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1. (US20180028536) INHIBITORY EFFECT OF LOW MOLECULAR WEIGHT COMPOUND ON CANCER AND FIBROSIS
注意: このテキストは、OCR 処理によってテキスト化されたものです。法的な用途には PDF 版をご利用ください。

Claims

1. A method of treating a malignant tumor, comprising the step of administering to a subject at least one compound selected from the group consisting of compounds represented by formulas (1), (2), and (5), a salt thereof, or a solvate thereof:

(MOL) (CDX)
wherein
R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, optionally substituted C 1-6 alkyl, optionally substituted C 2-6 alkenyl, optionally substituted C 1-6 alkoxy, aryl, or heteroaryl;
R 3 and R 7 are the same or different and each represent H, optionally substituted C 1-6 alkyl, or optionally substituted C 2-6 alkenyl;
ring A is optionally substituted aryl or optionally substituted heteroaryl;
R 8 and R 9 are the same or different and each represent optionally substituted C 1-6 alkyl or optionally substituted C 2-6 alkenyl;
m and q are the same or different and each represent an integer of any of 1 to 4;
n is an integer of any of 1 to 3; and
p and r are the same or different and each represent an integer of any of 1 to 5.
2. The method of treating a malignant tumor according to claim 1, wherein the R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, C 1-6 alkyl, C 1-6 halogenoalkyl, C 1-6 hydroxyalkyl, C 1-6 alkylamino, 01-6 alkoxy, 01-6 halogenoalkoxy, C 1-6 hydroxyalkoxy, or C 1-6 alkoxyamino, or C 1-6 alkoxy-substituted C 1-6 alkoxy, C 1-6 alkoxyphenyl-substituted C 1-6 alkoxy, (trialkylsiloxy) C 1-6 alkyl, or (alkyl diphenyl siloxy) C 1-6 alkyl;
the R 3 and R 7 are H;
the ring A is naphthyl, phenyl substituted by five halogens, or furyl substituted by one methyl; and
the R 8 and R 9 are the same or different and each represent C 1-6 alkyl.
3. The method of treating a malignant tumor according to claim 1, wherein in the formula (1),
the R 1, R 2, and R 3 are each H,
the R 4 is at position 4 and represents H, F, Cl, nitro, OH, CH 2OH, methoxy, methoxymethoxy, or tert-butyl dimethyl siloxymethyl;
the formula (2) is represented by the following formula (4); and
the formula (5) is represented by the following formula (6):
4. A method of treating a cancer stem cell, comprising the step of administering to a subject at least one compound selected from the group consisting of compounds represented by formulas (1), (2), and (5), a salt thereof, or a solvate thereof:

(MOL) (CDX)
wherein
R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, optionally substituted C 1-6 alkyl, optionally substituted C 2-6 alkenyl, optionally substituted C 1-6 alkoxy, aryl, or heteroaryl;
R 3 and R 7 are the same or different and each represent H, optionally substituted C 1-6 alkyl, or optionally substituted C 2-6 alkenyl;
ring A is optionally substituted aryl or optionally substituted heteroaryl;
R 8 and R 9 are the same or different and each represent optionally substituted C 1-6 alkyl or optionally substituted C 2-6 alkenyl;
m and q are the same or different and each represent an integer of any of 1 to 4;
n is an integer of any of 1 to 3; and
p and r are the same or different and each represent an integer of any of 1 to 5.
5. The method of treating a cancer stem cell according to claim 4, wherein the R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, C 1-6 alkyl, C 1-6 halogenoalkyl, C 1-6 hydroxyalkyl, C 1-6 alkylamino, C 1-6 alkoxy, C 1-6 halogenoalkoxy, C 1-6 hydroxyalkoxy, or C 1-6 alkoxyamino, or C 1-6 alkoxy-substituted C 1-6 alkoxy, C 1-6 alkoxyphenyl-substituted C 1-6 alkoxy, (trialkylsiloxy) C 1-6 alkyl, or (alkyl diphenyl siloxy) C 1-6 alkyl;
the R 3 and R 7 are H;
the ring A is naphthyl, phenyl substituted by five halogens, or furyl substituted by one methyl; and
the R 8 and R 9 are the same or different and each represent C 1-6 alkyl.
6. The method of treating a cancer stem cell according to claim 4, wherein in the formula (1),
the R 1, R 2, and R 3 are each H,
the R 4 is at position 4 and represents H, F, Cl, nitro, OH, CH 2OH, methoxy, methoxymethoxy, or tert-butyl dimethyl siloxymethyl;
the formula (2) is represented by the following formula (4); and
the formula (5) is represented by the following formula (6):
7. A method of treating fibrosis, comprising the step of administering to a subject at least one compound selected from the group consisting of compounds represented by formulas (1, 2, and 5), a salt thereof, or a solvate thereof:

(MOL) (CDX)
wherein
R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, optionally substituted C 1-6 alkyl, optionally substituted C 2-6 alkenyl, optionally substituted C 1-6 alkoxy, aryl, or heteroaryl;
R 3 and R 7 are the same or different and each represent H, optionally substituted C 1-6 alkyl, or optionally substituted C 2-6 alkenyl;
ring A is optionally substituted aryl or optionally substituted heteroaryl;
R 8 and R 9 are the same or different and each represent optionally substituted C 1-6 alkyl or optionally substituted C 2-6 alkenyl;
m and q are the same or different and each represent an integer of any of 1 to 4;
n is an integer of any of 1 to 3; and
p and r are the same or different and each represent an integer of any of 1 to 5.
8. The method of treating fibrosis according to claim 7, wherein the R 1, R 2, R 4, R 5, and R 6 are the same or different and each represent H, halogen, nitro, cyano, OH, C 1-6 alkyl, C 1-6 halogenoalkyl, C 1-6 hydroxyalkyl, C 1-6 alkylamino, C 1-6 alkoxy, C 1-6 halogenoalkoxy, C 1-6 hydroxyalkoxy, or C 1-6 alkoxyamino, or C 1-6 alkoxy-substituted C 1-6 alkoxy, C 1-6 alkoxyphenyl-substituted C 1-6 alkoxy, (trialkylsiloxy) C 1-6 alkyl, or (alkyl diphenyl siloxy) C 1-6 alkyl;
the R 3 and R 7 are H;
the ring A is naphthyl, phenyl substituted by five halogens, or furyl substituted by one methyl; and
the R 8 and R 9 are the same or different and each represent C 1-6 alkyl.
9. The method of treating fibrosis according to claim 7, wherein in the formula (1),
the R 1, R 2, and R 3 are each H,
the R 4 is at position 4 and represents H, F, Cl, nitro, OH, CH 2OH, methoxy, methoxymethoxy, or tert-butyl dimethyl siloxymethyl;
the formula (2) is represented by the following formula (4); and
the formula (5) is represented by the following formula (6):