Probucol derivative, preparation method therefor and use thereof
AssigneeDemotech.Inc.
InventorsSong Lu, Wenwei Xie, Shuangjiang He
Life of this patent
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Abstract
The present invention relates to the field of compounds, and in particular to a probucol derivative, a preparation method therefor and use thereof, the probucol derivative having a structure represented by general formula I. The probucol derivative provided in the present invention can be used for the prevention and treatment of vascular diseases including diabetes, cardio-cerebrovascular diseases or complications thereof, and can be effectively used for reducing blood glucose, reducing blood lipid, reducing cholesterol, reducing body weight, reducing triglyceride, anti-inflammatory, and anti-oxidation, etc., having broad prospective applications.
Claims5
A probucol derivative having a structure represented by general formula I:
- herein R1 and R2 are selected from the group consisting of hydrogen, an alkyl group and an alkoxy group, where the alkyl or the alkoxy group is optionally substituted with a hydroxyl group, a cycloalkyl group, an alkenyl group, an ester group, a carboxylic group, a cyano group, an amino group, a nitro group, an amide group, a sulfonyl group, —ONO2, an ether group, an aryl group, a heteroaryl group or halogen;
- and the amino group is optionally substituted with an alkyl group or a cycloalkyl group;
- Q is —CR5R6, where R5 and R6 are selected from the group consisting of an alkyl group, an alkenyl group, and an aryl group;
- the alkyl group, alkenyl group, or aryl group is optionally substituted with a hydroxyl group, an alkyl group, an alkenyl group, an amide group, an ester group, a carbonyl group, a cyano group, an amino group, a nitro group or halogen;
- and the amino group is optionally substituted with a branched or linear alkyl group containing C1-C6 or a 3- to 5-membered cycloalkyl group;
- and
- Z is an aryl group or an alkyl group, where the aryl group is substituted with halogen, an alkyl group, a cycloalkyl group, an alkenyl group, a cyano group, an amino group, a heteroaryl group, —NR12R13, —COOR12, —CONR12R13, —NR12COR13, —SO2R12, —ONO2, —SO3H, —CO2H or —NR12SO2R13;
- and the alkyl group is optionally substituted with halogen, a hydroxyl group, a cycloalkyl group, a cyano group, an amino group, an aryl group, a heteroaryl group, —NR12R13, —OR12, —COOR12, —CONR12R13, —NR12COR13, —SO2R12, —ONO2, —SO3H, —CO2H or —NR12SO2R13;
- wherein R12 and R13 are selected from the group consisting of a hydroxyl group, a cycloalkyl group, an alkenyl group, an amide group, an ester group, a cyano group, an amino group, a nitro group, halogen, a saturated heterocyclic group, an aryl group and a heteroaryl group.
A probucol derivative having a structure represented by general formula III:
- herein R1 and R2 are selected from the group consisting of hydrogen, an alkyl group and an alkoxy group, where the alkyl or alkoxy group is optionally substituted with a hydroxyl group, a cycloalkyl group, an alkenyl group, an ester group, a carboxylic group, a cyano group, an amino group, a nitro group, an amide group, a sulfonyl group, —ONO2, an ether group, an aryl group, a heteroaryl group or halogen;
- and the amino group is optionally substituted with an alkyl group or a cycloalkyl group;
- R5 and R6 are selected from the group consisting of an alkyl group, an alkenyl group, and an aryl group, where the alkyl group, alkenyl group, or aryl group is optionally substituted with a hydroxyl group, an alkyl group, an alkenyl group, an acyl group, an ester group, a carboxylic group, a cyano group, an amino group, a nitro group or halogen;
- n is an integer of 1 to 4;
- X is O;
- and
- R7 is selected from the group consisting of a hydroxyl group, a cycloalkyl group, an alkenyl group, an amide group, an ester group, a cyano group, an amino group, a nitro group, halogen, a saturated heterocyclic group, an aryl group and a heteroaryl group.
A probucol derivative having a structure represented by general formula IV:
- herein R1, R2, R3 and R4 are selected from the group consisting of hydrogen, an alkyl group and an alkoxy group, where the alkyl or the alkoxy group is optionally substituted with a hydroxyl group, a cycloalkyl group, an alkenyl group, an ester group, a carboxylic group, a cyano group, an amino group, a nitro group, an amide group, a sulfonyl group, —ONO2, an ether group, an aryl group, a heteroaryl group or halogen;
- and the amino group is optionally substituted with an alkyl group or a cycloalkyl group;
- M is —CO(CH2)mCONHR14, where m is an integer of 2 to 4;
- R14 is an alkyl group, an aryl group or a heteroaryl group;
- the alkyl group is optionally substituted with a carboxylic group, a sulfonic acid group, —ONO2, an amide group or a cyano group;
- and
- R5 and R6 are selected from the group consisting of an alkyl group, an alkenyl group and an aryl group, where the alkyl group, alkenyl group or aryl group is optionally substituted with a hydroxyl group, an alkyl group, an alkenyl group, an amide group, an ester group, a carbonyl group, a cyano group, an amino group, a nitro group or halogen;
- and the amino group is optionally substituted with branched or linear alkyl group containing C1-C6 or a 3- to 5-membered cycloalkyl group.
A probucol derivative having a structure represented by general formula V:
- herein R1, R2 and R3 are selected from the group consisting of hydrogen, an alkyl group and an alkoxy group, where the alkyl or the alkoxy group is optionally substituted with a hydroxyl group, a cycloalkyl group, an alkenyl group, an ester group, a carboxylic group, a cyano group, an amino group, a nitro group, an amide group, a sulfonyl group, —ONO2, an ether group, an aryl group, a heteroaryl group or halogen;
- and the amino group is optionally substituted with an alkyl group or a cycloalkyl group;
- R8 and R9 are selected from the group consisting of a C1-C6 linear or branched alkyl group, a cycloalkyl group, an aryl group and a heteroaryl group;
- X is NH, N, O or S;
- Y is a heteroaryl group, —CH2— or —C(O);
- when X is NH, O or S, one instance of —Y(CHR10)pR11 is absent;
- p is an integer from 0 to 6;
- and
- R10 and R11 are selected from the group consisting of hydrogen, an amino group, an aryl group, a heteroaryl group and an alkyl group, where the amino group, aryl group, heteroaryl group or alkyl group is optionally substituted with halogen, a hydroxyl group, a saturated heterocyclic hydrocarbyl group, an alkenyl group, a cyano group, an aryl group, a heteroaryl group, —NR15R16, —OR15, —COOR15, —CONR15R16, —NR15COR16, —SO2R15, —ONO2, —SO3H, —CO2H or —NR15SO2R16;
- the saturated heterocyclic hydrocarbyl group is selected from a 4- to 12-membered saturated monocyclic, bicyclic or tricyclic group having at least one carbon atom and at least one heteroatom;
- the at least one heteroatom is selected from N, O or S;
- the number of the at least one heteroatom is 1 to 4;
- R15 and R16 are selected from the group consisting of a hydroxyl group, an alkyl group, a cycloalkyl group, an alkenyl group, an amide group, an ester group, a carboxylic group, a sulfonic acid group, a cyano group, an amino group, a nitro group, halogen, an aryl group and an heteroaryl group.
Dependencies are inferred from the claim text.