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US 10,377,730 B2Granted
Anticancer agent
AssigneesKyoto Pharmaceutical Industries, Ltd., Sumitomo Dainippon Pharma Co., Ltd.
InventorsYoshinobu Yoshimura, Masayasu Kasai, Yoshimichi Shoji, Shigemitsu Takeda
Life of this patent
Estimating the term…
Abstract
The problem of the present invention is to provide a useful prodrug compound of a naphthofuran compound. The present invention relates to a compound represented by the formula (IA): [wherein each symbol is as described in the DESCRIPTION] or a pharmaceutically acceptable salt thereof.
Claims19
A compound represented by the formula (IA):
- wherein
- each R1 is independently
- hydrogen,
- halogen,
- hydroxy,
- amino,
- cyano,
- nitro,
- C1-12 alkyl,
- C2-6 alkenyl,
- C2-6 alkynyl,
- C3-7 cycloalkyl,
- C3-7 cycloalkenyl,
- aryl,
- a heterocyclyl group,
- C1-6 alkoxy,
- aryloxy,
- C1-6 alkylthio, or
- arylthio, or
- two R1 bonded to the adjacent carbon atoms on a benzene ring are optionally joined to form C1-4 alkylenedioxy,
- R2is
- C1-12 alkyl optionally substituted by substituent(s) selected from substituent group α,
- C2-6 alkenyl optionally substituted by substituent(s) selected from substituent group α,
- C2-6 alkynyl optionally substituted by substituent(s) selected from substituent group α,
- C3-7 cycloalkyl optionally substituted by substituent(s) selected from substituent group α,
- aryl optionally substituted by substituent(s) selected from substituent group α,
- aryl C1-6 alkyl optionally substituted by substituent(s) selected from substituent group α, or
- heterocyclyl optionally substituted by substituent(s) selected from substituent group α,
- R3 is
- hydrogen,
- halogen,
- cyano,
- nitro,
- C1-12 alkyl,
- C2-6 alkenyl,
- C2-6 alkynyl,
- C3-7 cycloalkyl,
- C3-7 cycloalkenyl,
- aryl,
- heterocyclyl,
- C1-6 alkoxy,
- aryloxy,
- C1-6 alkylthio, or
- arylthio,
- n is an integer of 1-4 when R1 is hydrogen,
- n is an integer of 1 or 2 when R1 is not hydrogen, and
- the substituent group α consists of
- halogen,
- hydroxy,
- optionally substituted amino,
- carboxy,
- C1-6 alkoxycarbonyl,
- sulfo group,
- phosphoric acid group,
- di C1-6 alkyl phosphoric acid group,
- cyano,
- optionally substituted C1-6 alkyl,
- C3-7 cycloalkyl,
- C3-7 cycloalkyl C1-6 alkyl,
- optionally substituted C1-6 alkoxy,
- C1-6 alkylthio,
- optionally substituted aryl,
- optionally substituted aryloxy,
- aryl C1-6 alkoxy,
- optionally substituted heterocyclyl,
- optionally substituted C1-6 alkylcarbonyl,
- heterocyclylcarbonyl,
- optionally substituted C1-6 alkylcarbonyloxy,
- optionally substituted C3-7 cycloalkylcarbonyloxy,
- arylcarbonyloxy,
- monocyclic heterocyclylcarbonyloxy,
- optionally substituted C1-6 alkoxycarbonyloxy,
- optionally substituted heterocyclyl C1-6 alkoxycarbonyloxy,
- C3-7 cycloalkyloxycarbonyloxy,
- heterocyclyloxycarbonyloxy,
- optionally substituted heterocyclyloxy,
- tri C1-6 alkylammonio,
- optionally substituted C1-6 alkylsulfonyl and
- C1-6 alkylsulfamoylcarbonyl,
- or a pharmaceutically acceptable salt thereof.
77 more elements
A compound represented by the formula (I):
- wherein
- R1 is
- hydrogen or halogen,
- R2 is
- C1-12 alkyl optionally substituted by substituent(s) selected from substituent group α,
- C2-6 alkenyl optionally substituted by substituent(s) selected from substituent group α,
- C2-6 alkynyl optionally substituted by substituent(s) selected from substituent group α,
- C3-7 cycloalkyl optionally substituted by substituent(s) selected from substituent group α,
- aryl optionally substituted by substituent(s) selected from substituent group α,
- aryl C1-6 alkyl optionally substituted by substituent(s) selected from substituent group α, or
- a heterocyclyl group optionally substituted by substituent(s) selected from substituent group α,
- n is an integer of 1-4 when R1 is hydrogen,
- n is an integer of 1 or 2 when R1 is not hydrogen, and
- the substituent group α consists of
- halogen,
- hydroxy,
- optionally substituted amino,
- carboxy,
- C1-6 alkoxycarbonyl,
- sulfo group,
- phosphoric acid group,
- di C1-6 alkyl phosphoric acid group,
- cyano,
- optionally substituted C1-6 alkyl,
- C3-7 cycloalkyl,
- C3-7 cycloalkyl C1-6 alkyl,
- optionally substituted C1-6 alkoxy,
- C1-6 alkylthio,
- optionally substituted aryl,
- optionally substituted aryloxy,
- aryl C1-6 alkoxy,
- optionally substituted heterocyclyl,
- optionally substituted C1-6 alkylcarbonyl,
- heterocyclylcarbonyl,
- optionally substituted C1-6 alkylcarbonyloxy,
- optionally substituted C3-7 cycloalkylcarbonyloxy,
- arylcarbonyloxy,
- monocyclic heterocyclylcarbonyloxy,
- optionally substituted C1-6 alkoxycarbonyloxy,
- optionally substituted heterocyclyl C1-6 alkoxycarbonyloxy,
- C3-7 cycloalkyloxycarbonyloxy,
- heterocyclyloxycarbonyloxy,
- optionally substituted heterocyclyloxy,
- tri C1-6 alkylammonio,
- optionally substituted C1-6 alkyl sulfonyl and
- C1-6 alkyl sulfamoylcarbonyl,
- or a pharmaceutically acceptable salt thereof.
44 more elements
Dependencies are inferred from the claim text.