US 12,351,567 B2
Urolithin derivatives and methods of use thereof
Christopher L. Rinsch, Lausanne (CH); Penelope Andreux, Eclepens (CH); Jonathan Mark Sutton, Harlow (GB); Eileen Mary Seward, Harlow (GB); Jamie D. Knight, Harlow (GB); Ian Linney, London (GB); Peter C. Sennhenn, Munich (DE); Said Oumouch, Wittenheim (FR); Florent Beaufils, Bartenheim (FR); and Thomas Christian Fessard, Küsnacht (CH)
Assigned to Vandria SA, Lausanne (CH)
Filed by Vandria SA, Lausanne (CH)
Filed on Nov. 16, 2023, as Appl. No. 18/511,586.
Application 18/511,586 is a division of application No. 17/586,294, filed on Jan. 27, 2022, granted, now 11,820,751.
Claims priority of provisional application 63/142,333, filed on Jan. 27, 2021.
Prior Publication US 2024/0158363 A1, May 16, 2024
Int. Cl. C07D 311/80 (2006.01); C07D 217/24 (2006.01); C07D 279/02 (2006.01); C07D 407/12 (2006.01); C07D 491/04 (2006.01); C07D 491/107 (2006.01); C07D 493/04 (2006.01); C07D 493/10 (2006.01)
CPC C07D 311/80 (2013.01) [C07D 217/24 (2013.01); C07D 279/02 (2013.01); C07D 407/12 (2013.01); C07D 491/04 (2013.01); C07D 491/107 (2013.01); C07D 493/04 (2013.01); C07D 493/10 (2013.01)] 19 Claims
 
1. A compound of Formula (Ic):

OG Complex Work Unit Chemistry
wherein
A is

OG Complex Work Unit Chemistry
one of n and m is 0; and the other of n and m is 1;
X1 and Y1 are each O;
R2 and R7 are each OH;
R1, R3, R6, and R8 are independently selected from H, OH, OCH3, OAc, NH2, halogen, CN, CF3, CO2H, NO2, NHAc, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, alkylamino, alkyl-R9, alkenyl-R9, alkynyl-R9, OR10, NHR10, NR11C(O)R12, C(O)NR11R12, and NR11SO2R12;
R4 and R5 are independently selected from H, halogen and alkyl;
each occurrence of R9 is independently selected from OH, NH2, O-alkyl, O-alkyl-O-alkyl, alkylamino, NHC(O)-alkyl, N(CH3)C(O)-alkyl, NHSO2-alkyl, N(CH3)SO2-alkyl, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
R10 is selected from C2-C12 alkyl, hydroxyalkyl, aminoalkyl, alkyl-O-alkyl, alkyl-O-alkyl-OH, alkyl-O-alkyl-O-alkyl, alkenyl, alkynyl, aralkyl, heteroaralkyl, alkyl-cycloalkyl, alkyl-heterocycloalkyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, SO3H, SO2-alkyl, and SO2-haloalkyl;
each occurrence of R11 is selected from H and alkyl; and
each occurrence of R12 is selected from alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, O-alkyl, aminoalkyl, aralkyl, heteroaralkyl, alkyl-cycloalkyl, and alkyl-heterocycloalkyl;
or a pharmaceutically acceptable salt thereof.