US 11,919,917 B2
Sting agonistic compound
Ryosuke Hanada, Osaka (JP); Masaya Kokubo, Osaka (JP); Masakuni Kurono, Osaka (JP); Kenichi Kouda, Osaka (JP); and Hiroshi Hagiya, Osaka (JP)
Assigned to ONO PHARMACEUTICAL CO., LTD., Osaka (JP)
Filed by ONO PHARMACEUTICAL CO., LTD., Osaka (JP)
Filed on Aug. 6, 2021, as Appl. No. 17/395,643.
Application 17/395,643 is a continuation of application No. 17/264,179, granted, now 11,130,773, previously published as PCT/JP2019/039941, filed on Oct. 10, 2019.
Claims priority of application No. 2018-192276 (JP), filed on Oct. 11, 2018.
Prior Publication US 2021/0363166 A1, Nov. 25, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 498/04 (2006.01); C07F 9/06 (2006.01); C07F 9/6561 (2006.01)
CPC C07F 9/6561 (2013.01) [C07D 498/04 (2013.01); C07F 9/062 (2013.01)] 48 Claims
 
1. A compound of the following formula (I-1):

OG Complex Work Unit Chemistry
wherein,
X and Y are each independently C—H or a nitrogen atom, provided that both X and Y are not simultaneously C—H,
Z is an oxygen atom or sulfur atom,
T is a carbon atom or nitrogen atom,
Ring A is a 5 to 7-membered monocycle,
Ring B is a 5 to 7-membered monocycle or 8 to 10-membered bicycle,
L1 is a bond, —O—, —CONH—, —CO—, —CO2—, —S—, —SO2— or —SO—,
L2 is a bond, C1-3 alkylene group, C3-7 cycloalkylene group or phenylene group,
R1 is a hydrogen atom, halogen atom, hydroxyl group, cyano group, N(R1a)2, C1-4 alkyl group, carboxy group, C1-4 alkoxycarbonyl group, C1-4 haloalkyl group, methyl-d3 group, C3-7 cycloalkyl group, phenyl group, or 3 to 7-membered monocyclic non-aromatic heterocycle,
wherein (R1a)s are each independently a hydrogen atom or C1-4 alkyl group,
R2c is a hydrogen atom, hydroxyl group, halogen atom, oxo group, nitro group, cyano group, C1-4 alkoxy group, —CH2NR2dR2e, or NR2dR2e,
wherein R2d is a hydrogen atom, C1-4 alkyl group, or RFR, and
R2e is a hydrogen atom,
m is an integer of 0 or 1,
R3 is a hydrogen atom, halogen atom, hydroxyl group, C1-4 alkyl group, C1-4 alkoxy group, C1-4 haloalkyl group, C1-4 haloalkoxy group, or amino group,
n is an integer of 1 to 16, wherein when n is 2 or more, a plurality of R3 may be the same or different,
R4a is a hydrogen atom, C1-4 alkyl group, carboxy group, or RFR,
R5 is a C1-4 alkyl group, p represents an integer of 0 to 5, wherein when p is 2 or more, a plurality of R5 may be the same or different,
R6a is a hydrogen atom, C1-4 alkyl group, or RFR,
R7 is a hydrogen atom,
b is the bonding position of Ring B,
RFR represents —(CRFb2)qOP(═O)(ORFa)2,
wherein (RFa)s are independently a hydrogen atom, C1-4 alkyl group, C3-6 cycloalkyl group, —(CH2)2OH, or —CH2OCO2CH(CH3)2,
(RFb)s are independently a hydrogen atom or methyl group, and
q is an integer of 1 or 2, wherein a plurality of RFb may be the same or different,
with proviso that two or more of R2d, R4a, and R6a are not simultaneously RFR,
or a pharmaceutically acceptable salt thereof or a solvate thereof.