Novel compound, preparation method thereof, and antibiotic composition comprising same
AssigneeA & J Science Co., Ltd.
InventorsHee-Jong Hwang, Young-Jin Son, Dahyun Kim, Jusuk Lee, Marco Ciufolini
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Abstract
The present invention provides a novel compound, a solvate thereof, a hydrate thereof, a prodrug thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof, a preparation method thereof, and an antibiotic composition comprising the same. The novel compound of the present invention having excellent antimicrobial activity is very useful for preventing and treating a bacterial infection.
Claims19
A compound represented by the following Chemical Formula 1, or a solvate, hydrate, prodrug, isomer, or pharmaceutically acceptable salt thereof:
- in Chemical Formula 1,
- Ar1 and Ar2 are each independently a single bond, substituted or unsubstituted C6-C20 arylene, or substituted or unsubstituted C3-C20 heteroarylene;
- Z1 to Z3 are each independently a single bond, —CONR1—, —NR2CO—, —COO—, —OCO—, —CR3R4—, —NR5COO—, —NR6—, —S—, —O—, —SO2—, or —OCONR7—;
- R1 to R7 are each independently hydrogen, hydroxy, C1-C10 alkyl, carboxy C1-C10 alkyl, or C1-C10 alkoxycarbonyl C1-C10 alkyl;
- A1 is
- R′ is hydrogen, C1-C10 alkyl, C2-C10 alkenyl, or C1-C10 alkoxy C1-C10 alkyl, and p is an integer of 0 to 4;
- A2 is a single bond, C1-C10 alkylene, C3-C10 cycloalkylene, C3-C10 heterocycloalkylene, C6-C20 arylene, or C6-C20 heteroarylene;
- and
- R is hydrogen, halogen, amino, hydroxy, —B(OH)2, substituted or unsubstituted halo C1-C10 alkyl, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 heterocycloalkyl, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C3-C20 heteroaryl.
A method for preparing a compound represented by the following Chemical Formula 1, the method comprising:
- preparing a compound of the following Chemical Formula 22 by reacting a compound of the following Chemical Formula 21 with a boronic acid precursor;
- and
- preparing a compound of the following Chemical Formula 1 by reacting the compound of Chemical Formula 22 with a compound of the following Chemical Formula 23:
- in Chemical Formula 1 and Chemical Formulas 21 to 23,
- Ar1 and Ar2 are each independently a single bond, substituted or unsubstituted C6-C20 arylene, or substituted or unsubstituted C3-C20 heteroarylene;
- Z1 to Z3 are each independently a single bond, —CONR1—, —NR2CO—, —COO—, —OCO—, —CR3R4—, —NR5COO—, —NR6—, —S—, —O—, —SO2—, or —OCONR7—;
- R1 to R7 are each independently hydrogen, hydroxy, C1-C10 alkyl, carboxy C1-C10 alkyl, or C1-C10 alkoxycarbonyl C1-C10 alkyl;
- A1 is
- R′ is hydrogen, C1-C10 alkyl, C2-C10 alkenyl, or C1-C10 alkoxy C1-C10 alkyl, and p is an integer of 0 to 4;
- A2 is a single bond, C1-C10 alkylene, C3-C10 cycloalkylene, C3-C10 heterocycloalkylene, C6-C20 arylene, or C6-C20 heteroarylene;
- R is hydrogen, halogen, amino, hydroxy, —B(OH)2, substituted or unsubstituted halo C1-C10 alkyl, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 heterocycloalkyl, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C3-C20 heteroaryl;
- and
- Y1 and Y2 are each independently halogen.
Dependencies are inferred from the claim text.