Claims for Patent: 8,927,710

Summary for Patent: 8,927,710

Title:	Substituted polycyclic carbamoylpyridone derivative
Abstract:	This invention provides compounds having antiviral activities especially inhibiting activity for influenza virus, more preferably provides substituted 3-hydroxy-4-pyridone derivatives having cap-dependent endonuclease inhibitory activity.
Inventor(s):	Akiyama; Toshiyuki (Osaka, JP), Takaya; Kenji (Osaka, JP), Kawai; Makoto (Osaka, JP), Taoda; Yoshiyuki (Osaka, JP), Mikamiyama; Minako (Osaka, JP), Morimoto; Kenji (Osaka, JP), Kageyama; Chika (Osaka, JP), Tomita; Kenji (Osaka, JP), Mikamiyama; Hidenori (Osaka, JP), Suzuki; Naoyuki (Osaka, JP)
Assignee:	Shionogi & Co., Ltd. (Osaka, JP)
Application Number:	13/378,334
Patent Claims:	1. A CAP dependent endonuclease inhibitor compound represented by formula (I), a pharmaceutically acceptable salt, or a solvate thereof: ##STR00814## wherein: R.sup.1 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, --Z--N(R.sup.x1)(R.sup.x2), --Z--N(Rx.sup.3)-SO.sub.2--(R.sup.x4), --Z--C(.dbd.O)--N(R.sup.x5)--SO.sub.2--(R.sup.x6), --Z--N(R.sup.x7)--C(.dbd.O)--R.sup.x8, --Z--C(.dbd.O)--N(R.sup.x9)(R.sup.x10), --Z--S--R.sup.x11, --Z--SO.sub.2--R.sup.x12, --Z--S(.dbd.O)--R.sup.x13, --Z--N(R.sup.x14)--C(.dbd.O)--O--R.sup.x15, --Z--N(R.sup.x16)--C(.dbd.O)--N(R.sup.x17)(R.sup.X18), --Z--C(.dbd.O)--N(R.sup.x19)--C(.dbd.O)--N(R.sup.x20)(R.sup.x21), and --Z--N(R.sup.x22)--C(.dbd.O)--C(.dbd.O)--R.sup.x23, wherein: R.sup.x1, R.sup.x2, R.sup.x3, R.sup.x5, R.sup.x7, R.sup.x8, R.sup.x9, R.sup.x10, R.sup.x11, R.sup.x14, R.sup.x15, R.sup.x16, R.sup.x17, R.sup.x18, R.sup.x19, R.sup.x20, R.sup.x21, R.sup.x22, and R.sup.x23 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.x4, R.sup.x6, R.sup.x12, and R.sup.x13 are each independently selected from a substituent group consisting of, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.x1 and R.sup.x2, R.sup.x9 and R.sup.x10, R.sup.x17 and R.sup.x18, and R.sup.x20 and R.sup.X21 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R.sup.2 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, --Z--N(R.sup.y1)--SO.sub.2--R.sup.y2, --Z--N(R.sup.y3)--C(.dbd.O)--R.sup.y4, --Z--N(R.sup.y5)--C(.dbd.O)--O--R.sup.y6, --Z--C(.dbd.O)--N(R.sup.y7)(R.sup.y8), --Z--N(R.sup.y9)(R.sup.y10), and --Z--SO.sub.2--R.sup.y11, wherein: R.sup.Y1, R.sup.Y3, R.sup.Y4, R.sup.Y5, R.sup.Y6, R.sup.Y7, R.sup.Y8, R.sup.Y9, and R.sup.Y10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.Y2 and R.sup.Y11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.Y7 and R.sup.Y8, and R.sup.Y9 and R.sup.Y10 may be taken together with an adjacent atom to form heterocycle, and a Z is a bond or straight or branched lower alkylene; R.sup.3 is chosen from hydrogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocycleoxy lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, --Z--N(R.sup.z1)--SO.sub.2--R.sup.z2, --Z--N(R.sup.z3)--C(.dbd.O)--R.sup.z4, --Z--N(R.sup.z5)--C(.dbd.O)--O--R.sup.z6, --Z--C(.dbd.O)--N(R.sup.z7)(R.sup.z8), --Z--N(R.sup.z9)(R.sup.z10), --Z--SO.sub.2--R.sup.z11, and --Z--N(R.sup.z12)--O--C(.dbd.O)--R.sup.z13 wherein: R.sup.z1, R.sup.z3, R.sup.z4, R.sup.z5, R.sup.z6, R.sup.z7, R.sup.z8, R.sup.z9, R.sup.z10, R.sup.z12, and R.sup.z13 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.z2 and R.sup.z11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.z7 and R.sup.z8, and R.sup.z9 and R.sup.z10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene, and; wherein: a) either A.sup.1 or A.sup.2 is CR.sup.5R.sup.6, and the other is NR.sup.7, wherein: R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, and R.sup.11 are each independently selected from a substituent group consisting of hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyl carbonyl optionally substituted by substituent group A, lower alkyl oxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocycleoxy lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, --Z--S--R.sup.v1, --Z--S(.dbd.O)--R.sup.v2, --Z--SO.sub.2--R.sup.v3, --C(.dbd.O)--C(.dbd.O)--R.sup.v4, --C(.dbd.O)--N(R.sup.v5)(R.sup.v6), --Z--N(R.sup.v7)--C(.dbd.O)--O--R.sup.v8, and --Z--N(R.sup.v9)--C(.dbd.O)--R.sup.v10 wherein: R.sup.v1, R.sup.v4, R.sup.v5, R.sup.v6, R.sup.v7, R.sup.v8, R.sup.v9 and R.sup.v10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.v2 and R.sup.v3 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, R.sup.v5 and R.sup.v6 may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene, and R.sup.5 and R.sup.6 may be taken together with an adjacent atom to form carbocycle; wherein: 1) when A1 is CR.sup.5R.sup.6 and A.sup.2 is NR.sup.7, R.sup.3 and R.sup.7 may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group B or may form a condensed ring, 2) when A.sup.1 is NR.sup.7 and A.sup.2 is CR.sup.5R.sup.6, R.sup.3 and R.sup.6 may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group B or may form condensed ring, with a proviso that c) R.sup.5, R.sup.6, and R.sup.7 are not all hydrogens; and wherein Substituent group A is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, lower alkylthio, hydroxy lower alkyl, carbocyclic group, heterocyclic group, heterocyclic group substituted by oxo, carbocycle lower alkyloxy, carbocycleoxy lower alkyl, carbocycle lower alkyloxy lower alkyl, heterocycle lower alkyloxy, heterocycleoxy lower alkyl, heterocycle lower alkyloxy lower alkyl, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, halogeno lower alkyl carbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfinyl, and lower alkylsulfonylamino; and Substituent group B is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, carbocycle lower alkyloxy, heterocycle lower alkyloxy, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfonylamino, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A. 2. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.1 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, --Z--N(R.sup.x1)(R.sup.x2), --Z--N(R.sup.x3)--SO.sub.2--(R.sup.x4), --Z--C(.dbd.O)--N(R.sup.x5)--SO.sub.2--(R.sup.x6), --Z--N(R.sup.x7)--C(.dbd.O)--R.sup.x8, --Z--C(.dbd.O)--N(R.sup.x9)(R.sup.x10), --Z--S.sub.2--R.sup.x11, --Z--SO.sub.2--R.sup.x12, --Z--S(.dbd.O)--R.sup.x13, --Z--N(R.sup.x14)--C(.dbd.O)--O--R.sup.x15, --Z--N(R.sup.x16)--C(.dbd.O)--N(R.sup.x17)(R.sup.X18), and --Z--N(R.sup.x22)--C(.dbd.O)--C(.dbd.O)--R.sup.x23, (Substituent group A, R.sup.x1, R.sup.x2, R.sup.x3, R.sup.x4, R.sup.x5, R.sup.x6, R.sup.x7, R.sup.x8, R.sup.x11, R.sup.x12, R.sup.x13, R.sup.x14, R.sup.x15, R.sup.x16, R.sup.x17, R.sup.x18, R.sup.x22, R.sup.x23, and z are same meaning as those of claim 1). 3. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.1 is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, --Z--N(R.sup.x1)(R.sup.x2), --Z--N(R.sup.x7)--C(.dbd.O)--R.sup.x8, and --Z--N(R.sup.x14)--C{.dbd.O)--O--R.sup.x15 (Substituent group A, R.sup.x1, R.sup.x2, R.sup.x7, R.sup.x8, R.sup.x14, R.sup.x15, and Z are same meaning as those of claim 1). 4. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.1 is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkyl carbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, and --Z--N(R.sup.x1)(R.sup.x2) (Substituent group A, R.sup.x1, R.sup.x2, and Z are same meaning as those of claim 1). 5. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.1 is hydrogen or carboxy. 6. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.2 is chosen from hydrogen, lower alkyl optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, and --Z--N(R.sup.Y9)(R.sup.Y10) (Substituent group A, R.sup.Y9, R.sup.Y10, and z are same meaning as those of claim 1). 7. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.2 is chosen from hydrogen and lower alkyl optionally substituted by substituent group A (Substituent group A is same meaning as that of claim 1). 8. The CAP dependent endonuclease inhibitor according to claim 1, wherein R.sup.3 is chosen from hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, --Z--N(R.sup.z1)--SO.sub.2--R.sup.z2, --Z--N(R.sup.z3)--C(.dbd.O)--R.sup.z4, --Z--N(R.sup.z5)--C(.dbd.O)--O--R.sup.z6, --Z--C(.dbd.O)--N(R.sup.z7)(R.sup.z8), and --Z--N(R.sup.z9)(R.sup.z10) (Substituent group A, R.sup.z1, R.sup.z2, R.sup.z3, R.sup.z4, R.sup.z5, R.sup.z6, R.sup.z7, R.sup.z8, R.sup.z9, R.sup.z10, and Z are same meaning as those of claim 1). 9. The compound represented by formula or a pharmaceutically acceptable salt thereof or a solvate thereof: ##STR00815## wherein: R.sup.1a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Z--N(R.sup.A1)(R.sup.A2), --Z--N(R.sup.A3)--SO.sub.2--(R.sup.A4), --Z--C(.dbd.O)--N(R.sup.A5)--SO.sub.2--(R.sup.A6), --Z--N(R.sup.A7)--C(.dbd.O)--R.sup.A8, --Z--S--R.sup.A9, --Z--SO.sub.2--R.sup.A10, --Z--S(.dbd.O)--R.sup.A11, --Z--N(R.sup.A12)--C(.dbd.O)--O--R.sup.A13, --Z--N(R.sup.A14)--C(.dbd.O)--N(R.sup.A15)(R.sup.A16), --Z--C(.dbd.O)--N(R.sup.A17)--C(.dbd.O)--N(R.sup.A18)(R.sup.A19), and --Z--N(R.sup.A20)--C(.dbd.O)--C(.dbd.O)--R.sup.A21 wherein: R.sup.A1, R.sup.A2, R.sup.A3, R.sup.A5, R.sup.A7, R.sup.A8, R.sup.A9, R.sup.A12, R.sup.A13, R.sup.A14, R.sup.A15, R.sup.A16, R.sup.A17, R.sup.A18, R.sup.A19, R.sup.A20, and R.sup.A21 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.A4, R.sup.A6, R.sup.A10, and R.sup.A11 are each independently selected from a substituent group consisting of, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group c, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.A1 and R.sup.A2, R.sup.A15 and R.sup.A16, and R.sup.A18 and R.sup.A19 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R.sup.2a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Z--N(R.sup.B1)--SO.sub.2--R.sup.B2, --Z--N(R.sup.B3)--C(.dbd.O)--R.sup.B4, --Z--N(R.sup.B5)--C(.dbd.O)--O--R.sup.B6, --Z--C(.dbd.O)--N(R.sup.B7)(R.sup.B8), --Z--N(R.sup.B9)(R.sup.B10), and --Z--SO.sub.2--R.sup.B11 wherein: R.sup.B1, R.sup.B6, R.sup.B7, R.sup.B8, and R.sup.B10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally, substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.B2 and R.sup.B11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group c, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group c, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.B7 and R.sup.B8, and R.sup.B9 and R.sup.B10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R.sup.3a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Z--N(R.sup.c1)--SO.sub.2--R.sup.c2, --Z--N(R.sup.c3)--C(.dbd.O)--R.sup.c4, --Z--N(R.sup.c5)--C(.dbd.O)--O--R.sup.c6, --Z--C(.dbd.O)--N(R.sup.c7)(R.sup.c8), --Z--N(R.sup.c9)(R.sup.c10), --Z--SO.sub.2--R.sup.c11, and --Z--N(Rc.sup.12)--O--C(.dbd.O)--Rc.sup.13 wherein: R.sup.c1, and, R.sup.c13 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group c, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.c2 and R.sup.c11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group C, ower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.c7 and R.sup.c8, and R.sup.c9 and R.sup.c10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene and; wherein: a) either B.sup.1 or B.sup.2 is CR.sup.5aR.sup.6a, and the other is NR.sup.7a, wherein: R.sup.5a, R.sup.6a, and R.sup.7a are each independently selected from a substituent group consisting of hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyl carbonyl optionally substituted by substituent group C, lower alkyl oxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Y--S--R.sup.D1, --Z--S(.dbd.O)--R.sup.D2, --Z--SO.sub.2--R.sup.D3, --C(.dbd.O)--C(.dbd.O)--R.sup.D4, --C(.dbd.O)--N(R.sup.D5)(R.sup.D6), --Z--C(R.sup.D7)(R.sup.D8)(R.sup.D9), --Z--CH.sub.2--R.sup.D10, --Z--N(R.sup.D11)--C(.dbd.O)--O--R.sup.D12, and --Z--N(R.sup.D13)--C(.dbd.O)--R.sup.D14 wherein: R.sup.D1, R.sup.D4, R.sup.D5, R.sup.D6, R.sup.D9, R.sup.D11, R.sup.D12, R.sup.D13, and R.sup.D14 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.D2, and R.sup.D3 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group c, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, R.sup.D7, R.sup.D8, and R.sup.D10 are each independently selected from a substituent group consisting of carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, R.sup.D5 and R.sup.D6 may be taken together with an adjacent atom to form heterocycle, Y is straight or branched lower alkylene, and Z is a bond or straight or branched lower alkylene; and R.sup.D5 and R.sup.D6 may be taken together with an adjacent atom to form carbocycie; wherein: 1) when B.sup.1 is CR.sup.5aR.sup.6a and B.sup.2 is NR.sup.7a, R.sup.3a and R.sup.7a may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group D, 2) when B.sup.1 is NR.sup.7a and B.sup.2 is CR.sup.5aR.sup.6a, R.sup.3a and R.sup.6a may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group D; and with a proviso that c) R.sup.5a, R.sup.6a, and R.sup.7a are not all hydrogens; and wherein; Substituent group C is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, lower alkylthio, hydroxy lower alkyl, carbocyclic group, heterocyclic group, heterocyclic group substituted by oxo, carbocycle lower alkyloxy, carbocycleoxy lower alkyl, carbocycle lower alkyloxy lower alkyl, heterocycle lower alkyloxy, heterocycleoxy lower alkyl, heterocycle lower alkyloxy lower alkyl, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, halogeno lower alkyl carbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfinyl, and lower alkylsulfonylamino; Substituent group D is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, carbocycle lower alkyloxy, heterocycle lower alkyloxy, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfonylamino, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C. 10. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.1a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Z--N(R.sup.A1)(R.sup.A2), --Z--N(R.sup.A3)--SO.sub.2--(R.sup.A4), --Z--N(R.sup.A7)--C(.dbd.O)--R.sup.A8, --Z--S--R.sup.A9, --Z--SO.sub.2--R.sup.A10, --Z--N(R.sup.A12)--C(.dbd.O)--O--R.sup.A13, and --Z--N(R.sup.A20)--C(.dbd.O)--C(.dbd.O)--R.sup.A21 (substituent group C, R.sup.A3, R.sup.A4, R.sup.A12, R.sup.A13, R.sup.A20, R.sup.A21, and Z are same meaning as those of claim 9). 11. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.1a is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, --Z--N(R.sup.A1)(R.sup.A2), --Z--N(R.sup.A7)--C(.dbd.O)--R.sup.A8, and --Z--N(R.sup.A12)--C(.dbd.O)--O--R.sup.A13 (substituent group C, R.sup.A1, R.sup.A2, R.sup.A7, R.sup.A8, R.sup.A12, R.sup.A13, and Z are same as those of claim 9). 12. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.1a is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, and --Z--N(R.sup.A1)(R.sup.A2) (substituent group C, R.sup.A1, R.sup.A2, and Z are same as those of claim 9). 13. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.1a is chosen from hydrogen and carboxy. 14. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.2a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and --Z--N(R.sup.B9)(R.sup.B10) (substituent group C, R.sup.B9, R.sup.B10), and Z are same as those of claim 9). 15. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.2a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C (substituent group C is same as that of claim 9). 16. The compound according to claim 9 or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.3a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, --Z--N(R.sup.c1)--SO.sub.2--R.sup.c2, --Z--N(R.sup.c3)--C(.dbd.O)--R.sup.c4, --Z--N(R.sup.c5)--C(.dbd.O)--O--R.sup.c6, --Z--C(.dbd.O)--N(R.sup.c7)(R.sup.c8), and --Z--N(R.sup.c9)(R.sup.c10) (substituent group C, R.sup.c1, R.sup.c2, R.sup.c3, R.sup.c4, R.sup.c5, R.sup.c6, R.sup.c7, R.sup.c8, R.sup.c9, R.sup.c10 and Z are same as those of claim 9). 17. The compound according to claim 9 or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.3a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, and carbocycle lower alkyl optionally substituted by substituent group C, (substituent group C is same as that of claim 9). 18. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B.sup.1 is NR.sup.7a, B.sup.2 is CR.sup.5aR.sup.6a, and R.sup.5a, R.sup.6a and R.sup.7a are each independently hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyl carbonyl optionally substituted by substituent group C, lower alkyl oxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, --Y--S--R.sup.D1, Z--S(.dbd.O)--R.sup.D2, --Z--SO.sub.2--R.sup.D3, --C(.dbd.O)--C(.dbd.O)--R.sup.D4, --C(.dbd.O)--N(R.sup.D5)(R.sup.D6), --Z--C(R.sup.D7)(R.sup.D8)(R.sup.D9) --Z--N(R.sup.D11)--C(.dbd.O)--O--R.sup.D12, and --Z--N(R.sup.D13)--C(.dbd.O)--R.sup.D14) (substituent group C, R.sup.D1, R.sup.D2, R.sup.D3, R.sup.D4, R.sup.D5, R.sup.D6, R.sup.D7, R.sup.D8, Y, and Z are same as those of claim 9). 19. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B.sup.1 is NR.sup.7a, B.sup.2 is CR.sup.5aR.sup.6a, R.sup.5a is hydrogen, R.sup.6a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C, and R.sup.7a is chosen from lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and --Z--C(R.sup.D7)(R.sup.D8)(R.sup.D9) (substituent group C, R.sup.D7, R.sup.D8, R.sup.D9, and Z are same as claim 9). 20. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B.sup.1 is CR.sup.5aR.sup.6a, B.sup.2 is NR.sup.7a, R.sup.5a is hydrogen, R.sup.6a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C, and R.sup.7a is chosen from lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and --Z--C(R.sup.D7)(R.sup.D8)(R.sup.D9) (Substituent group C, R.sup.D7, R.sup.D8, R.sup.D9, and Z are same as claim 9). 21. The compound according to claim 19, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R.sup.7a is a group chosen from: ##STR00816## (wherein R.sup.E6 and m are same as those of claim 9). 22. A pharmaceutical composition comprising a compound according to any one of claims 9-21, or a pharmaceutically acceptable salt thereof or a solvate thereof, and a pharmaceutically acceptable carrier or diluent. 23. A method for treating influenza infectious disease characterized in administering a compound according to any of claims 9-21, or a pharmaceutically acceptable salt thereof or the solvate thereof.