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US 11,230,544 B1Granted
Substituted 1,3,4-thiadiazoles as GLS1 inhibitors
AssigneeMedshine Discovery Inc.
InventorsYonggang Liao, Jun Lin, Chaonan Liu, Changqing Wei, Wenyuan Qian, Chen Zhang, Zhen Gong, Jian Li, Shuhui Chen
Life of this patent
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Abstract
Disclosed is to a thiadiazole derivative and the uses thereof in preparing a drug for treating GLS1-associated diseases. Specifically disclosed is a derivative compound of formula (I), a tautomer thereof or a pharmaceutically acceptable composition thereof.
Claims21
A compound of formula (I):
- or a pharmaceutically acceptable salt or stereoisomer thereof,
- wherein:
- ring A is 5- to 10-membered heteroaryl, wherein the 5- to 10-membered heteroaryl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—;
- ring B is phenyl or 5- or 6-membered heteroaryl, wherein the 5- or 6-membered heteroaryl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—;
- L is —C(Rc)(Rd)—;
- each R1 is independently H, F, Cl, Br, I, CN, C1-6 alkyl, C1-6 heteroalkyl, C(O)OH, NH2, or OH, wherein each C1-6 heteroalkyl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—, and further wherein each C1-6 alkyl and C1-6 heteroalkyl is optionally and independently substituted with 1, 2, or 3 independently selected Ra substituents;
- each R2 is independently H, F, Cl, Br, I, CN, C1-6 alkyl, C1-6 heteroalkyl, C(O)OH, NH2, or OH, wherein each C1-6 heteroalkyl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—, and further wherein each C1-6 alkyl and C1-6 heteroalkyl is optionally and independently substituted with 1, 2, or 3 independently selected Rb substituents;
- each Ra is independently F, Cl, Br, I, CN, C(O)OH, NH2, or OH;
- each Rb is independently F, Cl, Br, I, CN, C(O)OH, NH2, or OH;
- Rc is H, F, Cl, Br, I, CN, C1-6 alkyl, C1-6 heteroalkyl, C(O)OH, NH2, or OH, wherein the C1-6 heteroalkyl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—, and further wherein the C1-6 alkyl or C1-6 heteroalkyl is optionally substituted with 1, 2, or 3 independently selected R substituents;
- Rd is H, F, Cl, Br, I, CN, C1-6 alkyl, C1-6 heteroalkyl, C(O)OH, NH2, or OH, wherein the C1-6 heteroalkyl contains 1, 2, 3, or 4 heteroatoms or heteroatomic groups independently selected from the group consisting of —N—, —NH—, —O—, and —S—, and further wherein the C1-6 alkyl or C1-6 heteroalkyl is optionally substituted with 1, 2, or 3 independently selected R substituents;
- each R is independently F, Cl, Br, I, CN, CH3, C(O)OH, NH2, or OH;
- m is 1, 2, or 3;
- n is 1, 2, or 3;
- and is a single bond or a double bond.
12 more elements
A compound selected from the group consisting of:
- or a pharmaceutically acceptable salt or stereoisomer thereof.
Dependencies are inferred from the claim text.