Diphenylmethane derivatives as SGLT2 inhibitors

1. A compound of formula I, or a pharmaceutically acceptable salt or a prodrug thereof:

wherein,

X is oxygen or sulfur;

Y is C 1-7 alkyl, C 2-7 alkenyl, C 2-7 alkynyl, C 1-7 alkoxy, C 1-7 alkoxy-C 1-7 alkyl, C 1-7 alkylsulfinyl, C 1-7 alkylsulfonyl, or C 1-7 alkylthio;

ring A is

said R 4a , R 4b and W being each independently selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, carboxy, C 1-7 alkyl, C 2-7 alkenyl, C 2-7 alkynyl, C 1-7 alkoxy, C 1-7 alkoxy-C 1-7 alkyl, C 2-7 alkenyl-C 1-7 alkyloxy, C 2-7 alkynyl-C 1-7 alkyloxy, C 3-10 cycloalkyl, C 5-10 cycloalkenyl, C 3-10 cycloalkyloxy, phenyl-C 1-7 alkoxy, mono- or di-C 1-7 alkylamino, C 1-7 alkanoyl, C 1-7 alkanoylamino, C 1-7 alkoxycarbonyl, carbamoyl, mono- or di-C 1-7 alkylcarbamoyl, C 1-7 alkylsulfonylamino, phenylsulfonylamino, C 1-7 alkylsulfanyl, C 1-7 alkylsulfinyl, C 1-7 alkylsulfonyl, C 6-14 arylsulfanyl, C 6-14 arylsulfonyl, C 6-14 aryl, 5 to 13-membered heteroaryl, or 5 to 10-membered heterocycloalkyl,

said R 2 being each independently hydroxy, C 1-7 alkyl, or C 1-7 alkoxy,

said n being an integer of 0 to 3,

said Z 1 , Z 2 , and Z 3 being each independently —CH 2 —, —CH═, —O—, —S—, —NH—, or —N═, wherein at least one of Z 1 , Z 2 , and Z 3 is —O—, —S—, —NH—, or —N═, and

said p being an integer of 1 to 3;

ring B is

wherein,

said R 5a , R 5b , R 6a , and R 6b being each independently selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, cyano, nitro, amino, carboxy, oxo, C 1-7 alkyl, C 1-7 alkylthio, C 2-7 alkenyl, C 2-7 alkynyl, C 1-7 alkoxy, C 1-7 alkoxy-C 1-7 alkyl, C 2-7 alkenyl-C 1-7 alkyloxy, C 2-7 alkynyl-C 1-7 alkyloxy, C 3-10 cycloalkyl, C 3-7 cycloalkylthio, C 5-10 cycloalkenyl, C 3-10 cycloalkyloxy, C 3-10 cycloalkyloxy-C 1-7 alkoxy, phenyl-C 1-7 alkyl, C 1-7 alkylthio-phenyl, phenyl-C 1-7 alkoxy, mono- or di-C 1-7 alkylamino, mono- or di-C 1-7 alkylamino-C 1-7 alkyl, C 1-7 alkanoyl, C 1-7 alkanoylamino, C 1-7 alkylcarbonyl, C 1-7 alkoxycarbonyl, carbamoyl, mono- or di-C 1-7 alkylcarbamoyl, C 1-7 alkylsulfonylamino, phenylsulfonylamino, C 1-7 alkylsulfinyl, C 6-14 arylsulfanyl, C 6-14 arylsulfonyl, C 6-14 aryl, 5 to 13-membered heteroaryl, 5 to 10-membered heterocycloalkyl, 5 to 10-membered heterocycloalkyl-C 1-7 alkyl, or 5 to 10-membered heterocycloalkyl-C 1-7 alkoxy, and

said ring C being C 3-10 cycloalkyl, C 5-10 cycloalkenyl, C 6-14 aryl, 5 to 13-membered heteroaryl, or 5 to 10-membered heterocycloalkyl;

said alkyl, alkenyl, alkynyl, or alkoxy is optionally substituted with at least one substituent selected from the group consisting of halogen, hydroxy, cyano, nitro, amino, mercapto, C 1-7 alkyl, and C 2-7 alkynyl; and

said cycloalkyl, cycloalkenyl, aryl, heteroaryl, or heterocycloalkyl is optionally substituted with at least one substituent selected from the group consisting of halogen, hydroxy, cyano, nitro, amino, mercapto, C 1-4 alkyl, and C 1-4 alkoxy.

2. The compound of claim 1 , wherein said ring A-2 is selected from the group consisting of:

3. The compound of claim 1 , wherein said ring B-1 is selected from the group consisting of:

in which R 7 is hydrogen, or C 1-7 alkyl, and

R 8a and R 8b are each independently C 1-7 alkyl, or R 8a and R 8b are connected to form a 5 to 10-membered heterocycloalkyl.

4. The compound of claim 1 , wherein said ring B-2 is selected from the group consisting of:

5. The compound of claim 1 , wherein said ring A is a dihydrobenzofuran, dihydroisobenzofuran, benzofuran, dihydrobenzothiophene, benzothiophene, chroman, chromene, isochroman, isochromene, benzodioxole, benzodioxane, benzooxazine, tetrahydroquinoline, tetrahydroquinoxaline, tetrahydroisoquinoline, indazole, indole, indoline, benzoimidazole, benzooxazole, benzothiazole, benzotriazole, quinazoline, quinoxaline, cinnoline, phthalazine, or benzotriazine ring, which is optionally substituted with a substituent as defined in claim 1 .

6. The compound of claim 1 , wherein said ring B is a quinoline, quinoxaline, 3,4-dihydro-2H-benzo[b][1,4]dioxepine, 2,3-dihydrobenzo[b]thiophene, indazole, indole, 2,3-dihydrobenzo[b][1,4]dioxine, benzodioxole, indane, tetrahydronaphthalene, 3,4-dihydro-2H-thiochromene, dihydrobenzofuran, benzo[d][1,3]oxathiole, tetrahydroquinoline, or 3,4-dihydro-2H-benzo[b][1,4]oxazine ring, which is optionally substituted with a substituent as defined in claim 1 .

7. The compound of claim 1 , which is selected from the group consisting of:

(1) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(2) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(3) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-ethoxybenzyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(4) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-ethoxybenzyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(5) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-methoxybenzyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(6) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-ethylbenzyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(7) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-methoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(8) (2S,3R,4R,5S,6R)-2-(6-(4-ethylbenzyl)-7-chloro-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(9) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(10) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(11) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-ethylbenzyl)chroman-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(12) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(13) (2S,3R,4R,5S,6R)-2-(5-chloro-6-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(14) (2S,3R,4R,5S,6R)-2-(7-chloro-6-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(15) (2S,3R,4R,5S,6R)-2-(8-chloro-7-((2,3-dihydrobenzo[b] [1,4]dioxin-6-yl)methyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(16) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-methoxybenzyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(17) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-ethylbenzyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(18) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-vinylbenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(19) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-cyclopropylbenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(20) ((2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-cyclopropylbenzyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(21) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-(trifluoromethyl)benzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(22) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-chlorobenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(23) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(trifluoromethyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(24) (2S,3R,4S,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-methyltetrahydro-2H-pyran-3,4,5-triol;

(25) (2S,3R,4R,5S,6S)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(fluoromethyl)tetrahydro-2H-pyran-3,4,5-triol;

(26) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(1-hydroxyethyl)tetrahydro-2H-pyran-3,4,5-triol;

(27) (2S,3R,4R,5S,6S)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(difluoromethyl)tetrahydro-2H-pyran-3,4,5-triol;

(28) (2S,3R,4R,5S,6R)-2-(6-(4-ethoxybenzyl)-7-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(29) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-methoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(30) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(31) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(32) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-cyclopropylbenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(33) (2S,3R,4R,5S,6R)-2-(4-chloro-2-methyl-5-(4-propylbenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(34) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(35) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethylbenzyl)-2-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(36) (2S,3R,4R,5S,6R)-2-(7-chloro-2-methyl-6-(4-vinylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(37) ((2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclopropylbenzyl)-2-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(38) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(methylamino)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 2,2,2-trifluoroacetate

(39) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-2-methyl-2,3-dihydrobenzo[b]thiophen-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(40) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzo[b]thiophen-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(41) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-methyl-2,3-dihydrobenzo[b]thiophen-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(42) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol;

(43) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(methylsulfonyl)tetrahydro-2H-pyran-3,4,5-triol;

(44) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-((S)-methylsulfinyl)tetrahydro-2H-pyran-3,4,5-triol;

(45) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-ethoxybenzyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol;

(46) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-isopropylbenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(47) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-isopropylbenzyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(48) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-(methylthio)benzyl)chroman-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(49) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-cyclopropylbenzyl)chroman-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(50) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-methoxybenzyl)chroman-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(51) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-ethoxybenzyl)chroman-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(52) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclopropylbenzyl)benzo[d][1,3]dioxol-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(53) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-isopropylbenzyl)benzo[d][1,3]dioxol-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(54) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)benzo[d][1,3]dioxol-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(55) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-methoxybenzyl)benzo[d][1,3]dioxol-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(56) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethylbenzyl)benzo[d][1,3]dioxol-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(57) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-cyclopropylbenzyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(58) (2S,3R,4R,5S,6R)-2-(9-chloro-8-(4-ethoxybenzyl)-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(59) (2S,3R,4R,5S,6R)-2-(9-chloro-8-(4-ethylbenzyl)-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(60) (2S,3R,4R,5S,6R)-2-(6-benzyl-7-chloro-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(61) 1-(4-((7-chloro-4-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-2,3-dihydrobenzofuran-6-yl)methyl)phenyl)ethanone;

(62) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(1-hydroxyethyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(63) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(1-fluoroethyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(64) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-vinylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(65) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclopropylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(66) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-cyclopropylbenzyl)benzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(67) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(2-hydroxypropan-2-yl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(68) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(difluoromethyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(69) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(1,1-difluoroethyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(70) (2S,3R,4R,5S,6R)-2-(6-(4-cyclopropylbenzyl)-7-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(71) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(2-hydroxybut-3-yn-2-yl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(72) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(prop-1-en-2-yl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(73) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-isopropylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(74) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethynylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(75) 4-((7-chloro-4-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-2,3-dihydrobenzofuran-6-yl)methyl)benzonitrile;

(76) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-propylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(77) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-methoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-thiopyran-3,4,5-triol;

(78) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(methylthio)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(79) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(dimethylamino)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(80) (2S,3R,4R,5S,6R)-2-(4-chloro-5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(81) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-hydroxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(82) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(3-hydroxypropoxyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(83) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-propoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(84) 4-chloro-5-(4-methoxybenzyl)-7-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzofuran-3(2H)-one;

(85) (2S,3R,4R,5S,6R)-2-(4-chloro-3-hydroxy-5-(4-methoxybenzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(86) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-(dimethylamino)benzyl)-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(87) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(2-cyclopropoxyethoxyl)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(88) (2S,3R,4R,5S,6R)-2-(6-(4-(azetidin-1-yl)benzyl)-7-chloro-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(89) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(trifluoromethoxy)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(90) 2-(4-((7-chloro-4-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-2,3-dihydrobenzofuran-6-yl)methyl)phenyl)acetonitrile;

(91) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(oxetan-3-yloxy)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(92) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-isopropoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(93) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(cyclopropylthio)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(94) (2S,3R,4R,5S,6R)-2-(7-chloro-6-((5-methoxythiophen-2-yl)methyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(95) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-methoxybenzyl)chroman-8-yl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol;

(96) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-2,3-dihydrobenzo[b]thiophen-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(97) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-ethoxybenzyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(98) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-ethoxybenzyl)-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(99) (2S,3R,4R,5S,6R)-2-(5-chloro-6-(4-ethylbenzyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(100) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-3-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(101) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-3-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(102) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-3,3-dimethyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(103) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-3,3-dimethyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(104) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-methoxybenzyl)-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(105) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(106) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-3-methyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(107) (2S,3R,4R,5S,6R)-2-(4-chloro-5-(4-ethoxybenzyl)-3,3-dimethyl-2,3-dihydrobenzofuran-7-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(108) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-3-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(109) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-3,3-dimethyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(110) 7-chloro-6-(4-ethoxybenzyl)-4-(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)benzofuran-3(2H)-one

(111) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-3-methoxy-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(112) (2S,3R,4R,5S,6R)-2-(7-cyclopropyl-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(113) (2S,3R,4R,5S,6R)-2-(6-(4-ethoxybenzyl)-7-propyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(114) (2S,3R,4R,5S,6R)-2-(7-chloro-6-((1,2,3,4-tetrahydroquinolin-7-yl)methyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(115) (2S,3R,4R,5S,6R)-2-(7-chloro-6-((3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(116) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-(cyclopentyloxy)benzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(117) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclopentylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(118) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclobutoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(119) (2S,3R,4R,5S,6R)-2-(6-(4-tert-butylbenzyl)-7-chloro-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(120) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-cyclobutylbenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol;

(121) (2S,3R,4R,5S,6R)-2-(7-(difluoromethyl)-6-(4-methoxybenzyl)-2,3-dihydro-1H-inden-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(122) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-methoxybenzyl)-2,3-dihydrobenzo[b]thiophen-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(123) (2S,3R,4R,5S,6R)-2-(8-chloro-7-(4-methoxybenzyl)thiochroman-5-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;

(124) (2S,3R,4R,5S,6R)-2-(4-chloro-5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-2-methoxyphenyl)-6-(hydroxymethyl)tetrahydro-2H-thiopyran-3,4,5-triol; and

(125) (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-isopropylbenzyl)-2-methyl-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.

8. A method for preparing a compound of formula I-a, comprising:

a) reacting a compound of formula II with a compound of formula III to obtain a compound of formula IV; and

(b) deprotecting and reducing the compound of formula IV to obtain a compound of formula I-a,

wherein, X, ring A and ring B are same as defined in claim 1 , Hal is halogen, and PG is trimethylsilyl or benzyl.

9. The method of claim 8 , wherein step (b) is carried out by deprotecting the compound of formula IV to obtain a compound of formula V, and reducing the compound of formula V to obtain the compound of formula I-a, when PG is trimethylsilyl:

10. The method of claim 8 , wherein step (b) is carried out by reducing the compound of formula IV to obtain a compound of formula VI, and deprotecting the compound of formula VI to obtain the compound of formula I-a, when PG is benzyl:

11. A pharmaceutical composition, comprising as an active ingredient the compound of formula I of claim 1 or a pharmaceutically acceptable salt or a prodrug thereof, and a pharmaceutically acceptable carrier.

12. A method for treating a diabetes in a mammal, which comprises administering the compound of formula I of claim 1 or a pharmaceutically acceptable salt or a prodrug thereof to the mammal.