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US 2019/0315731 A1Published application
6-(buta-1,3-diyn-1-yl)benzo[d]thiazole derivatives
AssigneeIdorsia Pharmaceuticals Ltd
InventorsStefan DIETHELM, Azely MIRRE, Philippe PANCHAUD, Christine SCHMITT, Jean-Luc SPECKLIN, Jean-Philippe SURIVET
Life of this patent
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Abstract
The invention relates to antibacterial compounds of formula I wherein the group M and R1 are as defined in the claims, and salts thereof.
Claims15
A compound of formula I
- wherein M is the group (4-hydroxypiperidin-1-yl)carbonyloxymethyl, (3-hydroxyazetidin-1-yl)carbonyloxymethyl or 1-(methylamino)cyclopropyl, or M represents one of the groups MA, MB, MC, MD, ME and MF represented below
- wherein
- XA1 represents methyl-d, methyl-d2, (C1-C4)alkyl, ω-(C2-C3)haloalkyl, ω-hydroxy(C2-C4)alkyl, 2,3-dihydroxyprop-1-yl, 3-hydroxy-2-(hydroxymethyl)prop-1-yl, oxetan-3-yl, (oxetan-3-yl)methyl, thietan-3-yl, 1,1-dioxidothietan-3-yl, (C3-C6)cycloalkyl, 3-hydroxycyclobut-1-yl, 3-(ω-hydroxy(C1-C3)alkyl)cyclobut-1-yl, tetrahydropyran-4-yl, (C3-C6)cycloalkyl(C1-C3)alkyl or ω-phosphonooxy-(C2-C4)alkyl;
- XA21 and XA22 each independently represent H, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XA3 represents H, (C1-C3)alkyl or halogen;
- XB1 represents (C1-C4)alkyl, ω-hydroxy(C2-C3)alkyl, (C3-C6)cycloalkyl, oxetan-3-yl or tetrahydropyran-4-yl;
- XB21 and XB22 each independently represent H, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XB31 and XB32 each independently represent H, halogen, hydroxy, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XB4 represents H, halogen, hydroxy or (C1-C3)alkyl;
- XC1 represents H, (C1-C4)alkyl, (C3-C6)cycloalkyl, ω-hydroxy(C2-C3)alkyl, oxetan-3-yl or tetrahydropyran-4-yl;
- XC2 represents H, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XC3 represents H, halogen (especially fluorine), hydroxy, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XC4 represents H, (C1-C3)alkyl, halogen or hydroxy;
- XD1 represents H, (C1-C4)alkyl, ω-(C2-C3)haloalkyl or ω-hydroxy(C2-C4)alkyl;
- XD2 and XD3 each independently represent H, (C1-C4)alkyl, (C1-C3)haloalkyl or hydroxy(C1-C3)alkyl;
- XE1 represents H, (C1-C4)alkyl, (C1-C3)haloalkyl, 1,2-dihydroxyethyl or hydroxy(C1-C3)alkyl;
- XF1 represents H, (C1-C4)alkyl, (C1-C3)haloalkyl, 1,2-dihydroxyethyl or hydroxy(C1-C3)alkyl;
- and
- one of V or W represents —O—, —CH(OH)— or —CH2—, and the other represents —CH2—;
- R1 represents H, PO3H2, SO3H, phosphonooxymethyl or the group L represented below
- wherein R2 represents (C1-C4)alkylamino(C1-C4)alkyl, [di(C1-C4)alkylamino](C1-C4)alkyl, phosphonooxy(C1-C4)alkyl, phosphonooxymethoxy, 2-(phosphonooxy-(C1-C4)alkyl)-phenyl, (2-(phosphonooxy)-phenyl)-(C1-C4)alkyl (especially 2-(2-(phosphonooxy)-phenyl)-ethyl) or [2-(phosphonooxy-(C1-C4)alkyl)-phenyl]-(C1-C4)alkyl;
- or a salt thereof.
19 more elements
Dependencies are inferred from the claim text.