US 7,521,430 B2
N-glucoside compounds having an inhibitory activity against sodium-dependent glucose transporter
Sumihiro Nomura, Osaka (Japan); Toshiaki Sakamoto, Osaka (Japan); and Kiichiro Ueta, Osaka (Japan)
Assigned to Mitsubishi Tanabe Pharma Corporation, Osaka-Shi (Japan)
Appl. No. 10/566,585
PCT Filed Jul. 30, 2004, PCT No. PCT/JP2004/011311
§ 371(c)(1), (2), (4) Date Jul. 28, 2006,
PCT Pub. No. WO2005/012321, PCT Pub. Date Feb. 10, 2005.
Claims priority of provisional application 60/491523, filed on Aug. 01, 2003.
Prior Publication US 2007/0060545 A1, Mar. 15, 2007
Int. Cl. A01N 43/04 (2006.01); A61K 31/70 (2006.01); C07H 5/06 (2006.01); C07H 19/00 (2006.01)
U.S. Cl. 514—42  [536/18.7; 536/22.1; 536/29.1] 7 Claims
 
1. A compound represented by the following formula IA:

OG Complex Work Unit Drawing
wherein R1, R2, and R3, are independently a hydrogen atom, a halogen atom, a hydroxyl group, an alkoxy group, an alkyl group, a haloalkyl group, a haloalkoxy group, a hydroxyalkyl group, an alkoxyalkyl group, an alkoxyalkoxy group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkylidenemethyl group, a phenyl group, a phenylalkoxy group, a cyano group, a nitro group, an amino group, a mono- or di-alkylamino group, an alkanoylamino group, a carboxyl group, an alkoxycarbonyl group, a carbamoyl group, a mono- or di-alkylcarbamoyl group, an alkanoyl group, an alkylsulfonylamino group, a phenylsulfonylamino group, an alkylsulfinyl group, an alkylsulfonyl group or a phenylsulfonyl group;
R4 and R5 are independently a hydrogen atom; a halogen atom; a hydroxyl group; an alkoxy group; an alkyl group; a haloalkyl group; a haloalkoxy group; a hydroxyalkyl group; an alkoxyalkyl group; a phenylalkyl group; an alkoxyalkoxy group; a hydroxyalkoxy group; an alkenyl group; an alkynyl group; a cycloalkyl group; a cycloalkylidenemethyl group; a phenyloxy group; a phenylalkoxy group; a cyano group; a nitro group; an amino group; a mono- or di-alkylamino group; an alkanoylamino group; a carboxyl group; an alkoxycarbonyl group; a carbamoyl group; a mono- or di-alkylcarbamoyl group; an alkanoyl group; an alkylsulfonylamino group; a phenylsulfonylamino group; an alkylsulfinyl group; an alkylsulfonyl group; a phenylsulfonyl group; a phenyl group optionally substituted by a halogen atom, a cyano group, an alkyl group, a haloalkyl group, an alkoxy group, a haloalkoxy group, an alkylenedioxy group, an alkyleneoxy group, or a mono- or di-alkylamino group; or a heterocyclyl group optionally substituted by a halogen atom, a cyano group, an alkyl group, a haloalkyl group, an alkoxy group, or a haloalkoxy group, or R4 and R5 are combined with each other at the terminals thereof to form an alkylene group; and
R is a hydrogen atom, a lower alkyl group, a lower alkanoyl group or a lower alkoxycarbonyl group,
or a pharmaceutically acceptable salt thereof.