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US 7,351,734 B2Granted
Aminoindane derivatives as serotonin and norepinephrine uptake inhibitors
AssigneeH. Lundbeck A/S
InventorsKlaus Peter Bøgesø, Ask Püschl, Jan Kehler, Peter Bregnedal
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Abstract
The present invention relates to aminoindane derivatives having the formula I wherein X, Y, U, R1-2, R13-16 and R are as defined in the claims, or an acid addition salt thereof. The compounds of the invention posses the combined effect of serotonin reuptake inhibition and norepinephrine uptake inhibition.
Claims5
An aminoindane compound having the formula I
- wherein
- X is —O—, —S— or —CR4R5—;
- Y is —CR6R7—, —CR6R7—CR8R9— or —CR6═CR7—;
- or X and Y together form a group —CR4═CR5—, or —CR4═CR5—CR6R7—, and U is —O—, —S— or CR10R11;
- or
- X is —O—, —S— or —CR4R5—;
- and
- Y and U together form a group CR6═CR7—, —CR6═CR7—CR10R11—,
- or —CR6R7—CR10═CR11—;
- or X and Y and U together form —CR4═CR5—CR6═CR7—;
- R1 and R2 are independently selected from hydrogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl, or R1 and R2 together with the nitrogen, to which they are attached, form a 3-7 membered ring optionally containing one further heteroatom;
- R13, R14, R15 and R16 are each independently selected from hydrogen, halogen, cyano, nitro, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, and C3-8-cycloalkyl;
- R is hydrogen, C1-6-alkyl or cyano;
- R4, R5, R6, R7, R8, R9, R10 and R11 are each independently selected form hydrogen and C1-4-alkyl;
- or an acid addition salt thereof.
12 more elements
A compound selected from the group consisting of:
- Trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- Trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-diethyl-amine,
- Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-diethyl-amine,
- Trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-ethyl-amine,
- Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-ethyl-amine,
- Trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-methyl-amine,
- Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-methyl-amine,
- (+)-trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- (−)-trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- (+)-cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- (−)-cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-dimethyl-amine,
- Trans-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-ethyl-methyl-amine,
- Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1-yl)-ethyl-methyl-amine,
- Cis-[3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-indan-1-yl]-dimethyl-amine,
- Trans-[3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-indan-1-yl]-dimethyl-amine,
- Cis-Dimethyl-(3-naphthalen-2-yl-indan-1-yl)-amine,
- Trans-Dimethyl-(3-naphthalen-2-yl-indan-1-yl)-amine,
- Cis-[3-(6-Chloro-benzo[1,3]dioxol-5-yl)-indan-1-yl]-dimethyl-amine,
- Trans-[3-(6-Chloro-benzo[1,3]dioxol-5-yl)-indan-1-yl]-dimethyl-amine,
- Cis-[3-(6-Chloro-benzo[1,3]dioxol-5-yl)-indan-1-yl]-methyl-amine,
- Trans-[3-(6-Chloro-benzo[1,3]dioxol-5-yl)-indan-1-yl]-methyl-amine,
- (+)-Cis-(3-Benzo[1,3]dioxol-5-yl-indan-1yl)-methyl-amine, and
- (−)-Cis-(3-Benzol[1,3]dioxol-5yl-indan-1yl)-methyl-amine;
- or an acid addition salt thereof.
22 more elements
Dependencies are inferred from the claim text.