INDOLIZINO[3,2-c]QUINOLINE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION FOR TREATMENT OF CYSTIC FIBROSIS CONTAINING THE SAME AS ACTIVE INGREDIENT
AssigneeIndustry-Academic Cooperation Foundation, Yonsei University
InventorsIkyon KIM, Wan NAMKUNG, Jonghyuk SUNG
Life of this patent
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Abstract
Provided are an indolizino[3,2-c]quinoline derivative, pharmaceutically acceptable salt thereof, and a method for preparing the same. The indolizino[3,2-c]quinoline derivative, pharmaceutically acceptable salt thereof may function as an agonist of cystic fibrosis conductance transmembrane regulator, and thus may be useful for an agent for preventing or treating diseases caused by degradation of activity of cystic fibrosis conductance transmembrane regulator and for a pharmaceutical composition for stimulating proliferation of stem cells.
Claims15
An indolizino[3,2-c]quinoline derivative represented by the following Chemical Formula 1 or pharmaceutically acceptable salt thereof:
- In Chemical Formula 1,
- R1, R2, R3, R4 and R5 are the same or different, and each independently represents H, F, Cl, Br, I, a C1-C6 alkyl, C1-C6 alkoxy, COOR7, aryl and a heteroaryl;
- R6 is selected from a C1-C6 alkyl, aryl and a heteroaryl;
- and
- R7 is H or a C1-C6 alkyl, wherein any 1-3 carbon atoms of the aryl and heteroaryl are linked to a substituent that is the same or different and is independently selected from H, F, Cl, Br, I, nitro, a C1-C6 alkyl and C1-C6 alkoxy.
A method for preparing an indolizino[3,2-c]quinoline derivative represented by the following Chemical Formula 1 by reacting a compound represented by the following Chemical Formula 2 with an aldehyde in the presence of a catalyst:
- In Chemical Formula 1 or Chemical Formula 2,
- R1, R2, R3, R4 and R5 are the same or different, and each independently represents H, F, Cl, Br, I, a C1-C6 alkyl, C1-C6 alkoxy, COOR7, aryl and a heteroaryl;
- R6 is selected from a C1-C6 alkyl, aryl and a heteroaryl;
- and
- R7 is H or a C1-C6 alkyl, wherein any 1-3 carbon atoms of the aryl and heteroaryl are linked to a substituent that is the same or different and is independently selected from H, F, Cl, Br, I, nitro, a C1-C6 alkyl and C1-C6 alkoxy.
An agonist of cystic fibrosis conductance transmembrane regulator (CFTR), comprising the indolizino[3,2-c]quinoline derivative represented by the following Chemical Formula 1 or pharmaceutically acceptable salt thereof as an active ingredient:
- In Chemical Formula 1,
- R1, R2, R3, R4 and R5 are the same or different, and each independently represents H, F, Cl, Br, I, a C1-C6 alkyl, C1-C6 alkoxy, COOR7, aryl and a heteroaryl;
- R6 is selected from a C1-C6 alkyl, aryl and a heteroaryl;
- and
- R7 is H or a C1-C6 alkyl, wherein any 1-3 carbon atoms of the aryl and heteroaryl are linked to a substituent that is the same or different and is independently selected from H, F, Cl, Br, I, nitro, a C1-C6 alkyl and C1-C6 alkoxy.
A pharmaceutical composition for preventing or treating diseases caused by degradation of activity of cystic fibrosis conductance transmembrane regulator, comprising the indolizino[3,2-c]quinoline derivative represented by the following Chemical Formula 1 or pharmaceutically acceptable salt thereof as an active ingredient:
- In Chemical Formula 1,
- R1, R2, R3, R4 and R5 are the same or different, and each independently represents H, F, Cl, Br, I, a C1-C6 alkyl, C1-C6 alkoxy, COOR7, aryl and a heteroaryl;
- R6 is selected from a C1-C6 alkyl, aryl and a heteroaryl;
- and
- R7 is H or a C1-C6 alkyl, wherein any 1-3 carbon atoms of the aryl and heteroaryl are linked to a substituent that is the same or different and is independently selected from H, F, Cl, Br, I, nitro, a C1-C6 alkyl and C1-C6 alkoxy.
A pharmaceutical composition for stimulating stem cell proliferation, comprising the indolizino[3,2-c]quinoline derivative represented by the following Chemical Formula 1 or pharmaceutically acceptable salt thereof as an active ingredient:
- In Chemical Formula 1,
- R1, R2, R3, R4 and R5 are the same or different, and each independently represents H, F, Cl, Br, a C1-C6 alkyl, C1-C6 alkoxy, COOR7, aryl and a heteroaryl;
- R6 is selected from a C1-C6 alkyl, aryl and a heteroaryl;
- and
- R7 is H or a C1-C6 alkyl, wherein any 1-3 carbon atoms of the aryl and heteroaryl are linked to a substituent that is the same or different and is independently selected from H, F, Cl, Br, nitro, a C1-C6 alkyl and C1-C6 alkoxy.
Dependencies are inferred from the claim text.