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.
Claims16
A compound represented by the following Chemical Formula 1, or pharmaceutically acceptable salt thereof:
- in Chemical Formula 1,
- Ar1 and Ar2 are each independently
- Z1 is —CONR1—;
- Z2 is —CONR1— or —COO—;
- Z3 is a single bond, or —NR6—;
- R1 and R′ are each independently hydrogen;
- 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, —B(OH)2, C3-C10 heterocycloalkyl, or C3-C20 heteroaryl the heterocycloalkyl, or heteroaryl of R may be further substituted with one or more selected from the group consisting of halogen, amino, nitro, hydroxy, a carboxylic acid group,—B(OH)2, C1-C10 alkylcarbonyl, C1-C10 alkoxycarbonyl, C2-C10 alkenyl, C1-C10 alkyl, halo C1-C10 alkyl, C3-C10 heterocyclocarbonyl, allylamino, C1-C10 alkylsulfonyl, aminosulfonyl, amino C1-C10 alkyl, hydroxy C1-C10 alkyl, dihydroxy C1-C10 alkyl, cyano C1-C10 alkyl, C1-C10 alkylamino, di C1-C10 alkylamino, C6-C20 arylamino, di C6-C20 arylamino, C3-C20 heteroaryl, halo C6-C20 aryl, halo C1-C10 alkyl C6-C20 aryl, C6-C20 aryl, C3-C10 cycloalkyl, C3-C10 cycloalkylcarbonyl, C1-C10 alkoxycarbonyl C1-C10 alkyl, and carboxy C1-C10 alkyl.
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
- Z1 to Z3 are each independently a single bond, —CONR1—, —COO—, or —NR6—;
- R1 and R6 are each independently hydrogen;
- 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, amino, —B(OH)2, C3-C10 heterocycloalkyl, or C3-C20 heteroaryl, the heterocycloalkyl, or heteroaryl of R may be further substituted with one or more selected from the group consisting of halogen, amino, nitro, hydroxy, a carboxylic acid group, —B(OH)2, C1-C10 alkylcarbonyl, C1-C10 alkoxycarbonyl, C2-C10 alkenyl, C1-C10 alkyl, halo C1-C10 alkyl, C3-C10 heterocyclocarbonyl, allylamino, C1-C10 alkylsulfonyl, aminosulfonyl, amino C1-C10 alkyl, hydroxy C1-C10 alkyl, dihydroxy C1-C10 alkyl, cyano C1-C10 alkyl, C1-C10 alkylamino, di C1-C10 alkylamino, C6-C20 arylamino, di C6-C20 arylamino, C3-C20 heteroaryl, halo C6-C20 aryl, halo C1-C10 alkyl C6-C20 aryl, C6-C20 aryl, C3-C10 cycloalkyl, C3-C10 cycloalkylcarbonyl, C1-C10 alkoxycarbonyl C1-C10 alkyl, and carboxy C1-C10 alkyl;
- and
- Y1 and Y2 are each independently halogen.
Dependencies are inferred from the claim text.