Metallo enzyme inhibitor compounds 机翻标题: 暂无翻译,请尝试点击翻译按钮。

源语言标题
(JP6247632) メタ​ロ​酵素​阻害​剤​化合​物
公开号/公开日
JP2014518220 A 2014-07-28 [JP2014518220]JP6247632 B2 2017-12-13 [JP6247632] / 2014-07-282017-12-13
申请号/申请日
2014JP-0516092 / 2012-06-19
发明人
Sullenberger Michael;
申请人
VIA MET PHARMACEUTICALS;
主分类号
IPC分类号
A01N-043/647A01N-043/653A01N-043/713A01N-043/78A01N-047/02A01P-003/00
摘要
(JP6247632) The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.  (From EP3067350 A1)
机翻摘要
暂无翻译结果,您可以尝试点击头部的翻译按钮。
地址
代理人
代理机构
;
优先权号
2011US-61498570 2011-06-19 2012US-61611897 2012-03-16 2012WO-US43147 2012-06-19
主权利要求
(JP6247632) 1. An enzyme in a plant or a plant diseases on metallo-mediated method of treating or preventing a disorder or a, a compound of the formula I or a salt thereofwherein comprising contacting a plant or a seed, the method,   ˜C, MBG is, optionally substituted tetrazolyl, optionally substituted triazolyl, optionally substituted oxazolyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl or pyrazolyl is optionally substituted and; R1 is, halo and; R2 is, H, halo, alkyl or haloalkyl; R3 is, independently, H, alkyl, nitro, cyano, haloalkyl, alkoxy, halo, haloalkoxy, alkenyl, haloalkenyl, cycloalkyl, halocycloalkyl, alkynyl, haloalkynyl, thioalkyl, SF3 、SF6 、SCN、SO2 R6 、-C(O) -alkyl, -C (O) OH, -C (O) O- alkyl, C (O) H, CH=N FixedDocument_add O- alkyl, - CH=N FixedDocument_add O- arylalkyl; R4 is, or 3 independent R 0, 1, 23 is optionally substituted phenyl; R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted, alkyl, haloalkyl, cycloalkyl, C2 -C8 alkenyl, C2 -C8 alkynyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl and; R6 is, alkyl, aryl, substituted aryl, heteroaryl or substituted heteroaryl and; r7 is, H, alkyl, - Si (R8)3 、-P(O) (OH)2 、-CH2 -O-P(O) (OH)2 or optionally amino substituted -C (O) - alkyl; R8 is, independently alkyl or aryl; R9 is, independently H, alkyl, halo or haloalkyl; X is O and, in this case, the substituent is, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aralkyl, heteroaralkyl, aryl, heteroaryl, halogen, haloalkyl, cyano, nitro, alkoxy, aryloxy, hydroxy, hydroxyalkyl, oxo、carboxyl, formyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkylcarbonyloxy, aryloxycarbonyl, heteroaryloxy, heteroaryloxycarbonyl, mercapto, mercaptoalkyl, arylsulfonyl, amino, aminoalkyl, dialkylamino, alkylcarbonylamino, alkylaminocarbonyl, alkoxycarbonylamino, alkylamino, arylamino, diarylamino, alkylcarbonyl, aryl or aryl substituted, arylalkylamino, aralkylaminocarbonyl, amido, alkylaminosulfonyl, long, dialkylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, imino, carbamido, carbamyl, thioureido, thiocyanates, sulfonamides, sulfonylalkyl, sulfonylaryl, Mercaptoalkoxy, hydroxyamidine gini lumpur N -, or N " refers to a hydroxyamidine gini lumpur - substitution, and wherein the disease or disorder is, black asterisks Hydroxydi alpha.ropie.tau.s, wheat leaf blight, beet alpha.ropie.tau.s spots, the spot alpha.ropie.tau.s peanut, cucumber anthrax, wheat rust disease, powdery mildew disease LEXAPRO LRSA, wheat powdery mildew disease or banana leaf spot disease is LEXAPRO, method.  2. In a plant or a plant fungal growth on or in a method of treating or preventing, the compound of the formula I or a salt thereofand contacting said plant or a seed comprising, the method comprising,  formula, MBG is, optionally substituted tetrazolyl, optionally substituted triazolyl, optionally substituted oxazolyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl or pyrazolyl is optionally substituted and; R1 is, halo and; R2 is, H, halo, alkyl or haloalkyl; R3 is, independently, H, alkyl, nitro, cyano, haloalkyl, alkoxy, halo, haloalkoxy, alkenyl, haloalkenyl, cycloalkyl, halocycloalkyl, alkynyl, haloalkynyl, thioalkyl, SF3 、SF6 、SCN、SO2 R6 、-C(O) -alkyl, -C (O) OH, -C (O) alkyl O -, C (O) H, CH=N FixedDocument_add O- alkyl, - CH=N FixedDocument_add O- arylalkyl; R4 is, 3 or R independent 0, 1, 23 is optionally substituted, phenyl; R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted, alkyl, haloalkyl, cycloalkyl, C2 -C8 alkenyl, C2 -C8 alkynyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl and; R6 is, alkyl, aryl, substituted aryl, heteroaryl or substituted heteroaryl and; r7 is, H, alkyl, - Si (R8)3 、-P(O) (OH)2 、-CH2 -O-P(O) (OH)2 or optionally amino substituted -C (O) - alkyl; R8 is, independently alkyl or aryl; R9 is, independently H, alkyl, halo or haloalkyl; X is O and, in this case, the substituent is, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aralkyl, heteroaralkyl, aryl, heteroaryl, halogen, haloalkyl, cyano, nitro, alkoxy, aryloxy, hydroxy, hydroxyalkyl, oxo、carboxyl, formyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkylcarbonyloxy, aryloxycarbonyl, heteroaryloxy, heteroaryloxycarbonyl, mercapto, mercaptoalkyl, arylsulfonyl, amino, aminoalkyl, dialkylamino, alkylcarbonylamino, alkylaminocarbonyl, alkoxycarbonylamino, alkylamino, arylamino, diarylamino, alkylcarbonyl, aryl or aryl substituted, arylalkylamino, aralkylaminocarbonyl, amido, alkylaminosulfonyl, long, dialkylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, imino, carbamido, carbamyl, thioureido, thiocyanates, sulfonamides, sulfonylalkyl, sulfonylaryl, Mercaptoalkoxy, hydroxyamidine gini lumpur N -, or N " refers to a substitution of the - hydroxyamidine gini lumpur, method.  3. In a plant or a plant in a method of inhibiting microorganisms on, the compound of the formula I or a salt thereofwherein comprising contacting a plant or a seed, the method comprising,  formula, MBG is, optionally substituted tetrazolyl, optionally substituted triazolyl, optionally substituted oxazolyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl or pyrazolyl is optionally substituted and; R1 is, halo and; R2 is, H, halo, alkyl or haloalkyl; R3 is, independently, H, alkyl, nitro, cyano, haloalkyl, alkoxy, halo, haloalkoxy, alkenyl, haloalkenyl, cycloalkyl, halocycloalkyl, alkynyl, haloalkynyl, thioalkyl, SF3 、SF6 、SCN、SO2 R6 、-C(O) -alkyl, -C (O) OH, -C (O) alkyl O -, C (O) H, CH=N FixedDocument_add O- alkyl, - CH=N FixedDocument_add O- arylalkyl; R4 is, 3 or R independent 0, 1, 23 is optionally substituted, phenyl; R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted, alkyl, haloalkyl, cycloalkyl, C2 -C8 alkenyl, C2 -C8 alkynyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl and; R6 is, alkyl, aryl, substituted aryl, heteroaryl or substituted heteroaryl; R7 is, H, alkyl, - Si (R8)3 、-P(O) (OH)2 、-CH2 -O-P(O) (OH)2 or which is optionally substituted with amino -C (O) - alkyl and; r8 is, independently alkyl or aryl; R9 is, independently H, alkyl, halo or haloalkyl; X is O or, here, the substituent is, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aralkyl, heteroaralkyl, aryl, heteroaryl, halogen, haloalkyl, cyano, nitro, alkoxy, aryloxy, hydroxy, hydroxyalkyl, oxo、carboxyl, formyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkylcarbonyloxy, aryloxycarbonyl, heteroaryloxy, heteroaryloxycarbonyl, Furtheron, mercaptoalkyl, arylsulfonyl, amino, aminoalkyl, dialkylamino, alkylcarbonylamino, alkylaminocarbonyl, alkoxycarbonylamino, alkylamino, arylamino, diarylamino, alkylcarbonyl, aryl or aryl substituted, arylalkylamino, aralkylaminocarbonyl, amido, alkylaminosulfonyl, long, dialkylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, imino, carbamido, carbamyl, thioureido, thiocyanates, sulfonamides, sulfonylalkyl, sulfonylaryl, Mercaptoalkoxy, hydroxyamidine gini lumpur N -, or N " refers to a substitution of hydroxyamidine gini lumpur -, the method.  4. I or a salt of a compound of the formula, and agriculturally acceptable carrier a composition comprising,  xLxWx, MBG is, optionally substituted tetrazolyl, optionally substituted triazolyl, optionally substituted oxazolyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl or pyrazolyl is optionally substituted and; R1 is, halo; R2 is, H, halo, alkyl or haloalkyl; R3 is, independently, H, alkyl, nitro, cyano, haloalkyl, alkoxy, halo, haloalkoxy, alkenyl, haloalkenyl, cycloalkyl, halocycloalkyl, alkynyl, haloalkynyl, thioalkyl, SF3 、SF6 、SCN、SO2 R6 、-C(O) -alkyl, -C (O) OH, -C (O) O- alkyl, C (O) H, CH=N FixedDocument_add O- alkyl, - CH=N FixedDocument_add O- arylalkyl; R4 is, R 3 independent 0, 1, 2 or3 is optionally substituted, phenyl; R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted, alkyl, haloalkyl, cycloalkyl, C2 -C8 alkenyl, C2 -C8 alkynyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl and; R6 is, alkyl, aryl, substituted aryl, heteroaryl or substituted heteroaryl; R7 is, H, alkyl, - Si (R8)3 、-P(O) (OH)2 、-CH2 -O-P(O) (OH)2 or which is optionally substituted with amino -C (O) - alkyl; R8 is, independently alkyl or aryl; r9 is, independently H, alkyl, halo or haloalkyl; X is O or, wherein the composition, epoxiconazole, tebuconazole, fluquinconazole, flutriafol, metconazole, myclobutanil, sik professional kona orres (cycproconazole), prothioconazole and propiconazole selected from azole fungicide further comprises, in this case, the substituent is, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aralkyl, heteroaralkyl, aryl, heteroaryl, halogen, haloalkyl, cyano, nitro, alkoxy, aryloxy, hydroxy, hydroxyalkyl, oxo、carboxyl, formyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkylcarbonyloxy, aryloxycarbonyl, heteroaryloxy, heteroaryloxycarbonyl, mercapto, mercaptoalkyl, arylsulfonyl, amino, aminoalkyl, dialkylamino, alkylcarbonylamino, alkylaminocarbonyl, alkoxycarbonylamino, alkylamino, arylamino, diarylamino, alkylcarbonyl, aryl or aryl substituted, arylalkylamino, aralkylaminocarbonyl, amido, alkylaminosulfonyl, long, dialkylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, imino, carbamido, carbamyl, thioureido, thiocyanates, sulfonamides, sulfonylalkyl, sulfonylaryl, Mercaptoalkoxy, hydroxyamidine gini lumpur N -, or a N " refers to a substitution of the - hydroxyamidine gini lumpur, composition.  5. I or a salt of a compound of the formula, and agriculturally acceptable carrier a composition comprising,  ˜C, MBG is, optionally substituted tetrazolyl, optionally substituted triazolyl, optionally substituted oxazolyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl or pyrazolyl is optionally substituted and; R1 is, halo and; R2 is, H, halo, alkyl or haloalkyl; R3 is, independently, H, alkyl, nitro, cyano, haloalkyl, alkoxy, halo, haloalkoxy, alkenyl, haloalkenyl, cycloalkyl, halocycloalkyl, alkynyl, haloalkynyl, thioalkyl, SF3 、SF6 、SCN、SO2 R6 、-C(O) -alkyl, -C (O) OH, -C (O) O- alkyl, C (O) H, CH=N FixedDocument_add O- alkyl, - CH=N FixedDocument_add O- arylalkyl; R4 is, R 3 independent 0, 1, 2 or3 is optionally substituted, phenyl; R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted, alkyl, haloalkyl, cycloalkyl, C2 -C8 alkenyl, C2 -C8 alkynyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl and; R6 is, alkyl, aryl, substituted aryl, heteroaryl or substituted heteroaryl; R7 is, H, alkyl, - Si (R8)3 、-P(O) (OH)2 、-CH2 -O-P(O) (OH)2 or which is optionally substituted with amino -C (O) - alkyl; R8 is, independently alkyl or aryl; r9 is, independently H, alkyl, halo or haloalkyl; X is O in, wherein said composition comprises, trifloxystrobin, pyraclostrobin, orysastrobin, fluoxastrobin and azoxystrobin from the group of agricultural fungicide further comprises, in this case, the substituent is, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aralkyl, heteroaralkyl, aryl, heteroaryl, halogen, haloalkyl, cyano, nitro, alkoxy, aryloxy, hydroxy, hydroxyalkyl, oxo、carboxyl, formyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkylcarbonyloxy, aryloxycarbonyl, heteroaryloxy, heteroaryloxycarbonyl, mercapto, mercaptoalkyl, arylsulfonyl, amino, aminoalkyl, dialkylamino, alkylcarbonylamino, alkylaminocarbonyl, alkoxycarbonylamino, alkylamino, arylamino, diarylamino, alkylcarbonyl, aryl or aryl substituted, arylalkylamino, aralkylaminocarbonyl, amido, alkylaminosulfonyl, long, dialkylaminosulfonyl, alkylsulfonylamino, arylsulfonylamino, imino, carbamido, carbamyl, thioureido, thiocyanates, sulfonamides, sulfonylalkyl, sulfonylaryl, Mercaptoalkoxy, hydroxyamidine gini lumpur N -, or N " refers to a substitution of hydroxyamidine gini lumpur -, the composition.  6. R1 is fluoro, method according to claim 3.  7. R2 is fluoro, method according to claim 3.  8. R1 R and2 is fluoro, method according to claim 3.  9. R4 is, or 3 independent halo 0, 1, 2 optionally substituted in the phenyl, method according to claim 3.  10. R4 is, or 3 independent fluoro 0, 1, 2 in the case where the phenyl is optionally substituted by, method according to claim 3.  11. R4 is 2,4 - difluorophenyl, method according to claim 3.  12. R5 is, respectively, or 3 independent R 0, 1, 23 is optionally substituted aryl, arylalkyl, heteroarylalkyl, or heteroaryl, method according to claim 3.  13. R1 is fluoro; R2 is fluoro; R4 is 2,4 - difluorophenyl and; R5 is, 3 or R independent 0, 1, 23 is optionally substituted with aryl, method according to claim 3.  14. R1 is fluoro; R2 is fluoro; R4 is 2,4 - difluorophenyl and; R5 is, 3 or R independent 0, 1, 23 and optionally substituted heteroaryl, method according to claim 3.  15. R1 is fluoro; R2 is fluoro; R4 is 2,4 - difluorophenyl and; R5 is, 3 or R independent 0, 1, 23 optionally substituted with arylalkyl, method according to claim 3.  16. R5 is, 3 or R independent 0, 1, 23 is optionally substituted with benzyl, method according to claim 15.  17. R5 is, 0, 1, 2 or 3 independent R3 optionally substituted with - CH2 -heteroaryl, method according to claim 15.  18. R5 is, 0, 1, 2 or 3 independent R3 optionally substituted with - CH2 -CF2 -aryl, method according to claim 15.  19. In a plant or a plant in a method of inhibiting microorganisms on, of the following compounds or a salt thereof1 of any one of the one or more plant or a seed comprising contacting the, method. 1- (5 - -2 - - Yl (4 - - chloro - -2 - fluorobenzyloxy) pyridine) -1,1 - -2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -2 - - difluoro-l-ol (1); 1 - (-2 --pyridin - 5 - - yl (2,4 - difluorobenzyloxy) ) -3 - -2 - -1,1 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -2 - - difluoro-l-ol (2); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 --pyridin - 5 - - yl (3 - fluorobenzyloxy) ) -2 - (-1 --tetrazol - 1H - - yl) propan-l-ol (3) -3 -; 1 - ((4 - - chlorobenzyloxy) pyridine - -2 - - yl-5 -) -1,1 - -2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -2 - - difluoro-l-ol (4); 4 - (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yloxy) benzonitrile (5); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 - (4 - - fluorophenoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (6) -2 - -3 -; 1 - ((4 - - chlorophenoxy) pyridin - -2 - - yl-5 -) -2 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (7) -3 -; 2 - -1 - (2,4 - - difluorophenyl) (-2 - - methoxypyridin - 5 - - yl) -1,1 - - difluoro - -3 - -2 - (-1 --tetrazol - 1H - - yl) propan-l-ol (8); 4 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) benzonitrile (9); 4 - (( (6 - ((2,4 - - difluorophenyl) 2 - -1, 1- (-1 --tetrazol - 1H - - yl) -2 - - difluoro - -3 - - hydroxy-propyl) pyridine - -3 - - yl) oxy) methyl) -2 -; fluorobenzonitrile (10) 2 - -1 - (2,4 - - difluorophenyl) (l 5 - -2 - phenoxypyridine) -1,1 - -3 - - difluoro - (-1 --tetrazol - 1H - - yl) propan-l-ol (11) -2 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (-2 - - yl-pyridin - 5 - (2, 2, 2 - trifluoroethoxy) ) propane-l-ol (12) -2 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (-2 - (vinyloxy) pyridin - 5 - - yl) propan-l-ol (14) -2 -; 4 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) thio) methyl) -3 - fluorobenzonitrile (15); 4 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) thio) methyl) -3 -; fluorobenzonitrile (16) 4 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) -2 -; fluorobenzonitrile (17) 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((2, 2, 2 - trifluoroethyl) thio) pyridin - -2 - - yl) propan - -2 - ol (18); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (5 - ((4 - - fluorobenzyl) oxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (19) -2 - -3 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((4 - (2, 2, 2 - trifluoroethoxy) benzyl) oxy) pyridin - -2 - - yl) propan - -2 - ol (20); 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((4 - (trifluoromethoxy) benzyl) oxy) pyridin - -2 - - yl) propan-l-ol (21) -2 -; 2 - (2,  4- - Difluorophenyl) (-1 --tetrazol - 1H - - yl) -3 - - difluoro - -1 - -1,1 - (5 - ((4 - (trifluoromethyl) benzyl) oxy) pyridin - -2 - - yl) propan-l-ol (22) -2 -; 1 - (5 - ((2,3 - difluorobenzyl) oxy) pyridin - -2 - - yl) -3 - -2 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (23); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (5 - ((2 - - fluoro - -4 - (trifluoromethyl) benzyl) oxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (24) -2 - -3 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((3 - (2, 2, 2 - trifluoroethoxy) benzyl) oxy) pyridin - -2 - - yl) propan-l-ol (25) -2 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((3 - (trifluoromethyl) benzyl) oxy) pyridin - -2 - - yl) propan - -2 - ol (26); 1 - (5 - ((4 - - chloro - -3 - - fluorobenzyl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - -1,1 - -2 - (-1 --tetrazol - 1H - - yl) propan - -3 - - difluoro-l-ol (27); 1 - (5 - ((3,4 - difluorobenzyl) oxy) pyridin - -2 - - yl) -3 - -2 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (28); 2 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) acetonitrile (29); 1 - -2 - (-2 - (benzyloxy) pyridin - 5 - - yl) (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (30) -3 -; 1 - -2 - (-2 - (benzyloxy) pyridin - 5 - - yl) (2,4 - - difluorophenyl) (-2 --tetrazol - 2H - - yl) propan - -1,1 - - difluoro-l-ol (31) -3 - -2 -; 1 - (5 - (-1 --but - -2 - - yloxy) pyridin - -2 - - yl) -2 - (2, 4- - Difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (32) -3 -; 1 - (5 - (-1 --but - -2 - - yloxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - (-2 --tetrazol - 2H - - yl) propan - -1,1 - - difluoro - -2 --ol (33) -3 -; 2 - difluoro (2,4 - - difluorophenyl) -1 - -1,1 - (5 - ((3 - methoxybenzyl) oxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan - -2 - ol (34) -3 -; 1 - (5 - ((3,5 - difluorobenzyl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - -1,1 - -2 - -3 - (-1 --tetrazol - 1H - - yl) propane-l-ol (35); 1 - (5 - ((3,5 - difluorobenzyl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - -1,1 - -2 - -3 - (-2 --tetrazol - 2H - - yl) propane-l-ol (36); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 --pyridin - 5 - - yl (pyridin - -2 - - ylmethoxy) ) -2 - (-1 --tetrazol - 1H - - yl) propan - -3 - ol (37); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 --pyridin - 5 - - yl (pyridin - -2 - - ylmethoxy) ) -2 - (-2 --tetrazol - 2H - - yl) propan - -3 - ol (38); 1 - -2 - (-2 - (cyclopropylmethoxy) pyridin - 5 - - yl) (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (39) -3 -; 1 - -2 - (-2 - (cyclopropylmethoxy) pyridin - 5 - - yl) (2,4 - - difluorophenyl) (-2 --tetrazol - 2H - - yl) propan - -1,1 - - difluoro - -2 --ol (40) -3 -; 2 - difluoro (2,4 - - difluorophenyl) -1 - -1,1 - (5 - ((4 - methoxybenzyl) oxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan - -2 - ol (41) -3 -; 2 - -1 - -1,1 - (2,4 - - difluorophenyl) (l 5 - -2 - isopropoxypyridine pyridine) -3 - - difluoro - (-1 --tetrazol - 1H - - yl) propan-l-ol (42) -2 -; 2 - -1 (2,4 - - difluorophenyl), 1- -1 - - Difluoro - -3 - (5 - -2 - isobutoxymethyl pyridine-l-yl) (-1 --tetrazol - 1H - - yl) propan - -2 - ol (43); 1 - (5 - ((2, 3 - difluorobenzyl) oxy) pyridin - -2 - - yl) -1,1 - -2 - -3 - - difluoro (2,4 - - difluorophenyl) (l -1 - - TRIAZOL 1H-1, 2, 3) propan - -2 - ol (44); 1 - (5 - ((2,3 - difluorobenzyl) oxy) pyridin - -2 - - yl) -1,1 - -2 - -3 - - difluoro (2,4 - - difluorophenyl) (l -1 - - TRIAZOL 1H-1, 2, 4) -1,1 - (2,4 - - difluorophenyl) propan - 2 - ol (45) -1 - -2 - - difluoro - (5 - ((2 - - fluorobenzyl) oxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan - -2 - ol (46) -3 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - ((1, 1, 1 - trifluoropropane -2 - yl) oxy) pyridin - -2 - - yl) propan - -2 - ol (47); 2 - -3 - (2,4 - - difluorophenyl) (-2 --tetrazol - 2H - - yl) -1,1 - - difluoro - -1 - (5 - ((1, 1, 1 - trifluoropropane -2 - yl) oxy) pyridin - -2 - - yl) propan - -2 - ol (48); 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (-2 - (-2 - - thiophen - ylmethoxy) pyridin - 5 - - yl) propan-l-ol (49) -2 -; 6 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) nicotinonitrile (50); 6 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) nicotinonitrile (51); 3 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) benzonitrile (52); 3 - (( (6 - ((2,4 - - difluorophenyl) 2 - -1, 1- (-2 --tetrazol - 2H - - yl) -2 - - difluoro - -3 - - hydroxy-propyl) pyridine - -3 - - yl) oxy) methyl) benzonitrile (53); 2 - -1 - (-2 - - chloro - 4 - - fluorophenyl) (-2 - (cyclopropylmethoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro-l-ol (54) -3 - -2 -; 4 - (( (6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) benzonitrile (55); 4 - (( (6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) benzonitrile (56); 4 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -3 - fluorobenzonitrile (57); 4 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -3 -; fluorobenzonitrile (58) 3 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -4 - fluorobenzonitrile (59); 2 - -1 - (2,4 - - difluorophenyl) (5 - ((3,5 - difluorpyridine -2 - yl) methoxy) pyridin - -2 - - yl) (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (60) -3 -; 6 - (( (6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) nicotinonitrile (61); 6 - (( (6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) nicotinonitrile (62); 1- (5 - (-1 --but - -2 - - yloxy) pyridin - -2 - - yl) -1,1 - -2 - -3 - (-2 - - chloro - 4 - - fluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -2 - - difluoro-l-ol (63); 1 - (5 - (-1 --but - -2 - - yloxy) pyridin - -2 - - yl) -3 - -2 - (-2 - - chloro - 4 - - fluorophenyl) (-2 --tetrazol - 2H - - yl) propan - -1, 1 - - difluoro - -2 --ol (64); 5 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -2 -; fluorobenzonitrile (65) 5 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -2 -; fluorobenzonitrile (66) 3 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -2 - fluorobenzonitrile (67); 3 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) -2 -; fluorobenzonitrile (68) 2 - -1 - (-2 - - chloro - 4 - - fluorophenyl) (-2 --l-yl-isobutoxymethyl pyridine 5 -) -1,1 - -3 - - difluoro - (-1 --tetrazol - 1H - - yl) propan-l-ol (69) -2 -; 2 - -1 - (-2 - - chloro - 4 - - fluorophenyl) (-2 --l-yl-isobutoxymethyl pyridine 5 -) -1,1 - -3 - - difluoro - (-2 --tetrazol - 2H - - yl) propan-l-ol (70) -2 -; 2 - -3 - (-2 - - chloro - 4 - - fluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (-2 - - yl-pyridin - 5 - (2, 2, 2 - trifluoroethoxy) ) propan - -2 - ol (71); 2 - -3 - (-2 - - chloro - 4 - - fluorophenyl) (-2 --tetrazol - 2H - - yl) -1,1 - - difluoro - -1 - (-2 - - yl-pyridin - 5 - (2, 2, 2 - trifluoroethoxy) ) propan - -2 - ol (72); 5 - (( (6 - ((2,4 - - difluorophenyl) 2 - -1, 1- (-1 --tetrazol - 1H - - yl) -2 - - difluoro - -3 - - hydroxy-propyl) pyridine - -3 - - yl) oxy) methyl) thiophene - -2 - carbonitrile (73); 5 - (( (6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) methyl) thiophene - -2 - - carbonitrile (74); 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - (4 - (trifluoromethyl) phenoxy) pyridin - -2 - - yl) propan-l-ol (75) -2 -; 2 - -3 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) -1,1 - - difluoro - -1 - (5 - (4 - (trifluoromethoxy) phenoxy) pyridin - -2 - - yl) propan-l-ol (76) -2 -; 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 - (3 - - fluorophenoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (77) -3 - -2 -; 3 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) benzonitrile (78); 4 - ((6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) benzonitrile (79); 4 - ((6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) benzonitrile (80); 4 - ((6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) -2 - fluorobenzonitrile (81); 4 - ((6 - (2 - (4 - - chloro - -2 - - fluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) -2 - fluorobenzonitrile (82); 4 - (( (6 - ((2,4 - - difluorophenyl) 2 - -1, 1- (-2 --tetrazol - 2H - - yl) -2 - - difluoro - -3 - - hydroxy-propyl) pyridine - -3 - - yl) oxy) methyl) benzonitrile (83); 1 - ((3 - - chlorophenoxy) pyridin - -2 - - yl-5 -) -2 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -1, 1 - - difluoro - -2 --ol (84) -3 -; 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 - (3 - - methoxyphenoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (85) -3 - -2 -; 1 - (-2 --pyridin - 5 - - yl (3,4 - difluorophenoxy) ) -3 - -2 - -1,1 - (2,4 - - difluorophenyl) (-1 --tetrazol - 1H - - yl) propan - -2 - - difluoro-l-ol (86); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 - (4 - - methoxyphenoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (87) -2 - -3 -; 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 - (2 - - fluorophenoxy) pyridin - 5 - - yl) (-1 --tetrazol - 1H - - yl) propan-l-ol (88) -3 - -2 -; 4 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) -3 -; fluorobenzonitrile (89) 4 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (2H --tetrazol - -2 - - yl) propyl) pyridin - -3 - - yl) oxy) -3 - fluorobenzonitrile (90); 2 - methyl ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) thio) acetate (91); 1 - (5 - ((3 - - chloro - -5 - (trifluoromethyl) pyridin - -2 - - yl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - -1,1 - -2 - (-1 --tetrazol - 1H - - yl) propan - -3 - - difluoro-l-ol (92); 6 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) nicotinonitrile (93); 2 - -1 (2,4 - - difluorophenyl), 1- (-1 --tetrazol - 1H - - yl) -3 - - difluoro - -1 - (5 - ((5 - (trifluoromethyl) pyridin - -2 - - yl) oxy) pyridin - -2 - - yl) propan - -2 - ol (94); 1 - (5 - ((5 - - chloropyridin -2 - yl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - -1,1 - -2 - -3 - (-1 --tetrazol - 1H - - yl) propane-l-ol (95); 4 - ((6 - (2 - (2,4 - - difluorophenyl) -1,1 - - difluoro - -2 - - hydroxy - -3 - (1H --tetrazol - -1 - - yl) propyl) pyridin - -3 - - yl) oxy) picolinonitrile (96); 2 - -1,1 - (2,4 - - difluorophenyl) -1 - - difluoro - (-2 --pyridin - 5 - - yl (pyrimidin - -2 - - yloxy) ) -2 - (-1 --tetrazol - 1H - - yl) propan - -3 - ol (97); 1 - (5 - ((5 - - chloropyrimidin -2 - yl) oxy) pyridin - -2 - - yl) (2,4 - - difluorophenyl) -2 - (-1 --tetrazol - 1H - - yl) propan - -1,1 - - difluoro - -2 --ol (98) (...)
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