Back to results
US 2009/0270408 A1Published application
Amide derivatives as positive allosteric modulators and methods of use thereof
AssigneeAbbott Laboratories
InventorsKathleen H. Mortell, Diana L. Nersesian, Michael R. Schrimpf, Chih-Hung Lee, Murali Gopalakrishnan
Life of this patent
Estimating the term…
Abstract
The invention relates to novel amide derivatives that are PAMs of neuronal nicotinic receptors, compositions comprising the same, processes for preparing such compounds, and methods for using such compounds and compositions.
Claims20
A compound of formula (II), or a pharmaceutically acceptable salt, ester, amide or prodrug thereof:
- wherein
- R1 and R2 are independently hydrogen or methyl, provided both are not methyl;
- a is a single or double bond;
- X1 is Nor CH;
- X2 is CH when a is a double bond, and X2 is CH2 or —CH2CH2— when a is a single bond;
- X3 and X4 are independently N or CH;
- T1 and T2 are independently hydrogen, aryl, cycloalkyl, halo, haloalkyl, or R3-L2-, wherein at least one of T1 and T2 is other than hydrogen;
- L2 is O or S;
- and
- R3 is alkyl, aryl, cycloalkyl, or haloalkyl;
- wherein the compound of formula (II) is other than:
- 3,4-difluoro-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-bromo-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-chloro-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 3,4-diethoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 3,4-dimethoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-butoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-isopropoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-ethoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- 4-fluoro-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide;
- or
- 4-methoxy-N-[(2-methyl-1H-indol-5-yl)methyl]benzamide.
19 more elements
A compound of formula (III):
- wherein
- R1 is alkylcarbonyl, hydrogen, or methyl;
- R2 is hydrogen or methyl;
- a is a single or double bond;
- X1 is N or CH;
- X2 is CH when a is a double bond, and X2 is CH2 or —CH2CH2— when a is a single bond;
- X3 and X4 are independently N or CH;
- T1 and T2 are independently hydrogen, alkyl, aryl, cycloalkyl, halo, haloalkyl, or R3-L2-, wherein at least one of T1 and T2 is other than hydrogen;
- L2 is O or S;
- and
- R3 is alkyl, aryl, cycloalkyl, or haloalkyl;
- or a pharmaceutically acceptable salt, ester, amide or prodrug thereof.
9 more elements
A compound selected from N-[(1-acetyl-1H-indol-5-yl)methyl]-6-(2,2,2-trifluoroethoxy)nicotinamide or N-[(1-acetyl-2,3-dihydro-1H-indol-5-yl)methyl]-4-[(trifluoromethyl)thio]benzamide.
Dependencies are inferred from the claim text.