4-quinolinyl)oxyphenyl]-2-propenoic acid;
- 4-[(7-Hydroxy-2-phenyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propenoic acid;
- 3-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)oxyphenyl]-2-propenoic acid;
- and
- 4-[(7-Hydroxy-2-ethyl-3-phenyl-4-quinolinyl)thiophenyl]-2-propenoamide.
9 more elements
Dependencies are inferred from the claim text.