US2006004029A1PendingUtilityA1

Nitrogen-containing aromatic derivatives

Assignee: TSURUOKA AKIHIKOPriority: Aug 30, 2002Filed: Aug 28, 2003Published: Jan 5, 2006
Est. expiryAug 30, 2022(expired)· nominal 20-yr term from priority
A61P 9/10A61P 9/00A61P 35/04A61P 43/00A61P 35/00A61P 27/02A61P 29/00A61P 3/10A61P 35/02A61K 31/4545A61P 17/06C07D 401/12A61K 31/4439C07D 405/14C07D 417/14A61K 31/5377A61P 19/02C07D 401/14C07D 409/14C07D 403/12A61K 31/506A61K 31/496
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Claims

Abstract

A compound represented by the general formula: wherein X 1 represents a nitrogen atom or a group represented by the formula —CR 10 ═; X 2 represents a nitrogen atom or a group represented by the formula —CR 11 ═; Y represents an oxygen atom or the like; R 1 represents a C 1-6 alkoxy group, an optionally substituted C 6-10 aryloxy group, a group represented by the formula —NR 12a R 12b or the like; R 2 represents a hydrogen atom, an optionally substituted C 1-6 alkyl group, or the like; R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C 1-6 alkyl group, or the like; R 9 represents a group represented by the formula —NR 16a R 16b or the like; and R 12a , R 12b , R 16a and R 16b each independently represent a hydrogen atom, an optionally substituted C 1-6 alkyl group, or the like, a salt thereof, or a hydrate of the foregoing.

Claims

exact text as granted — not AI-modified
1 . A compound (except N1-cyclopropyl-5-((2-(((2-chloroethylamino)carbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide) represented by the general formula:  
       
         
           
           
               
               
           
         
       
       wherein X 1  represents a nitrogen atom or a group represented by the formula —CR 10 ═, X 2  represents a nitrogen atom or a group represented by the formula —CR 11 ═, and X 1  and X 2  do not represent a nitrogen atom at the same time; 
 Y represents an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, or a group represented by the formula —NR Y —(wherein R Y  represents a hydrogen atom or a C 1-6  alkyl group);  
 R 1  represents an optionally substituted C 1-6  alkoxy group, an optionally substituted C 6-10  aryloxy group, a group represented by the formula —NR 12a R 12b , a group represented by the formula:  
                     
 (wherein Y A1  and Y A2  each independently represent a group represented by the formula -A 10 -A 11 -A 12  (wherein A 10  represents a single bond or an optionally substituted C1-6 alkylene; A 11  represents a single bond, an oxygen atom, a carbonyl group or a sulfonyl group; and A 12  represents a hydrogen atom, a C 1-6  alkyl group, a C 2-6  alkenyl group, a C 2-6  alkynyl group, a C 3-8  cycloalkyl group, a C 6-10  aryl group, a 5- to 10- membered heteroaryl group, a group represented by the formula —NR A10 R A11 , a group represented by the formula —OR A12  (wherein R A10 , R A11  and R A12  each independently represent a hydrogen atom, a C1-6 alkyl group or C 3-8  cycloalkyl group) or a group represented by the formula:  
                     
 (wherein e represents 1 or 2; Z represents an oxygen atom, a group represented by the formula —CR X7 R X8 — or a group represented by the formula —NR X9 —; R X7 , R X8  and R X9  each independently represent a hydrogen atom, a hydroxyl group or a C 1-6  alkyl group)); and Y A3  represents a hydrogen atom or an optionally substituted C 1-6  alkyl group) or a group represented by the formula:  
                     
 (wherein T1 represents an optionally substituted 5- to 10- membered aromatic heterocycle which may have X in the ring or an optionally substituted 3- to 10- membered heterocycle which may have X in the ring);  
 R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10  and R 11  each independently represent a hydrogen atom, a halogen atom, a cyano group, an optionally substituted C 1-6  alkyl group, an optionally substituted C 2-6  alkenyl group, an optionally substituted C 2-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, a group represented by the formula —CO—R 13 , a group represented by the formula —NR 14 —CO—R 13 , a group represented by the formula —SO 2 —R 15 , a group represented by the formula —NR 14 —SO 2 —R 15 , or a group represented by the formula —NR 16a R 16b ;  
 R 9  represents a group represented by the formula —NR 16a R 16b  or a group represented by the formula:  
                     
 (wherein T2 represents an optionally substituted 5- to 10- membered aromatic heterocycle or an optionally substituted 3- to 10- membered heterocycle);  
 R 12a  and R 12b  each independently represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 3-6  alkenyl group, an optionally substituted C 3-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, an optionally substituted 3- to 10- membered heterocyclic group, or an optionally substituted C 1-6  alkoxy group;  
 R 13  represents a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 2-6  alkenyl group, an optionally substituted C 2-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 10- membered heteroaryl group, an optionally substituted 3- to 10- membered heterocyclic group, an optionally substituted C 1-6  alkoxy group, an optionally substituted C 6-10  aryloxy group, a group represented by the formula —NR 12a R 12b , or a group represented by the formula:  
                     
 (wherein T2 represents an optionally substituted 5- to 10- membered aromatic heterocycle or an optionally substituted 3- to 10- membered heterocycle);  
 R 2  and R 14  each independently represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 2-6  alkenyl group, an optionally substituted C 2-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, or a group represented by the formula —CO—R 13 ;  
 R 15  represents an optionally substituted C 1-6  alkyl group, an optionally substituted C 2-6  alkenyl group, an optionally substituted C 2-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 10- membered heteroaryl group, or an optionally substituted 3- to 10- membered heterocyclic group;  
 R 16a  and R 16b  each independently represent a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 3-6  alkenyl group, an optionally substituted C 3-6  alkynyl group, an optionally substituted C 3-8  cycloalkyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 10- membered heteroaryl group, an optionally substituted 3- to 10-membered heterocyclic group, or an optionally substituted C 1-6  alkoxy group; and  
 X represents an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, a group represented by the formula —CR X1 R X2 —, or a group represented by the formula —NR X3 — (wherein R X1 , R X2  and R X3  each independently represent a hydrogen atom or a group represented by the formula -A 1 -A 2 -A 3  (wherein A 1  and A 2  each independently represent a single bond, an optionally substituted C 1-6  alkylene group or a carbonyl group; and A 3  represents a hydrogen atom, a C 3-8  cycloalkyl group, a group represented by the formula —NR A1 R A2 , or the formula —OR A3  (wherein, R A1 , R A2  and R A3  each independently represent a hydrogen atom or a C 1-6  alkyl group), or an optionally substituted group represented by the formula:  
                     
 (wherein a represents 1 or 2))),  
 a salt thereof, or a hydrate of the foregoing.  
 
     
     
         2 . The compound of  claim 1  (except N1-cyclopropyl-5-((2-(((2-chloroethylamino)carbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide) represented by the general formula:  
       
         
           
           
               
               
           
         
       
       wherein X 1 , X 2 , Y, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8  and R 9  represent the same definitions as X 1 , X 2 , Y, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8  and R 9  in  claim 1 , respectively, a salt thereof, or a hydrate of the foregoing.  
     
     
         3 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein Y represents an oxygen atom, a group represented by the formula —NH—, or a group represented by the formula —N(CH 3 )—.  
     
     
         4 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein Y represents an oxygen atom.  
     
     
         5 . The compound according to any of claims  1 , a salt of the compound, or a hydrate of the foregoing, wherein one of X 1  and X 2  represents a group represented by the formula —CH═ and the other represents a nitrogen atom.  
     
     
         6 . The compound according to any of claims  1  a salt of the compound, or a hydrate of the foregoing, wherein both X 1  and X 2  represent a group represented by the formula —CH═.  
     
     
         7 . The compound according to any of claims  1 , a salt of the compound, or a hydrate of the foregoing, wherein R 3 , R 4 , R 5 , R 6  and R 8  each represent a hydrogen atom, and R 7  represents a hydrogen atom, a halogen atom or an optionally substituted C 1-6  alkyl group.  
     
     
         8 . The compound according to any of claims  1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula —NHR 17  (wherein R 17  represents an optionally substituted C 1-6  alkyl group, a C 3-6  alkynyl group, a C 3-8  cycloalkyl group, an optionally substituted C 6-10  aryl group or an optionally substituted 5- to 10- membered heteroaryl group).  
     
     
         9 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula —NR 18a R 18b  (wherein R 18a  and R 18b  each independently represent a C 1-6  alkyl group).  
     
     
         10 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein b 1  represents 1 or 2; X represents the same definition as X in  claim 1) .  
     
     
         11 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula —NHR 19  (wherein R 19  represents a C 1-6  alkyl group, a C 3-6  alkynyl group, a C 3-8  cycloalkyl group or a C 6-10  aryl group).  
     
     
         12 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 3 , R 4 , R 5 , R 6 , R 7  and R 8  each represent a hydrogen atom.  
     
     
         13 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 2  represents a hydrogen atom.  
     
     
         14 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula —NHR 20  (wherein R 20  represents a methyl group, an ethyl group or a cyclopropyl group).  
     
     
         15 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 9  represents a group represented by the formula —NH(CH 3 ).  
     
     
         16 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a further optionally substituted group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein b 2  represents 0, 1 or 2; and X represents the same definition as X in  claim 1) .  
     
     
         17 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein X represents the same definition as X in  claim 1) .  
     
     
         18 . The compound according to  claim 17 , a salt of the compound, or a hydrate of the foregoing, wherein X in the formula (IV) represents an oxygen atom.  
     
     
         19 . The compound according to  claim 17 , a salt of the compound, or a hydrate of the foregoing, wherein X in the formula (IV) represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein R X4  represents a hydrogen atom or a group represented by the formula -A 4 -A 5 -A 6  (wherein A 4  and A 5  each independently represent a single bond, an optionally substituted C 1-6  alkylene or a carbonyl group; and A, represents a hydrogen atom, a C 3-8  cycloalkyl group or a group represented by the formula —NR A4 R A5  or the formula —OR A6  (wherein R A4 , R A5  and R A6  each independently represent a hydrogen atom or a C 1-6  alkyl group))).  
     
     
         20 . The compound according to  claim 17 , a salt of the compound, or a hydrate of the foregoing, wherein X in the formula (IV) represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein R X5  and R X6  each independently represent a hydrogen atom or a group represented by the formula -A 7 -A 8 -A 9  (wherein A 7  and A 8  each independently represent a single bond, an optionally substituted C 1-6  alkylene group or a carbonyl group; and A 9  represents a hydrogen atom, a C 3-8  cycloalkyl group, a group represented by the formula —NR A7 R A8 , or the formula —OR A9  (wherein R A7 , R A8 , and R A9  each independently represent a hydrogen atom or a C 1-6  alkyl group), or a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein c 1  represents 0, 1 or 2))).  
     
     
         21 . The compound according to  claim 20 , a salt of the compound, or a hydrate of the foregoing, wherein one of R X5  and R X6  in the formula (VI) represents a hydroxyl group and the other represents a hydrogen atom or a C 1-6  alkyl group.  
     
     
         22 . The compound according to  claim 20 , a salt of the compound, or a hydrate of the foregoing, wherein one of R X5  or R X6  in the formula (VI) represents a hydrogen atom and the other represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein c 2  represents 1 or 2).  
     
     
         23 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein R X51  and R X61  each independently represent a hydrogen atom or a group represented by the formula -A 71 -A 81 -A 91  (wherein A 71  and A 81  each independently represent a single bond, an optionally substituted C 1-6  alkylene group or a carbonyl group; and A 91  represents a hydrogen atom, a C 3-8  cycloalkyl group, a group represented by the formula —NR A71 R A81 , or the formula —OR A91  (wherein R A71 , R A81 , and R A91  each independently represent a hydrogen atom or a C 1-6  alkyl group), or a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein c 11  represents 0, 1 or 2))).  
     
     
         24 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein Y A1  and Y A2  each independently represent a group represented by the formula -A 10 -A 11 -A 12  (wherein A 10  represents a single bond or an optionally substituted C 1-6  alkylene group; A 11  represents a single bond, an oxygen atom, a carbonyl group, or a sulfonyl group; and A 12  represents a hydrogen atom, a C 1-6  alkyl group, a C 2-6  alkenyl group, a C 2-6  alkynyl group, a C 3-8  cycloalkyl group, a C 6-10  aryl group, a 5- to 10- membered heteroaryl group, a group represented by the formula —NR A10 R A11 , or the formula —OR A12  (wherein, R A10 , R A11  and R A12  each independently represent a hydrogen atom, a C 1-6  alkyl group or a C 3-8  cycloalkyl group), or a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein e represents 1 or 2; and Z represents an oxygen atom or a group represented by the formula —CR X7 R X8 — or the formula —NR X9 — (wherein R X7 , R X8  and R X9  each independently represent a hydrogen atom, a hydroxyl group or a C 1-6  alkyl group))); and Y A3  represents a hydrogen atom or an optionally substituted C 1-6  alkyl group).  
     
     
         25 . The compound according to  claim 24 , a salt of the compound, or a hydrate of the foregoing, wherein one of Y A1  and Y A2  in the formula (VIII) represents a hydrogen atom and the other represents a group represented by the formula —(CH 2 ) 2 -A 13 -A 14  (wherein A 13  represents a single bond, a carbonyl group or a sulfonyl group; and A 14  represents a C 1-6  alkyl group, a group represented by the formula —NR A13 R A14  (wherein R A13  and R A14  each independently represent a hydrogen atom, a C 1-6  alkyl group or a C 3-8  cycloalkyl group), or a group represented by the formula:  
       
         
           
           
               
               
           
         
       
       (wherein e and Z represent the same definitions as e and Z in  claim 24 , respectively)); and Y A3  in the formula (VIII) represents a hydrogen atom.  
     
     
         26 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formulas:  
       
         
           
           
               
               
           
         
       
       (each of the foregoing members being optionally substituted with a group selected from Substituent Group Alpha, 
 wherein Substituent Group Alpha is a group consisting of a halogen atom, a hydroxyl group, a thiol group, a nitro group, a cyano group, a carboxyl group, an amino group, a C 1-6  alkyl group, a C 3-8  cycloalkyl group, and a group represented by the formulas:  
                     
 (wherein R N1  and R N2  each independently represent a hydrogen atom or a C 1-6  alkyl group)).  
 
     
     
         27 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formulas:  
       
         
           
           
               
               
           
         
       
     
     
         28 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formulas:  
       
         
           
           
               
               
           
         
       
     
     
         29 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein R 1  represents a group represented by the formulas:  
       
         
           
           
               
               
           
         
       
     
     
         30 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein the compound is represented by the general formula:  
       
         
           
           
               
               
           
         
       
       (wherein R 1  represents a group represented by the formulas:  
       
         
           
           
               
               
           
         
       
       (each of the foregoing members being optionally substituted with a group selected from Substituent Group Beta, 
 wherein Substituent Group Beta is a group consisting of a hydroxyl group, a C 1-6  alkyl group, a C 3-8  cycloalkyl group, and a group represented by the formulas:  
                     
 (wherein R N1  and R N2  each independently represent a hydrogen atom or a C 1-6  alkyl group)); and  
 R 9  represents a group represented by the formula —NHR 20  (wherein R 20  represents a methyl group, an ethyl group or a cyclopropyl group)).  
 
     
     
         31 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein the compound is a compound selected from a group consisting of 
 (1) N1-ethyl-5-(2-((methoxylamino)carbonyl)amino-4-pyrimidyl)oxy-1H-indolecarboxamide;    (2) 5-(6-(3-(3-diethylaminopropylamino)ureido)pyrimidin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (3) 5-(6-(((4-hydroxypiperidin-1-yl)carbonyl)amino)-pyrimidin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (4) 5-(6-((4-pyrrolidin-1-yl)piperidin-1-yl)carbonylamino)pyrimidin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (5) 5-(2-(3-((1R)-1-carbamoyl-2-phenylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (6) 5-(2-(3-((1S)-1-carbamoyl-2-phenylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (7) 5-(2-(3-(2-oxo-2-(pyrrolidin-1-yl)ethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (8) 5-(2-(3-(2-(4-hydroxy-4-methylpiperidin-1-yl)-2-oxoethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (9) 5-(2-(3-((1S)-1-carbamoylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methyl amide;    (10) 5-(2-(3-((1S)-1-carbamoyl-3-methylbutyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (11) 5-(2-(3-carbamoylmethylureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methyl amide;    (12) 5-(2-(3-cyclopropylcarbamoylmethylureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (13) 5-(2-(3-((1 S)-1-carbamoyl-2-hydroxyethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (14) 5-(2-(3-((1R)-1-carbamoyl-2-hydroxyethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (15) (2S)-2-(3-(4-(1-methylcarbamoyl-1H-indol-5-yloxy)pyridin-2-yl)ureido)-1,5-pentanedicarboxylic acid diamide;    (16) (2S)-2-(3-(4-(1-methylcarbamoyl-1H-indol-5-yloxy)pyridin-2-yl)ureido)succinamide;    (17) 5-(2-(3-((1S)-1-cyclopropylcarbamoyl-2-hydroxyethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (18) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (19) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (20) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (21) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (22) 5-(2-(3-((1S)-1-hydroxymethyl-2-(4-hydroxypiperidin-1-yl)-2-oxoethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (23) 5-(2-(3-((1S)-1-hydroxymethyl-2-(morpholin-4-yl)-2-oxoethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (24) 5-(2-(3-(2-cyclopropylcarbamoylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (25) 5-(2-(3-(3-oxo-3-(pyrrolidin-1-yl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (26) 5-(2-(3-(3-(4-hydroxy-4-methylpiperidin-1-yl)-3-oxopropyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (27) N1-ethyl-5-(2-(((2-ethoxyethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (28) N1-methyl-5-(2-((4-(2-hydroxy-2-methylpropionyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (29) N1-methyl-5-(2-((3-(diethylamino)propylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (30) N1-methyl-5-(2-(((3-(4-hydroxypiperidino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (31) N1-methyl-5-(2-(((3-(4-methylpiperazin-1-yl)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (32) 5-(2-(3-(4-oxo-4-(pyrrolidin-1-yl)butyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (33) 5-(2-(3-(3-(cyclopropylcarbamoyl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (34) 5-(2-(3-(4-(4-hydroxy-4-methylpiperidin-1-yl)-4-oxobutyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (35) 5-(2-(3-(3-(diethylcarbamoyl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (36) 5-(2-(3-(3-(methylcarbamoyl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (37) N1-methyl-5-(2-(pyrrolidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (38) N1-methyl-5-(2-(piperidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (39) N1-methyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (40) N1-methyl-5-(2-(4-oxopiperidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (41) 5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (42) N1-methyl-5-(2-((4-(1-hydroxy-1-methylethyl)piperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (43) 5-(2-(((4-(3-methylcarbamoylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (44) 5-(2-(((4-(3-carbamoylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (45) 5-(2-((4-((pyrrolidin-1-yl)carbonyl)piperidin-1-yl)carbonylamino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (46) N 1-methyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (47) N1-methyl-5-(2-(((4-(piperidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (48) N1-methyl-5-(2-((4-ethylpiperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (49) N1-methyl-5-(2-((4-(2-hydroxyethyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (50) N1-methyl-5-(2-((3-methylsulfonylpropylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (51) N1-methyl-5-(2-((4-(2-dimethylaminoacetyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (52) N1-methyl-5-(2-((4-cyclohexylpiperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (53) N4-(4-(1-(methylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (54) N1-methyl-5-(2-((1,1-dioxothiomorpholin-4-ylcarbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (55) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (56) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (57) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (58) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (59) 5-(2-(3-(2-(4-hydroxy-4-methylpiperidin-1-yl)-2-oxoethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (60) N 1-ethyl-5-(2-((((1-methyl-4-piperidyl)methyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (61) N1-ethyl-5-(2-(((2-diethylamino)ethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (62) N1-ethyl-5-(2-(((2-(morpholin-4-yl)ethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (63) N1-ethyl-5-(2-(((2-(4-hydroxypiperidino)ethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (64) N1-methyl-5-(2-(((2-(4-hydroxypiperidino)ethyl)amino)carbonyl)amino-4-pyridyl)oxy-H-1-indolecarboxamide;    (65) N1-ethyl-5-(2-((3-(diethylamino)propylamino)carbonyl)amino-4-pyridyl)oxy-1-indolecarboxamide;    (66) N1-ethyl-5-(2-(((3-(morpholin-4-yl)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (67) N1-ethyl-5-(2-(((3-(4-methylpiperazin-1-yl)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (68) N 1-cyclopropyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (69) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (70) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (71) 5-(2-(3-(2-oxo-2-(pyrrolidin-1-yl)ethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (72) 5-(2-(3-(3-oxo-3-(pyrrolidin-1-yl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (73) 5-(2-(3-((1R)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (74) 5-(2-(3-((1 S)-1-hydroxymethyl-2-oxo-2-piperidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopropylamide;    (75) N1-phenyl-5-(2-(((3-(diethylamino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (76) N1-phenyl-5-(2-(((3-(4-methylpiperazin-1-yl)propyl)amino)carbonyl)amino-4-pyridyl)oxy- 1H-1-indolecarboxamide;    (77) N1-ethyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (78) 5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (79) N1-ethyl-5-(2-((4-hydroxypiperidin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (80) N1-ethyl-5-(2-(piperidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (81) N1-ethyl-5-((2-((pyrrolidin-1-ylcarbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide;    (82) N4-(4-((1-(ethylamino)carbonyl-1H-5-indolyl)oxy)-2-pyridyl)-4-morpholinecarboxamide;    (83) N1-ethyl-5-(2-((1,1-dioxothiomorpholin-4-ylcarbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (84) N1-ethyl-5-(2-((methoxylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (85) N1-cyclopropyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (86) N1-cyclopropyl-5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarbox-amide;    (87) N4-(4-(1-(cyclopropylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (88) N1-cyclopropyl-5-(2-((pyrrolidin-1-ylcarbonyl)amino)-4-pyridyl)oxy-1H-1-indolecarboxamide;    (89) N1-cyclopropyl-5-(2-(piperidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (90) N4-(4-(1-(cyclopentylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (91) 5-(2-(((4-hydroxypiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid cyclopentylamide;    (92) N1-cyclopentyl-5-(2-((4-(pyrrolidin-1-yl)piperidin-1-ylcarbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (93) N1-(3-methylbutyl)-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (94) N -(3-methylbutyl)-5-(2-((4-(hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (95) N4-(4-(1-((3-methylbutyl)amino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (96) N1-(1-ethylpropyl)-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (97) N1-(1-ethylpropyl)-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (98) N4-(4-(1-((1-ethylpropyl)amino)carbonyl-1H-5-indolyl)oxy-2-pyridyl) 4 -morpholinecarboxamide;    (99) N4-(4-(1-((1-pentyl)amino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (100) N1-(1-pentyl)-5-(2-(((4-hydroxypiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (101) N1-(1-pentyl)-5-(2-((4-(pyrrolidin-1-yl)piperidin-1-ylcarbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (102) N1-methyl-3-chloro-5-(2-(((3-(diethylamino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (103) N1-methyl-3-chloro-5-(2-((4-(pyrrolidin-1-yl)piperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (104) N1-methyl-3-chloro-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (105) N1-methyl-3-chloro-5-(2-(((3-(4-hydroxypiperidino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (106) N1-methyl-3-chloro-5-(2-((4-(2-hydroxyethyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (107) N4-(4-(3-chloro-1-(methylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (108) N1-methyl-3-chloro-5-(2-((4-(ethylpiperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (109) N1-ethyl-3-chloro-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (110) N1-ethyl-3-chloro-5-(2-(((3-(4-hydroxypiperidino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (111) N1-ethyl-3-chloro-5-(2-(((3-(diethylamino)propyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (112) N1,3-dimethyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (113) N1,3-dimethyl-5-(2-((4-(pyrrolidin-1-yl)piperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (114) N1-cylopropyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-3-methyl-1H-1-indolecarboxamide;    (115) N1-cylopropyl-5-(2-((4-(2-hydroxyethyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-3-methyl-1H-1-indolecarboxamide;    (116) N1-methyl-5-(2-((methylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (117) N1-methyl-5-(2-((diethylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (118) N1-(2-propynyl)-5-(2-((pyrrolidin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (119) N1-methyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (120) N1-ethyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (121) N1-cyclopropyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (122) N1-methyl-5-(2-(((4-(morpholin-4-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (123) N1-methyl-5-(2-(((4-(azetidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (124) N1-methyl-5-(2-(((4-(diethylamino)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (125) N1-methyl-5-(2-(((4-(4-hydroxypiperidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide; and    (126) N1-propyl-5-(2-(pyrrolidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide.    
     
     
         32 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein the compound is a compound selected from a group consisting of 
 (1) 5-(2-(3-(2-oxo-2-(pyrrolidin-1-yl)ethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (2) 5-(2-(3-carbamoylmethylureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (3) 5-(2-(3-((1S)-1-hydroxymethyl-2-oxo-2-pyrrolidin-1-ylethyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (4) N1-methyl-5-(2-((4-(2-hydroxy-2-methylpropionyl)piperazin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (5) 5-(2-(3-(4-oxo-4-(pyrrolidin-1-yl)butyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (6) 5-(2-(3-(3-(cyclopropylcarbamoyl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (7) 5-(2-(3-(4-(4-hydroxy-4-methylpiperidin-1-yl)-4-oxobutyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (8) 5-(2-(3-(3-(methylcarbamoyl)propyl)ureido)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (9) N1-methyl-5-(2-(pyrrolidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (10) N1-methyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (11) N1-methyl-5-(2-(4-oxopiperidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (12) 5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (13) 5-(2-(((4-(3-methylcarbamoylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (14) 5-(2-(((4-(3-carbamoylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (15) N1-methyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (16) N1-methyl-5-(2-(((4-(piperidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (17) N 1-methyl-5-(2-((3-methylsulfonylpropylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (18) N4-(4-(1-(methylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide;    (19) N1-cyclopropyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (20) 5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid ethylamide;    (21) N1-ethyl-5-(2-((4-hydroxypiperidin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (22) N1-ethyl-5-((2-((pyrrolidin-1-ylcarbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide;    (23) N4-(4-((1-(ethylamino)carbonyl-1H-5-indolyl)oxy)-2-pyridyl)-4-morpholinecarboxamide;    (24) N1-cyclopropyl-5-(2-((pyrrolidin-1-ylcarbonyl)amino)-4-pyridyl)oxy-1H-1-indolecarboxamide;    (25) N1-methyl-3-chloro-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (26) N1-methyl-5-(2-((methylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (27) N1-methyl-5-(2-((diethylamino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (28) N1-(2-propynyl)-5-(2-((pyrrolidin-1-yl)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (29) N1-methyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (30) N1-ethyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (31) N1-cyclopropyl-5-(2-(azetidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (32) N1-methyl-5-(2-(((4-(morpholin-4-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (33) N1-methyl-5-(2-(((4-(azetidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (34) N1-methyl-5-(2-(((4-(diethylamino)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (35) N1-methyl-5-(2-(((4-(4-hydroxypiperidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide; and    (36) N1-propyl-5-(2-(pyrrolidin-1-ylcarbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide.    
     
     
         33 . The compound according to  claim 1 , a salt of the compound, or a hydrate of the foregoing, wherein the compound is a compound selected from a group consisting of 
 (1) 5-(2-(((4-hydroxy-4-methylpiperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide;    (2) N1-methyl-5-(2-((4-hydroxypiperidino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide;    (3) N1-methyl-5-(2-(((4-(pyrrolidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide;    (4) N1-methyl-5-(2-(((4-(piperidin-1-yl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-1-indolecarboxamide; and    (5) N4-(4-(1-(methylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)-4-morpholinecarboxamide.    
     
     
         34 . A pharmaceutical composition comprising a compound according to  claim 1  and a pharmaceutical adjuvant.  
     
     
         35 . A prophylactic or therapeutic agent for a disease for which angiogenesis inhibition is effective, comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         36 . An angiogenesis inhibitor comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         37 . An antitumor agent comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         38 . The antitumor agent according to  claim 37 , wherein the tumor is a pancreatic cancer, a gastric cancer, a colon cancer, a breast cancer, a prostate cancer, a lung cancer, a renal cancer, a brain tumor, a blood cancer or an ovarian cancer.  
     
     
         39 . A therapeutic agent for hemangioma comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         40 . A cancer metastasis inhibitor comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         41 . A therapeutic agent for retinal neovascularization or diabetic retinopathy comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         42 . A therapeutic agent for an inflammatory disease comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         43 . The therapeutic agent for an inflammatory disease according to  claim 42 , wherein the inflammatory disease is deformant arthritis, rheumatoid arthritis, psoriasis or delayed hypersensitivity reaction.  
     
     
         44 . A therapeutic agent for atherosclerosis comprising as an active ingredient, a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         45 . A prophylactic or therapeutic method for a disease for which angiogenesis inhibition is effective, comprising administering to a patient, a pharmacologically effective dose of a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing.  
     
     
         46 . Use of a compound according to  claim 1 , a salt thereof, or a hydrate of the foregoing for the manufacture of a prophylactic or therapeutic agent for a disease for which angiogenesis inhibition is effective.

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