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US 7,888,386 B2Granted
3-(phenoxyphenylmethyl)pyrrolidine compounds
AssigneeTheravance, Inc.
InventorsEric L. Stangeland, Priscilla Van Dyke, Timothy J. Church, Lori Jean Patterson, Daisuke Roland Saito
Life of this patent
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Abstract
In one aspect, the invention relates to compounds of formula I: where a and R1-6 are as defined in the specification, or a pharmaceutically acceptable salt thereof. The compounds of formula I are serotonin and norepinephrine reuptake inhibitors. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.
Claims54
A compound of formula I:
- where:
- a is 0 to 5;
- each R1 is independently selected from halo, —C1-6alkyl, —C2-6alkynyl, —O—C1-6alkyl, —C1-4alkylene-O—C1-4alkyl, —C0-1alkylene-phenyl, —O—C0-3alkylene-phenyl, —C0-6alkylene-OH, —CN, —C0-2alkylene-COOH, —CHO, —C(O)—C1-6alkyl, —C(O)O—C1-4alkyl, —CH2SH, —S—C1-6alkyl, —C1-4alkylene-S—C1-4alkyl, —SO2—C1-6alkyl, —SO2NRaRb, —NHSO2Ra, —C0-1alkylene-NRaRb, —NHC(O)—C1-6alkyl, —C(O)NRaRb, and —NO2;
- R2 through R6 are independently selected from H, halo, —C1-6alkyl, —C2-6alkynyl, —O—C1-6alkyl, —C1-4alkylene-O—C1-4alkyl, —C0-1alkylene-phenyl, —O—C0-3alkylene-phenyl, —C0-6alkylene-OH, —CN, —C0-2alkylene-COOH, —CHO, —C(O)—C1-6alkyl, —C(O)O—C1-4alkyl, —CH2SH, —S—C1-6alkyl, —C1-4alkylene-S—C1-4alkyl, —SO2—C1-6alkyl, —SO2NRaRb, —NHSO2Ra, —C0-1alkylene-NRaRb, —NHC(O)—C1-6alkyl, —C(O)NRaRb, and —NO2;
- Ra and Rb are independently H or —C1-4alkyl;
- each alkyl in R1 through R6 is optionally substituted with 1 to 5 fluoro atoms;
- and each phenyl in R1 through R6 is optionally substituted with 1 or 2 groups independently selected from halo, —C1-6alkyl, and —O—C1-6alkyl;
- or a pharmaceutically acceptable salt thereof.
5 more elements
Dependencies are inferred from the claim text.