Back to results
US 11,299,467 B2Granted
Chemical compounds
AssigneeAntabio SAS
InventorsDavid Thomas Davies, Simon Leiris, Nicolas Sprynski, Martin Everett, Magdalena Zalacain
Life of this patent
Estimating the term…
Abstract
The invention relates to a compound which is a thiazole derivative of Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, R6, R7, Formula (A), Z, L, X, m, n and p are as defined herein. The compounds are useful in the treatment and prevention of bacterial infection. The invention also relates to combinations of the compound of Formula (I) with further active agents.
Claims28
A compound of Formula (I), or a pharmaceutically acceptable salt thereof,
- wherein
- R1 is selected from H, R1a and —CH2OC(O)R1a, wherein R1a is selected from an unsubstituted C1 to C4 alkyl group and phenyl;
- {circle around (A)} is a cyclic group selected from C6 to C10 aryl and 5- to 10-membered heteroaryl;
- each R2 is independently selected from:
- (i) halo or R8;
- (ii) C1-3 alkyl, O(C1-3 alkyl), S(C1-3 alkyl), SO(C1-3 alkyl) or SO2(C1-3 alkyl), any of which may optionally be substituted with 1, 2 or 3 halo substituents and/or one R′substituent;
- and
- (iii) NRaC(O)Rc, and NRaC(O)NRbRc, wherein each Ra and Rb is independently selected from hydrogen and unsubstituted C1-2 alkyl and each Rc is unsubstituted C1-2 alkyl;
- and
- each R8 is independently selected from CN, OH, —C(O)NRfRg, —NRfRg, —NR10C(NR11)R12, —C(NR10)NR11R12, and —NR10C(NR11)NR12R13;
- wherein each of Rf and Rg is independently H or unsubstituted C1-2 alkyl;
- m is 0, 1, 2 or 3
- R3 is selected from hydrogen and a C1 to C3 alkyl group which is unsubstituted or is substituted with 1, 2 or 3 substituents selected from halogen, —OR10, and —NR10R11;
- n is 0 or 1
- Z is a bond or is selected from —NR10C(O)—, —C(O)NR10—, —NR10C(O)NR11—, —NR10C(O)O—, —OC(O)NR10, —NR10C(O)S—, —SC(O)NR10, —NR10C(NR11)—, —C(NR10)NR11—, —NR10C(NR11)NR12—, —NR10C(N+R11R12)—, —C(N+R10R11)NR12—, —NR10C(N+R11R12)NR13—, —NR10C(NR11)O—, —OC(NR10)NR11, —NR10C(N+R11R12)O—, —OC(N+R10R11)NR12—, —NR10C(NR11)S—, —SC(NR10)NR11, —NR10C(N+R11R12)S—, —SC(N+R10R11)NR12—, —C(O)NR15—, —NR10C(O)NR15—, —OC(O)NR15, —SC(O)NR15, —C(NR10)NR15—, —NR10C(NR11)NR15—, —C(N+R10R11)NR15—, —NR10C(N+R11R12)NR15—, —OC(NR10)NR15, —OC(N+R10R11)NR15—, —SC(NR10)NR15, and —SC(N+R10R11)NR15—;
- L is a bond or is selected from C1-4 alkylene, C2-4 alkenylene, C2-4 alkynylene, C1-3 alkylene-(C3-6cycloalkylene)-C1-3 alkylene, C1-4 alkylene-(C3-6cycloalkylene) and (C3-6cycloalkylene)-C1-4 alkylene, wherein L is unsubstituted or is substituted with 1 or 2 substituents selected from halogen, —OR10, and —NR10R11;
- or L is —C(R10)═N—;
- X is a bond or, when L is other than a bond or —C(R10)═N—, X is a bond or is selected from —NR10—, —O—, —NR10C(NR11)—, and —C(NR10)—;
- p is 0 or 1;
- R4 is selected from H, —CN and C1 to C3 alkyl which is unsubstituted or is substituted with 1, 2 or 3 substituents selected from halogen, —OR10, —NR10R11, and —CN;
- R5 is selected from H, —CN and C1 to C3 alkyl which is unsubstituted or is substituted with 1, 2 or 3 substituents selected from halogen, —OR10, —NR10R11, and —CN;
- R6 is selected from H, —CN and C1 to C3 alkyl which is unsubstituted or is substituted with 1, 2 or 3 substituents selected from halogen, —OR10, —NR10R11, and —CN;
- R7 if present is selected from H, —CN and C1 to C3 alkyl which is unsubstituted or is substituted with 1, 2 or 3 substituents selected from halogen, —OR10, —NR10R11, and —CN;
- each R10, R11, R12, and R13 is independently H or methyl;
- each R15 is independently substituted C1 to C4 alkyl or unsubstituted C2 to C4 alkyl, wherein when R15 is a substituted C1 to C4 alkyl group, the alkyl group is substituted with 1, 2 or 3 substituents independently selected from halogen, CN, OR10 and —NR10R11.
22 more elements
Dependencies are inferred from the claim text.