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US 2017/0320869 A1Published application
Derivatives of 2-(1,2,4-triazol-3-ylsulfanyl)-n-1,3,4-thiadiazol-2-yl acetamide which are useful for the treatment of inter alia diabetes
AssigneeApoglyx AB
InventorsMichael RÜTZLER, Thomas BRIMERT, Klaus DREISCH, Johan EVENÄS, Joakim LARSSON
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds, pharmaceutical compositions and methods for modulating aquaporin 9.
Claims22
A compound of Formula (I)
- or a pharmaceutically acceptable salts or stereoisomer thereof, wherein:
- A1, A2, A3, A4, and A5 are independently selected from the group consisting of CH, CR1 and N;
- Y is absent or is selected from CH2 or CHC1-C5 alkyl;
- - - - - . is a single bond when Y is CH2 or CHC1-C5 alkyl;
- Z1 and Z2 are independently selected from the group consisting of CH and N;
- R1 is independently selected from the group consisting of halogen, CN, OH, C1-C6 alkyl, C1-C3 alkylene-C3-C6 cycloalkyl, C3-C6 cycloalkyl, and C1-C6 alkyloxy;
- R2 is selected from the group consisting of C1-C6 alkyl, C1-C6 alkylene-OR4a, C1-C6 alkylene-N(R4a)(R4b), C1-C6 alkylene-C(O)N(R4a)(R4b), C1-C6 alkylene-C(O)OR4a, C1-C3 alkylene-C3-C6 cycloalkyl, and C3-C5 cycloalkyl;
- R3 is selected from the group consisting of H, C1-C6 alkyl, and C1-C6 alkylene-C(O)N(R4a)(R4b) when Y is absent or,
- R3 is selected from C1-C6 alkyl, and C1-C6 alkylene-C(O)N(R4a)(R4b) when Y is CH2 or CHC1 C5 alkyl;
- R4a and R4b are independently selected from H, C1-C4 alkyl, and cyclopropyl;
- R5 is selected from the group consisting of H, F, C1-C6 alkyl, C1-C3 alkylene-C3-C6 cycloalkyl, C3-C6 cycloalkyl, and C1-C6 alkyloxy;
- R6 is selected from the group consisting of H, F, C1-C6 alkyl, C1-C3 alkylene-C3-C6 cycloalkyl, C3-C6 cycloalkyl, and C1-C6 alkyloxy;
- R7 is selected from the group consisting of H, halogen, CN, OH, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkyloxy, O(CH2)mO(CH2)nCH3, O(CH2)mN(R4a)(R4b), OSO2CH3, SO2C1-C6 alkyl, C1-C6 alkylene-S02C1-C6 alkyl, SO2C3-C6 cycloalkyl, C1-C6 alkylene-S02C3-C6 cycloalkyl, SC1-C6 alkyl, SC3-C6 cycloalkyl, C1-C6 alkylene-SC1-C6 alkyl, C1-C6 alkylene-SC3-C6 cycloalkyl, and S(O)(NR8a)(R8b);
- R8ais selected from H, C1-C6 alkyl, and C3-C6 cycloalkyl;
- R8bis C1-C6 alkyl or C3-C6 cycloalkyl;
- m is an integer selected from the group consisting of 1, 2, and 3;
- and
- n is an integer selected from the group consisting of 0, 1, and 2;
- with the proviso that R5, R6, and R7 cannot be H simultaneously;
- and
- with the proviso that the compound is not any of:
18 more elements
(canceled)
(canceled)
Dependencies are inferred from the claim text.