Back to results
US 11,376,254 B2Granted
Positive allosteric modulators of the muscarinic acetylcholine receptor M4
AssigneeVanderbilt University
InventorsCraig W. Lindsley, P. Jeffrey Conn, Darren W. Engers, Julie L. Engers
Life of this patent
Estimating the term…
Abstract
Disclosed herein are tricyclic compounds, including 3-(difluoromethyl)-4-methylpyrimido[4′,5′:4,5]thieno[2,3-c]pyridazin-8-amine compounds, which may be useful as positive allosteric modulators of the muscarinic acetylcholine receptor M4 (mAChR M4). Also disclosed herein are methods of making the compounds, pharmaceutical compositions comprising the compounds, and methods of treating neurological and psychiatric disorders associated with muscarinic acetylcholine receptor dysfunction using the compounds and compositions.
Claims19
A compound of formula (I),
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 and R2 are each independently selected from hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkyl, heteroalkyl, heterocycle, and —(CRaRb)n—Y;
- or R1 and R2 are taken together with the nitrogen atom to which they are attached to form a heterocycle;
- each Y is independently selected from halo, —OR, —SR, —C(O)R, —C(O)OR, —S(O)R, —SO2R, —NR2, —C(O)NR2, —NRC(O)R, —S(O)2NR2, —NRS(O)2R, aryl, heteroaryl, cycloalkyl, and heterocycle;
- n is 1, 2, 3, 4, 5, 6, 7, or 8;
- Ra and Rb are each independently selected from hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, and halo;
- and
- each R is independently selected from hydrogen, alkyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, heterocycle, heterocyclealkyl, heteroaryl, heteroarylalkyl, and heteroalkyl;
- wherein each aryl, cycloalkyl, heterocycle, and heteroaryl is independently unsubstituted or substituted with one or more substituents.
6 more elements
Dependencies are inferred from the claim text.