Novel antifungal agent containing heterocyclic compound

Abstract

The present invention provides an antifungal agent represented by the formula: wherein A 1 represents a 3-pyridyl group which may have a substituent, a quinolyl group which may have a substituent, or the like; X 1 represents a group represented by the formula —NH—C(═O)—, a group represented by the formula —C(═O)—NH—, or the like; E represents a furyl group, a thienyl group, a pyrrolyl group, a phenyl group, a pyridyl group, a tetrazolyl group, a thiazolyl group or a pyrazolyl group; with the proviso that A 1 may have 1 to 3 substituents, and E has one or two substituents.

1 . A compound represented by the formula (I-a), or a salt or a hydrate thereof: 
       
         
           
           
               
               
           
         
         wherein A 1  represents a 3-pyridyl group; 
         X 1  represents a group represented by the formula —NH—C(═Y 1 )— or a group represented by the formula —C(═Y 1 )—NH—, wherein Y 1  represents an oxygen atom, a sulfur atom or NR Y1 , wherein R Y1  represents a C 1-6  alkoxy group or a cyano group; and 
         E represents a furyl group, a pyrrolyl group, a pyridyl group, a tetrazolyl group, a thiazolyl group, a pyrazolyl group or a phenyl group; 
         with the proviso that A 1  optionally has 1 to 3 substituents selected from the following substituent groups a-1 and a-2, and E has 1 or 2 substituents selected from the following substituent groups a-1 and a-2; 
         substituent group a-1: a halogen atom, a hydroxyl group, a mercapto group, a cyano group, a carboxyl group, an amino group, a carbamoyl group, 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 heterocyclic group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 3-8  cycloalkylidene C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, a 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 3-8  cycloalkoxy group, a C 6-10  aryloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a C 6-10  aryl C 1-6  alkoxy group, a 5- to 10-membered heterocyclic C 1-6  alkoxy group, a C 1-6  alkylthio group, group, a C 3-8  cycloalkyl C 1-6  alkylthio group, a C 6-10  aryl C 1-6  alkylthio group, a 5- to 10-membered heterocyclic C 1-6  alkylthio group, a mono-C 1-6  alkylamino group, a mono-C 2-6  alkenylamino group, a mono-C 2-6  alkynylamino group, a mono-C 3-8  cycloalkylamino group, a mono-C 6-10  arylamino group, a mono-C 3-8  cycloalkyl C 1-6  alkylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group, a mono-5- to 10-membered heterocyclic C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a N—C 2-6  alkenyl-N—C 1-6  alkylamino group, a N—C 2-6  alkynyl-N—C 1-6  alkylamino group, a N—C 3-8  cycloalkyl-N—C 1-6  alkylamino group, a N—C 6-10  aryl-N—C 1-6  alkylamino group, a N—C 3-8  cycloalkyl C 1-6  alkyl-N—C 1-6  alkylamino group, a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group, a N-5- to 10-membered heterocyclic C 1-6  alkyl-N—C 1-6  alkylamino group, a C 1-6  alkylcarbonyl group, a C 1-6  alkoxycarbonyl group, a C 1-6  alkylsulfonyl group, a group represented by the formula —C(═N—R a1 )R a2  (wherein R a1  represents a hydroxyl group or a C 1-6  alkoxy group; and R a2  represents a C 1-6  alkyl group), a C 6-10  aryloxy C 1-6  alkyl group and a 5- to 10-membered heterocycle oxy C 1-6  alkyl group; 
         substituent group a-2: 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 heterocyclic group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, a 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 3-8  cycloalkoxy group, a C 6-10  aryloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a C 6-10  aryl C 1-6  alkoxy group, a 5- to 10-membered heterocyclic C 1-6  alkoxy group, a C 1-6  alkylthio group, a C 2-6  alkenylthio group, a C 2-6  alkynylthio group, a C 3-8  cycloalkylthio group, a C 6-10  arylthio group, a C 3-8  cycloalkyl C 1-6  alkylthio group, a C 6-10  aryl C 1-6  alkylthio group, a 5- to 10-membered heterocyclic C 1-6  alkylthio group, a mono-C 1-6  alkylamino group, a mono-C 2-6  alkenylamino group, a mono-C 2-6  alkynylamino group, a mono-C 3-8  cycloalkylamino group, a mono-C 6-10  arylamino group, a mono-C 3-8  cycloalkyl C 1-6  alkylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group, a mono-5- to 10-membered heterocyclic C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a N—C 2-6  alkenyl-N—C 1-6  alkylamino group, a N—C 2-6  alkynyl-N—C 1-6  alkylamino group, a N—C 3-8  cycloalkyl-N—C 1-6  alkylamino group, a N—C 6-10  aryl-N—C 1-6  alkylamino group, a N—C 3-8  cycloalkyl C 1-6  alkyl-N—C 1-6  alkylamino group, a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group, a N-5- to 10-membered heterocyclic C 1-6  alkyl-N—C 1-6  alkylamino group, a C 6-10  aryloxy-C 1-6  alkyl group and a 5- to 10-membered heterocycle oxy C 1-6  alkyl group; 
         with the proviso that each group described in the substituent group a-2 has 1 to 3 substituents selected from the following substituent group b; 
         substituent group b: a halogen atom, a hydroxyl group, a mercapto group, a cyano group, a carboxyl group, an amino group, a carbamoyl group, a nitro group, a C 1-6  alkyl group, a C 3-8  cycloalkyl group, a C 6-10  aryl group, a 5- to 10-membered heterocyclic group, a C 1-6  alkoxy group, a C 6-10  aryloxy group, a 5- to 10-membered heterocycle oxy group, a C 1-6  alkylcarbonyl group, a C 1-6  alkoxycarbonyl group, a C 1-6  alkylsulfonyl group, a trifluoromethyl group, a trifluoromethoxy group, a mono-C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a mono-C 6-10  arylamino group optionally having one amino group or aminosulfonyl group and a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group optionally having one amino group; 
         with the proviso that the following (1)-(5) are excluded: 
         (1) a compound in which E represents a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein R A1  represents a phenyl group having a halogen atom, a methoxy group, an ethoxy group, a C 1-6  alkoxycarbonyl group or a carboxyl group, 
         (2) a compound in which E represents a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein R A2  represents a halogen atom or a methoxy group; R A3  represents a C 1-6  alkyl group having a carboxyl group, a C 3-8  cycloalkyl group having a carboxyl group or a phenyl group having a carboxyl group, 
         (3) a compound in which A 1  represents a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein R A4  represents a hydrogen atom or a halogen atom; Ar represents a phenyl group optionally having a substituent; and X 1  represents a group represented by the formula —C(═O)—NH—, 
         (4) a compound in which A 1  represents a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein R A5  represents a hydrogen atom, a C 1-6  alkyl group or a trifluoromethyl group; R A6  represents a hydrogen atom or a trifluoromethyl group; Ar 2  represents a phenyl group optionally having a substituent; and X 1  represents a group represented by the formula —C(═O)—NH—, and 
         (5) a compound in which A 1  represents a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein R A7  represents a hydrogen atom, a halogen atom or a C 1-6  alkyl group; Ar 3  represents a phenyl group optionally having a substituent; and X 1  represents a group represented by the formula —C(═O)—NH— or a group represented by the formula —NH—C(═O)—. 
       
     
     
         2 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein A 1  represents the 3-pyridyl group having the 1 to 3 substituents selected from the substituent groups a-1 and a-2. 
     
     
         3 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein A 1  represents the 3-pyridyl group having 1 to 3 substituents selected from the following substituent groups c-1 and c-2;
 substituent group c-1: a halogen atom, an amino group, 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 heterocyclic group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, a 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a C 6-10  aryl C 1-6  alkoxy group, a 5- to 10-membered heterocyclic C 1-6  alkoxy group, a mono-C 1-6  alkylamino group, a mono-C 2-6  alkenylamino group, a mono-C 2-6  alkynylamino group, a mono-C 3-8  cycloalkylamino group, a mono-C 6-10  arylamino group, a mono-C 3-8  cycloalkyl C 1-6  alkylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group, a mono-5- to 10-membered heterocyclic C 1-6  alkylamino group, a C 1-6  alkylcarbonyl group and a group represented by the formula —C(═N—OH)R a2 , wherein R a2  has the same meaning as defined above;   substituent group c-2: 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 heterocyclic group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, a 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, C 6-10  aryl C 1-6  alkoxy group, a 5- to 10-membered heterocyclic C 1-6  alkoxy group, a mono-C 1-6  alkylamino group, a mono-C 2-6  alkenylamino group, a mono-C 2-6  alkynylamino group, a mono-C 3-8  cycloalkylamino group, a mono-C 6-10  arylamino group, a mono-C 3-8  cycloalkyl C 1-6  alkylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group and a mono-5- to 10-membered heterocyclic C 1-6  alkylamino group;   with the proviso that each group described in substituent group c-2 has 1 to 3 substituents selected from the following substituent group d;   substituent group d: a halogen atom, a hydroxyl group, a carboxyl group, an amino group, a carbamoyl group, a C 1-6  alkoxy group, a mono-C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a mono-C 6-10  arylamino group optionally having one amino group or aminosulfonyl group, a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group optionally having one amino group, a cyano group, a C 6-10  aryl group, a 5- to 10-membered heterocyclic group and a C 1-6  alkoxycarbonyl group.   
     
     
         4 . The compound according to  claim 3 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2  and R 3  may be the same as or different from each other and represent a substituent selected from the substituent groups c-1 and c-2. 
       
     
     
         5 . The compound according to  claim 4 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 2  have the same meanings as defined above, respectively; and 
         R 6  and R 7  may be the same or different from each other and represent a hydrogen atom, a C 1-6  alkyl group, a C 3-8  cycloalkyl group or a group represented by the formula —CHR 8 —(CH 2 ) n1 —R 9 ; wherein R 8  represents a hydrogen atom, a carboxyl group or a C 1-6  alkoxycarbonyl group; R 9  represents a hydroxyl group, a carboxyl group, a carbamoyl group, a C 3-8  cycloalkyl group, a furyl group, a thienyl group, a pyrrolyl group, a pyridyl group, a triazolyl group, a tetrahydrofuryl group, a C 1-6  alkoxy group, a C 1-6  alkoxycarbonyl group, a mono-C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a phenyl group optionally having 1 to 3 substituents selected from the substituent group d defined above, a mono-C 6-10  arylamino group optionally having one amino group or an N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group optionally having one amino group; and n1 represents an integer from 0 to 3. 
       
     
     
         6 . The compound according to  claim 3 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 11  represents a hydrogen atom or a group represented by the formula —CHR 12 —(CH 2 ) n2 —R 13 ; wherein R 12  represents a hydrogen atom or a carboxyl group; R 13  represents a carboxyl group or a phenyl group optionally having 1 to 3 substituents selected from the substituent group d; and n2 represents an integer from 0 to 3. 
       
     
     
         7 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 14  represents a C 1-6  alkyl group having one C 1-6  alkoxy group. 
       
     
     
         8 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein A 1  represents the 3-pyridyl group having 1 to 3 substituents selected from the following substituent groups c′-1 and c′-2;
 substituent group c′-1: an amino group, a C 1-6  alkyl group and a mono-C 1-6  alkylamino group; and 
 substituent group c′-2: a C 1-6  alkyl group and a mono-C 1-6  alkylamino group; 
 with the proviso that each group described in substituent group c′-2 has 1 to 3 substituents selected from the following substituent group d′; 
 substituent group d′: a halogen atom, a hydroxyl group, a cyano group, a carboxyl group and a C 1-6  alkoxy group. 
 
     
     
         9 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein X 1  represents a group represented by the formula —C(═O)—NH— or a group represented by the formula —NH—C(═O)—. 
     
     
         10 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein X 1  represents a group represented by the formula —C(═O)—NH—. 
     
     
         11 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein E represents a furyl group, a pyrrolyl group, pyridyl group or a phenyl group;
 with the proviso that E has 1 or 2 substituents selected from the substituent groups a-1 and a-2.   
     
     
         12 . The compound according to  claim 1 , or the salt or the hydrate thereof, wherein E represents a furyl group, a pyrrolyl group, pyridyl group or a phenyl group;
 with the proviso that E has 1 or 2 substituents selected from the following substituent groups e-1 and e-2;   substituent group e-1: a halogen atom, a hydroxyl group, a C 1-6  alkyl group, a C 2-6  alkenyl group, a C 2-6  alkynyl group, a C 6-10  aryl group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 3-8  cycloalkylidene C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 6-10  aryloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a C 6-10  aryl C 1-6  alkoxy C 1-6  alkylthio group, a mono-C 6-10  arylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group, a N—C 6-10  aryl-N—C 1-6  alkylamino group, a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group, a C 6-10  aryloxy C 1-6  alkyl group and a 5- to 10-membered heterocycle oxy C 1-6  alkyl group;   substituent group e-2: a C 1-6  alkyl group, a C 2-6  alkenyl group, a C 2-6  alkynyl group, a C 6-10  aryl group, a C 3-8  cycloalkyl C 1-6  alkyl group, a C 6-10  aryl C 1-6  alkyl group, a 5- to 10-membered heterocyclic C 1-6  alkyl group, a C 1-6  alkoxy group, a C 2-6  alkenyloxy group, a C 2-6  alkynyloxy group, a C 6-10  aryloxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a C 6-10  aryl C 1-6  alkoxy group, 5- to 10-membered heterocycle-C 1-6  alkoxy group, a C 6-10  arylthio group, a C 6-10  aryl C 1-6  alkylthio group, a mono-C 6-10  arylamino group, a mono-C 6-10  aryl C 1-6  alkylamino group, a N—C 6-10  aryl-N—C 1-6  alkylamino group, a N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group, a C 6-10  aryloxy C 1-6  alkyl group and a 5- to 10-membered heterocycle oxy C 1-6  alkyl group;   with the proviso that each group described in substituent group e-2 has 1 to 3 substituents selected from the following substituent group f;   substituent group f: a halogen atom, a hydroxyl group, a cyano group, an amino group, a nitro group, a C 3-8  cycloalkyl group, a C 1-6  alkoxy group, a C 6-10  aryloxy group, a 5- to 10-membered heterocycle oxy group, a C 1-6  alkylcarbonyl group, a C 1-6  alkoxycarbonyl group, a C 1-6  alkylsulfonyl group, a mono-C 6-10  arylamino group, a trifluoromethyl group, a trifluoromethoxy group and a C 1-6  alkyl group.   
     
     
         13 . The compound according to  claim 1 , or the salt of the hydrate thereof, wherein E represents a furyl group, a pyrrolyl group, pyridyl group or a phenyl group;
 with the proviso that E has one substituent selected from the following substituent groups g-1 and g-2;   substituent group g-1: a C 3-8  cycloalkyl C 1-6  alkyl group, a phenyl C 1-6  alkyl group, a furyl C 1-6  alkyl group, a thienyl C 1-6  alkyl group, a benzofuryl C 1-6  alkyl group, a benzothienyl C 1-6  alkyl group, a C 1-6  alkoxy group, a phenoxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a phenyl C 1-6  alkoxy group, a furyl C 1-6  alkoxy group, a thienyl C 1-6  alkoxy group, a pyridyl C 1-6  alkoxy group, a phenoxy C 1-6  alkyl group and a pyridyloxy C 1-6  alkyl group;   substituent group g-2: a C 3-8  cycloalkyl C 1-6  alkyl group, a phenyl C 1-6  alkyl group, a furyl C 1-6  alkyl group, a thienyl C 1-6  alkyl group, a benzofuryl C 1-6  alkyl group, a benzothienyl C 1-6  alkyl group, a C 1-6  alkoxy group, a phenoxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a phenyl C 1-6  alkoxy group, a furyl C 1-6  alkoxy group, a thienyl C 1-6  alkoxy group, a pyridyl C 1-6  alkoxy group, a phenoxy C 1-6  alkyl group and a pyridyloxy C 1-6  alkyl group;   with the proviso that each group described in substituent group g-2 has 1 to 3 substituents selected from the following substituent group h;   substituent group h: a halogen atom, a hydroxyl group, a cyano group and a C 1-6  alkyl group.   
     
     
         14 . The compound according to  claim 13 , or the salt or the hydrate thereof, wherein E represents a 2-furyl group, a 3-pyrrolyl group, a 2-pyridyl group, a 3-pyridyl group or a phenyl group;
 with the proviso that E has one substituent selected from the substituent groups g-1 and g-2.   
     
     
         15 . The compound according to  claim 4 , or the salt or the hydrate thereof, wherein X 1  represents a group represented by the formula —C(═O)—NH—,
 A 1  represents a group represented by the formula: 
 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2  and R 3  are the same as or different from each other and represent a substituent selected from the substituent groups c-1 and c-2; and 
         E represents a 2-furyl group, a 3-pyrrolyl group, a 2-pyridyl group, a 3-pyridyl group or a phenyl group; 
         with the proviso that E has one substituent selected from the following substituent groups g-1 and g-2; 
         substituent group g-1: a C 3-8  cycloalkyl C 1-6  alkyl group, a phenyl C 1-6  alkyl group, a furyl C 1-6  alkyl group, a thienyl C 1-6  alkyl group, a benzofuryl C 1-6  alkyl group, a benzothienyl C 1-6  alkyl group, a C 1-6  alkoxy group, a phenoxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a phenyl C 1-6  alkoxy group, a furyl C 1-6  alkoxy group, a thienyl C 1-6  alkoxy group, a pyridyl C 1-6  alkoxy group, a phenoxy C 1-6  alkyl group and a pyridyloxy C 1-6  alkyl group; 
         substituent group g-2: a C 3-8  cycloalkyl C 1-6  alkyl group, a phenyl C 1-6  alkyl group, a furyl C 1-6  alkyl group, a thienyl C 1-6  alkyl group, a benzofuryl C 1-6  alkyl group, a benzothienyl C 1-6  alkyl group, a C 1-6  alkoxy group, a phenoxy group, a C 3-8  cycloalkyl C 1-6  alkoxy group, a phenyl C 1-6  alkoxy group, a furyl C 1-6  alkoxy group, a thienyl C 1-6  alkoxy group, a pyridyl C 1-6  alkoxy group, a phenoxy C 1-6  alkyl group and a pyridyloxy C 1-6  alkyl group; 
         with the proviso that each group described in substituent group g-2 has 1 to 3 substituents selected from the following substituent group h; 
         substituent group h: a halogen atom, a hydroxyl group, a cyano group and a C 1-6  alkyl group. 
       
     
     
         16 . The compound according to  claim 15 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 2  have the same meanings as defined above, respectively; and 
         R 6  and R 7  are the same or different from each other and represent a hydrogen atom, a C 1-6  alkyl group, a C 3-8  cycloalkyl group or a group represented by the formula —CHR 8 —(CH 2 ) n1 —R 9 ; wherein R 8  represents a hydrogen atom, a carboxyl group or a C 1-6  alkoxycarbonyl group; R 9  represents a hydroxyl group, a carboxyl group, a carbamoyl group, a C 3-8  cycloalkyl group, a furyl group, a thienyl group, a pyrrolyl group, a pyridyl group, a triazolyl group, a tetrahydrofuryl group, a C 1-6  alkoxy group, a C 1-6  alkoxycarbonyl group, a mono-C 1-6  alkylamino group, a di-C 1-6  alkylamino group, a phenyl group optionally having 1 to 3 substituents selected from the substituent group d defined above, a mono-C 6-10  arylamino group optionally having one amino group or an N—C 6-10  aryl C 1-6  alkyl-N—C 1-6  alkylamino group optionally having one amino group; and n1 represents an integer from 0 to 3. 
       
     
     
         17 . The compound according to  claim 15 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 11  represents a hydrogen atom or a group represented by the formula —CHR 12 —(CH 2 ) n2 —R 13 ; wherein R 12  represents a hydrogen atom or a carboxyl group; R 13  represents a carboxyl group or a phenyl group optionally having 1 to 3 substituents selected from the substituent group d defined above; and n2 represents an integer from 0 to 3. 
       
     
     
         18 . The compound according to  claim 15 , or the salt or the hydrate thereof, wherein A 1  represents a group represented by the formula: 
       
         
           
           
               
               
           
         
         wherein R 14  represents a C 1-6  alkyl group having one C 1-6  alkoxy group. 
       
     
     
         19 . A pharmaceutical composition comprising:
 the compound according to  claim 1 , or the salt or the hydrate thereof; and   a pharmaceutically acceptable carrier.   
     
     
         20 . An antifungal composition comprising:
 the compound according to  claim 1 , or the salt or the hydrate thereof as an active ingredient;   and a pharmaceutically acceptable carrier.   
     
     
         21 . A method for the treatment of fungal infection comprising administering a pharmacologically effective amount of the compound according to  claim 1 , or the salt or the hydrate thereof to a patient in need thereof. 
     
     
         22 . A method for the treatment of fungal infection comprising administering the pharmaceutical composition according to  claim 19 , or the salt or the hydrate thereof to a patient in need thereof. 
     
     
         23 . A method for the treatment of fungal infection comprising administering a pharmacologically effective amount of the antifungal composition according to  claim 20  to a patient in need thereof.