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US 6,787,538 B2Granted
2-phenyl-1-[4-(2-aminoethoxy)-benzyl]-indoles as estrogenic agents
AssigneeWyeth
InventorsChris P. Miller, Michael D. Collini, Bach D. Tran, Arthur A. Santilli
Life of this patent
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Abstract
The present invention relates to new 2-Phenyl-1-[4-(2-Aminoethoxy)-Benzyl]-Indole compounds having the general structures below: which are useful in providing hormone replacement therapy.
Claims5
A method of providing hormone replacement therapy in a post-menopausal woman in need thereof, which comprises administering to said mammal an effective amount of a compound of formula I or II, having the structures
- wherein:
- R1 is selected from H, OH or the C1-C12 esters (straight chain or branched) or C1-C12 (straight chain or branched or cyclic) alkyl ethers thereof, or halogens;
- or C1-C4 halogenated ethers including triflouromethyl ether and trichloromethyl ether.
- R2, R3, R4, R5, and R6 are independently selected from H, OH or the C1-C12 esters (straight chain or branched) or C1-C12 alkyl ethers (straight chain or branched or cyclic) thereof, halogens, or C1-C4 halogenated ethers including triflouromethyl ether and trichloromethyl ether, cyano, C1-C6 alkyl (straight chain or branched), or trifluoromethyl, with the proviso that, when R1 is H, R2 is not OH.
- X is selected from H, C1-C6 alkyl, cyano, nitro, trifluoromethyl, halogen;
- n is 2 or 3;
- Y is selected from:
- a) the moiety:
- wherein R7 and R8 are independently selected from the group of H, C1-C6 alkyl, or phenyl optionally substituted by CN, C1-C6 alkyl (straight chain or branched), C1-C6 alkoxy (straight chain or branched), halogen, —OH, —CF3, or —OCF3;
- b) a five-membered saturated, unsaturated or partially unsaturated heterocycle containing up to two heteroatoms selected from the group consisting of —O—, —NH—, —N(C1C4 alkyl)—, —N═, and —S(O)m—, wherein m is an integer of from 0-2, optionally substituted with 1-3 substituents independently selected from the group consisting of hydrogen, hydroxyl, halo, C1-C4 alkyl, trihalomethyl, C1-C4 alkoxy, trihalomethoxy, C1-C4 acyloxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, hydroxy (C1-C4)alkyl, —CO2H—, —CN—, —CONHR1—, —NH2—, C1-C4 alkylamino, di(C1-C4)alkylamino, —NHSO2R1—, —NHCOR1—, —NO2, and phenyl optionally substituted with 1-3 (C1-C4)alkyl;
- C) a six-membered saturated, unsaturated or partially unsaturated heterocycle containing up to two heteroatoms selected from the group consisting of —O—, —NH—, —N(C1C4 alkyl)—, —N═, and —S(O)m—, wherein m is an integer of from 0-2, optionally substituted with 1-3 substituents independently selected from the group consisting of hydrogen, hydroxyl, halo, C1-C4 alkyl, trihalomethyl, C1-C4 alkoxy, trihalomethoxy, C1-C4 acyloxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, hydroxy (C1-C4)alkyl, —CO2H—, —CN—, —CONHR1—, —NH2—, C1-C4 alkylamino, di(C1-C4)alkylamino, —NHSO2R1—, —NHCOR1—, —NO2, and phenyl optionally substituted with 1-3 (C1-C4)alkyl;
- d) a seven-membered saturated, unsaturated or partially unsaturated heterocycle containing up to two heteroatoms selected from the group consisting of —O—, —NH—, —N(C1C4 alkyl)—, —N═, and —S(O)m—, wherein m is an integer of from 0-2, optionally substituted with 1-3 substituents independently selected from the group consisting of hydrogen, hydroxyl, halo, C1-C4 alkyl, trihalomethyl, C1-C4 alkoxy, trihalomethoxy, C1-C4 acyloxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, hydroxy (C1-C4)alkyl, —CO2H—, —CN—, —CONHR1—, —NH2—, C1-C4 alkylamino, di(C1-C4)alkylamino, —NHSO2R1—, —NHCOR1—, —NO2, and phenyl optionally substituted with 1-3 (C1-C4)alkyl;
- or
- e) a bicyclic heterocycle containing from 6-12 carbon atoms either bridged or fused and containing up to two heteroatoms selected from the group consisting of —O—, —NH—, —N(C1C4 alkyl)—, and —S(O)m—, wherein m is an integer of from 0-2, optionally substituted with 1-3 substituents independently selected from the group consisting of hydrogen, hydroxyl, halo, C1-C4 alkyl, trihalomethyl, C1-C4 alkoxy, trihalomethoxy, C1-C4 acyloxy, C1-C4 alkylthio, C1C4 alkylsulfinyl, C1-C4 alkylsulfonyl, hydroxy (C1-C4)alkyl, —CO2H—, —CN—, —CONHR1—, —NH2—, C1-C4 alkylamino, di(C1-C4)alkylamino, —NHSO2R1—, —NHCOR1—, —NO2, and phenyl optionally substituted with 1-3 (C1-C4) alkyl;
- or a pharmaceutically acceptable salt thereof.
12 more elements
Dependencies are inferred from the claim text.