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US 10,968,186 B2Granted
Ascochlorin derivative and use thereof as AMPK activator
AssigneeTatsuo Hoshino
InventorsNobuo Shimma, Tatsuo Hoshino
Life of this patent
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Abstract
An object of the present invention is to provide a novel ascochlorin derivative which activates adenosine monophosphate-activated protein kinase (AMPK), and is useful in the treatment or prevention of diseases or conditions that involve AMPK dysregulation. The present invention provides a compound presented by formula I, a pharmaceutically acceptable salt or a solvate thereof.
Claims14
A compound represented by formula I:
- wherein
- R1 is formyl, or —CH═N—O—Y, in which Y is a hydrogen atom or C1-6 alkyl;
- R2 is C1-6 alkyl that may be substituted with 1 to 5 fluorine atoms;
- R3 is a hydrogen atom or C1-6 alkyl;
- R4 is hydroxy, C1-6 alkylamino, C3-7 cycloalkylamino, or 3- to 7-membered heterocycloalkylamino which contains —O—, —S—, —NR6—, —SO— or —SO2— as a ring atom, or
- R3 and R4 together with the carbon atom to which they are attached form >C═N—O—Z;
- Z is a hydrogen atom, C1-6 alkyl, —CO(CH2)n—R5 or —(CH2)n—R5;
- n is an integer selected from 1 to 4;
- R5 is —CO2R6, —CONH2, —CONR7R8, —OCONR7R8, —SO2NR7R8, —SO2R9, hydroxy, —NHSO2R9, or —NR7R8;
- R6, R7 and R8 are each independently selected from a group consisting of a hydrogen atom, C1-6 alkyl, and C3-7 cycloalkyl;
- or R7 and R8 together with the nitrogen atom to which they are attached form a nitrogen-containing 3- to 7-membered heterocyclic ring which may further contain —O—, —S—, —NR6—, —SO— or —SO2— as a ring atom, in which the heterocyclic ring may be substituted with one or more substituents selected from hydroxy and C1-6 alkyl;
- and
- R9 is C1-6 alkyl, or C3-7 cycloalkyl;
- a pharmaceutically acceptable salt or a solvate thereof.
11 more elements
A compound represented by formula VIII:
- wherein R10 is independently selected from C1-6 alkyl, and R2 is C1-6 alkyl that is substituted with one to five fluorine atoms.
A compound represented by the formula IV:
- wherein R2 is a hydrogen atom or C1-6 alkyl that may be substituted with one to five fluorine atoms;
- and Y is a hydrogen atom or C1-6 alkyl.
Dependencies are inferred from the claim text.