1,3,4-Oxadiazole-2-carboxamide compound

摘要

Provided is a 1,3,4-oxadiazole-2-carboxamide compound which has STAT3 inhibitory activity and is useful as an anticancer agent. Provided is a 1,3,4-oxadiazole-2-carboxamide compound represented by formula (I) or a pharmacologically acceptable salt thereof (in the formula, Ar represents a furyl group or the like; R1 represents a hydrogen atom or the like; and —X—Y represents a diaryl group such as a biphenyl group).;

主权项

1. A 1,3,4-oxadiazole-2-carboxamide compound of formula (Ia) or a pharmaceutically acceptable salt thereof: wherein each R3 is the same or different and is
i) a hydrogen atom,ii) a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alicyclic heterocyclic group, alicyclic heterocyclic alkyl group, aryl group, aralkyl group, aromatic heterocyclic group, aromatic heterocyclic alkyl group,iii) COR11, wherein R11 is a hydrogen atom, or a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alicyclic heterocyclic group, alicyclic heterocyclic alkyl group, aryl group, aralkyl group, aromatic heterocyclic group, or aromatic heterocyclic alkyl group,iv) COOR12, wherein R12 is as defined in R11,v) C(═Q1)NR13R14,wherein Q1 is an oxygen atom, a sulfur atom, or NR15 (wherein R15 is as defined in R11); and R13 and R14 are the same or different and are a hydrogen atom, a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alicyclic heterocyclic group, alicyclic heterocyclic alkyl group, aryl group, aralkyl group, aromatic heterocyclic group, or aromatic heterocyclic alkyl group; or a group formed by linking R13 and R14 together, which is a nitrogen-comprising heterocyclic group,vi) OR16, wherein R16 is as defined in R11,vii) OCOR17, wherein R17 is as defined in R11,viii) S(O)pR18, wherein p is an integer of 0 to 3, and R18 is as defined in R11 ix) SO2NR19R20, wherein R19 and R20 are the same or different and are as defined in R13 and R14, respectively,x) NR21R22 wherein R21 and R22 are the same or different and are each a hydrogen atom, a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alicyclic heterocyclic group, alicyclic heterocyclic alkyl group, aryl group, aralkyl group, aromatic heterocyclic group, aromatic heterocyclic alkyl group, COR23 (wherein R23 is as defined in R11), COOR24 (wherein R24 is as defined in R11), or SO2R25 (wherein R25 is as defined in R11) or a group formed by linking R21 and R22 together, which is a nitrogen-comprising heterocyclic group,xi) N(R26)C(═Q2)NR27R28, wherein, Q2 represents an oxygen atom, a sulfur atom, or NR29 (wherein R29 is as defined in R11), NCN, CHNO2, or C(CN)2; R26 is as defined in R11; and R27 and R28 are the same or different and are as in R13 and R14, respectively,xii) N(R30)SO2NR31R32, wherein R30 is as defined in R11; and R31 and R32 are the same or different and are as defined in R13 and R14, respectively,xiii) SiR33R34R35, wherein R33, R34, and R35 are the same or different and are each as defined in R11,xiv) a nitro group,xv) a cyano group,xvi) a halogen atom, orxvii) a pentahalogenothio group; n is an integer of 0 to 2; Z3 is —CH═ or —N═; Y is an aryl, aromatic heterocyclic, or dioxaborolanyl group which optionally comprises one to three substituents selected from the group consisting of:
i) a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alicyclic heterocyclic group, alicyclic heterocyclic alkyl group,ii) COR41, wherein R41 is as defined in R11,iii) COOR42, wherein R42 is as defined in R11,iv) C(═Q3)NR43R44, wherein Q3 is as defined in Q1, and R43 and R44 are the same or different and are as defined in R13 and R14, respectively,v) OR45, wherein R45 is as defined in R11,vi) OCOR46, wherein R46 is as defined in R11,vii) S(O)qR47, wherein q is an integer of 0 to 3, and R47 is as defined in R11,viii) SO2NR48R49, wherein R48 and R49 are the same or different and are as defined in R13 and R14, respectively,ix) NR50R51, wherein R50 and R51 are the same or different and are as defined in R21 and R22, respectively,x) N(R52)C(═Q4)NR53R54, wherein Q4 is as defined in Q2 R52 is as defined in R11, and R53 and R54 are the same or different and are as defined in R13 and R14, respectively,xi) N(R55)SO2NR56R57, wherein R55 is as defined in R11, and R56 and R57 are the same or different and are as defined in R13 and R14, respectively,xii) SiR58 R59R60, wherein R58, R59, and R60 are the same or different and are each as defined in R11,xiii) a nitro group,xiv) a cyano group, andxv) a halogen atom.