Claims
- 1. A compound of the formula wherein phenyl ring A and phenyl ring B can each, independently, be replaced by a naphthyl group, and wherein when phenyl ring A is replaced by a naphthyl group, the ethereal oxygen of structure I and the carbon to which R3, R4 and NR1R2 are attached, are attached to adjacent ring carbon atoms of the naphthyl group and neither of said adjacent ring carbon atoms is also adjacent to a fused ring carbon atom of said naphthyl group;n and m are, selected, independently, from one, two and three; R1 and R2 are selected, independently, from hydrogen, (C1-C4)alkyl, (C2-C4)alkenyl, and (C2-C4)alkynyl, or R1 and R2, together with the nitrogen to which they are attached, form a four to eight membered saturated ring containing one or two heteroatoms, including the nitrogen to which R1 and R2 are attached, wherein the second heteroatom, when present, is selected from oxygen, nitrogen and sulfur, and wherein said ring may optionally be substituted at available binding sites with from one to three substituents selected, independently, from hydroxy and (C1-C6)alkyl; R3 and R4 are selected, independently, from hydrogen and (C1-C4) alkyl optionally substituted with from one to three fluorine atoms, or R3 and R4 together with the carbon to which they are attached, form a four to eight membered saturated carbocyclic ring, and wherein said ring may optionally be substituted at available binding sites with from one to three substituents selected, independently, from hydroxy and (C1-C6)alkyl; or R2 and R3, together with the nitrogen to which R2 is attached and the carbon to which R3 is attached, form a four to eight membered saturated ring containing one or two heteroatoms, including the nitrogen to which R2 is attached, wherein the second heteroatom, when present, is selected from oxygen, nitrogen and sulfur, and wherein said ring may optionally be substituted at available binding sites with from one to three substituents selected, independently, from hydroxy and (C1-C6)alkyl; each X is selected, independently, from phenyl, heteroaryl and heterocycle, and wherein each X may be further substituted by hydrogen, halo, (C1-C4)alkyl optionally substituted with from one to three fluorine atoms, (C1-C4)alkoxy optionally substituted with from one to three fluorine atoms, cyano, nitro, amino, hydroxy, carbonyl, (C1-C4)alkylamino, di-[(C1-C4)alkyl]amino, NR5(C═O)(C1-C4)alkyl, SO2NR5R6 and SOp(C1-C6)alkyl, wherein R5 and R6 are selected, independently, from hydrogen and (C1-C6)alkyl, and p is zero, one or two; each Y is selected, independently, from hydrogen, halo, (C1-C4)alkyl optionally substituted with from one to three fluorine atoms, (C1-C4)alkoxy optionally substituted with from one to three fluorine atoms, cyano, nitro, amino, (C1-C4)alkylamino, di-[(C1-C4)alkyl]amino, NR5(C═O)(C1-C4)alkyl, SO2NR5R6 and SOp(C1-C6)alkyl, wherein R5 and R6 are selected, independently, from hydrogen and (C1-C6)alkyl, and p is zero, one or two; and each Z is selected independently from hydrogen, halo, (C1-C4)alkyl optionally substituted with from one to three fluorine atoms, (C1-C4)alkoxy; or a pharmaceutically acceptable salt thereof.
- 2. A compound or salt according to claim 1, wherein ring B is phenyl, not replaced with a naphthyl group.
- 3. A compound or salt according to claim 1, wherein X is selected from furan, thiophene, pyridine, 1,2,3-triazole, 1-pyrrolidin-2-one, 1-piperidine-2-one, and tetrazole attached to A through the tetrazole carbon, and wherein X may be further substituted.
- 4. A compound or salt according to claim 1, wherein R3 and R4 are independently selected from hydrogen and unsubstituted (C1-C4) alkyl.
- 5. A compound or salt according to claim 1, wherein R1 and R2 are independently selected from hydrogen and unsubstituted (C1-C4)alkyl.
- 6. A compound or salt according to claim 4, wherein one or both of R3 and R4 are hydrogen.
- 7. A compound according to claim 1, selected from the group consisting of:[4-(3,4-dichlorophenoxy)-biphenyl-3-ylmethyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-thiophen-3-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-4-thiophen-3-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-4-furan-2-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-furan-2-ylbenzyl]-methylamine; N-[4′-(3,4-dichlorphenoxy)-3′-methylaminomethyl-biphenyl-3-yl]-acetamide [2-(3,4-dichlorophenoxy)-5-thiophen-2-ylbenzyl]-methylamine; [4-(3,4-dichlorophenoxy)-4′-fluoro-biphenyl-3-ylmethyl]-methyamine; [2-(3,4-dichlorophenoxy)-5-[1,2,3]triazol-1-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-[1,2,3]triazol-2-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-pyridin-2-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-pyridin-3-ylbenzyl]-methylamine; 1-[4-(3,4-dichlorophenoxy)-3-methylaminomethyl-phenyl]-1H-pyrazol-3-ylamine; [2-(3,4-dichlorophenoxy)-5-pyridin-4-ylbenzyl]-methylamine; [3-(3,4-dichlorophenoxy)-biphenyl-4-ylmethyl]-methylamine; [4-(3,4-dichlorophenoxy)-4′-methyl-biphenyl-3-ylmethyl]-methylamine; [2-(3,4-dichlorophenoxy)-4-thiophen-2-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-thiazol-2-ylbenzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-(1H-tetrazol-5-yl)benzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-furan-3-ylbenzyl]-methylamine; {1-[2-(3,4-dichlorophenoxy)-5-[1,2,3]triazol-1-ylphenyl]ethyl}-methylamine; {1-[2-(3,4-dichlorophenoxy)-5-[1,2,3]triazol-2-ylphenyl]ethyl}-methylamine; {1-[2-(3,4-dichlorophenoxy)-5-thiazol-2-ylphenyl]ethyl}-methylamine; {1-[2-(3,4-dichlorophenoxy)-4-[1,2,4]triazol-1-ylphenyl]ethyl}-methyl amine; [2-(3,4-dichlorophenoxy)-5-(5-methylthiophen-2-yl)benzyl]-methylamine; [2-(3,4-dichlorophenoxy)-5-[1,2,4]triazol-4-ylbenzyl]-methylamine; 1-[4-(3,4-dichlorophenoxy)-3-(methylaminomethyl)phenyl]-pyrrolidin-2-one; 1-[4-(3,4-dichlorophenoxy)-3-(1-methylaminoethyl)phenyl]-pyrrolidin-2-one; 1-[4-(3,4-dichlorophenoxy)-3-(methylaminomethyl)phenyl]-piperidin-2-one; and pharmaceutically acceptable salts thereof.
Parent Case Info
This application claims the benefit under 35 U.S.C. 119 (e) of U.S. Provisional Patent Application No. 60/167,761, filed Nov. 29, 1999, and con't of 35 U.S.C. 120 of International Application No. PCT/IB00/01373, filed Sep. 25, 2000.
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Provisional Applications (1)
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Number |
Date |
Country |
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60/167761 |
Nov 1999 |
US |
Continuations (1)
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Number |
Date |
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Parent |
PCT/IB00/01373 |
Sep 2000 |
US |
Child |
09/692335 |
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US |