Staurosporin derivatives

A compound of formula (IA):

• wherein
• R1A represents hydroxy or lower alkoxy;
• R2A represents hydrogen, hydroxy, halogen, formyl, nitro, amino, COR6A1 (wherein R6A1 represents substituted or unsubstituted lower alkyl, hydroxy, or substituted or unsubstituted lower alkoxy), OR14A1 (wherein R14A1 represents substituted or unsubstituted lower alkyl), substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, substituted or unsubstituted lower alkadienyl, substituted or unsubstituted lower alkynyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, COR6A3 (wherein R6A3 has the same meaning as defined for R6A2), NR11A2R12A2 (wherein R11A2 and R12A2 have the same meaning as defined for R11A1 and R12A1, respectively), or OR14A3 (wherein R14A3 has the same meaning as defined for R14A2);
• when R2A represents hydrogen, hydroxymethyl, hydroxy, halogen, formyl, nitro, amino, COR6A1 (wherein R6A1 represents substituted or unsubstituted lower alkyl, hydroxy, or substituted or unsubstituted lower alkoxy), or OR14A1 (wherein R14A1 represents substituted or unsubstituted lower alkyl),
• then R3A represents substituted or unsubstituted lower alkyl (other than hydroxymethyl), substituted or unsubstituted lower alkenyl, substituted or unsubstituted lower alkadienyl, substituted or unsubstituted lower alkynyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, COR6A2 {wherein R6A2 represents substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, NR7A1R8A1 (wherein R7A1 and R8A1 independently represent hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, substituted or unsubstituted aryl, or a substituted or unsubstituted heterocyclic group, or are combined with their adjacent N to form a substituted or unsubstituted heterocyclic group that may contain an oxygen atom, a sulfur atom, or another nitrogen atom), OR9A1 (wherein R9A1 represents substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, or substituted or unsubstituted aryl), or SR10A1 (wherein R10A1 represents substituted or unsubstituted lower alkyl, or substituted or unsubstituted aryl) }, NR11A1R12A1 {wherein R11A1 and R12A1 independently represent hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, COR13A [wherein R13A represents substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, lower alkoxycarbonyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, OR9A (wherein R9A represents hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, or substituted or unsubstituted aryl), NR7AR8A (wherein R7A and R8A have the same meaning as defined for R7A1 and R8A1, respectively)], CSR13A1, SO2R13B (wherein R13B has the same meaning as defined for R13A), or a group derived from an amino acid (wherein a hydroxyl group in a carboxyl group is excluded from the amino acid and a functional group in the amino acid may be protected with a protective group), with the proviso that R11A1 and R12A1 are not simultaneously hydrogen}, or OR14A2 {wherein R14A2 represents substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, substituted or unsubstituted lower alkanoyl, substituted or unsubstituted aroyl, or CONR7B1R8B1 (wherein R7B1 and R8B1 have the same meanings as defined for R7A1 and R8A1, respectively)};
• when R2A represents lower alkyl, substituted lower alkyl (other than hydroxymethyl), substituted or unsubstituted lower alkenyl, substituted or unsubstituted lower alkadienyl, substituted or unsubstituted lower alkynyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, COR6A3 (wherein R6A3 has the same meaning as defined for R6A2), NR11A2R12A2 (wherein R11A2 and R12A2 have the same meanings as defined for R11A1 and R12A1, respectively), or OR14A3,
• then R3A represents substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, substituted or unsubstituted lower alkadienyl, substituted or unsubstituted lower alkynyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, halogen, nitro, formyl, COR6A4 [wherein R6A4 represents substituted or unsubstituted lower alkyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, NR7A2R8A2 {wherein R7A2 and R8A2 have the same meanings as defined for R7A1 and R8A1, respectively}, OR9A2 (wherein R9A2 has the same meaning as defined for R9A), or SR10A2 (wherein R10A2 has the same meaning as defined for R10A1)], NR11A3R12A3 (wherein R11A3 and R12A3 have the same meaning as defined for R11A1 and R12A1, respectively), or OR14A4 (wherein R14A4 represents hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, cycloalkyl having 3 to 6 carbon atoms, substituted or unsubstituted lower alkanoyl, substituted or unsubstituted aroyl, or CONR7A1R8A1);
• R4 represents hydrogen, or substituted or unsubstituted lower alkyl;
• and
• R5 represents NR11AR12A;
• (wherein R11A and R12A have the same meaning as defined for R11 and R12, respectively;
• wherein the substituents in the substituted lower alkyl and substituted lower alkoxy are independently selected from the group consisting of halogen, carboxy, lower alkoxycarbonyl, lower alkanoyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, CONR15R16 (wherein R15 and R16 independently represent hydrogen, hydroxy, aralkyl, lower alkyl, lower alkenyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, or are combined with their adjacent N to form a heterocyclic group), NR17R18 {wherein R17 and R18 independently represent hydrogen, lower alkyl, lower alkenyl, lower alkanoyl, aroyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, substituted lower alkyl [the substituted lower alkyl is replaced by at least one of hydroxy, lower alkoxy, O(CH2CH2O)nR19 (wherein n is an integer of 1 to 15, and R19 is lower alkyl), oxo, carboxy, lower alkoxycarbonyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, CONR15AR16A (wherein R15A and R16A have the same meaning as defined for R15 and R16, respectively), amino, lower alkylamino, and di(lower alkyl)amino], cycloalkyl having 3 to 6 carbon atoms, or aralkyloxycarbonyl, are combined with their adjacent N to form a substituted or unsubstituted heterocyclic group}, N+R20R21R22X− [wherein R20 and R21 independently represent lower alkyl, or are combined with their adjacent N to form a heterocyclic group, R22 is lower alkyl, and X is an atom of chlorine, bromine or iodine], OR23 {wherein R23 represents hydrogen, lower alkyl, lower alkanoyl, lower alkyl [which is substituted with at least one of hydroxy, lower alkoxy, O(CH2CH2O)nAR19A (wherein nA is an integer of 1 to 15, and R19A is lower alkyl), oxo, carboxy, lower alkoxycarbonyl, substituted or unsubstituted aryl, a substituted or unsubstituted heterocyclic group, CONR15BR16B (wherein R15B and R16B have the same meaning as defined for R15 and R16, respectively), amino, lower alkylamino, and di(lower alkyl)amino], substituted or unsubstituted aryl, and a substituted or unsubstituted heterocyclic group}, SR23A (wherein R23A has the same meaning as defined for R23) and SO2R23B (wherein R23B is lower alkyl);
• the substituents for lower alkenyl, lower alkadienyl and lower alkynyl include oxo in addition to the substituents permitted for lower alkyl;
• the substituents for lower alkanoyl are independently selected from the group consisting of halogen and NR17AR18A (wherein R17A and R18A have the same meaning as defined for R17 and R18, respectively);
• the substituents for aryl and aroyl are independently selected from the group consisting of halogen, lower alkyl (optionally substituted with halogen, oxo, carboxy, lower alkoxycarbonyl, amino, lower alkylamino, di(lower alkyl) amino, hydroxy or lower alkoxy), nitro, hydroxy, lower alkoxy, amino, lower alkylamino, di(lower alkyl)amino, lower alkanoyl and cyano;
• and
• the substituents for the heterocyclic group and the heterocyclic group formed using the adjacent N include oxo in addition to the substituents permitted for aryl and aroyl;
• and
• wherein the heterocyclic group is selected from the group consisting of pyrrolidinyl, imidazolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperidino, morpholino, piperadinyl, furyl, thienyl, pyrrolyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridyl, pyrimidinyl, indolyl, quinolyl, isoquinolyl and quinazolinyl;
• and
• the heterocyclic group formed together using the adjacent N is selected from the group consisting of pyrrolidinyl, morpholino, thiomorpholino, N-methylpiperadinyl, pyrazolidinyl, piperidino, piperadinyl, homopiperadinyl, indolyl and isoindolyl;
• or a pharmaceutically acceptable salt thereof.