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1. 发明授权

EP0820998B1 Novel benzopyranopyridone carboxylic acids and processes for the preparation thereof 失效
标题翻译： Benzopyranopyridoncarbonsäuren和它们的制备方法
公开(公告)号：EP0820998B1
公开(公告)日：2001-09-05
申请号：EP97112743.6
申请日：1997-07-24
申请人： PLIVA, farmaceutska, kemijska, prehrambena i kozmeticka industrija dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Kelneric, Zeljko , Polak, Ljerka
IPC分类号： C07D491/052 , C07D491/147 , A61K31/435
CPC分类号： C07D411/04 , C07D491/14

2. 发明公开

EP0906909A1 Novel hydroxy and polyhydroxy derivatives of coumarin, peperation thereof and antiviral action thereof 有权
标题翻译：羟基和多羟基衍生物冯香豆素，deren Herstellung und deren antivirale Wirkung
公开(公告)号：EP0906909A1
公开(公告)日：1999-04-07
申请号：EP98118508.5
申请日：1998-09-30
申请人： PLIVA farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo
发明人： Trkovnik, Mladen Prof. Dr. , Ivezic, Zrinka
IPC分类号： C07D311/48 , C07D311/56 , A61K31/37
CPC分类号： C07D311/46 , A61K31/37 , C07D311/44 , C07D311/48 , C07D311/56
摘要： The present invention relates to novel hydroxy and polyhydroxy derivatives of coumarin fused with dialdehydes and aldehyde acids of the general formulae I, II, III and IV:
wherein

R 1 = R 2 = 4-hydroxycoumarin;
R 1 = R 2 = 4,7-dihydroxycoumarin;
R 1 = R 2 = 4,5,7-trihydroxycoumarin;
R 1 = 4-hydroxycoumarin, R 2 = -CH(OH)CH 3 .

An object of the invention are also processes for the preparation of hydroxy and polyhydroxy derivatives of coumarin fused with dialdehydes and aldehyde acids, and the antiviral action thereof.
Novel hydroxy and polyhydroxy derivatives of coumarin according to the present invention exhibit antiviral action against HIV-1 virus.
摘要翻译：本发明涉及与通式I，II，III和IV的二醛和醛酸稠合的香豆素的新型羟基和多羟基衍生物：其中R 1 = R 2 = 4-羟基香豆素; R 1 = R 2 = 4,7-二羟基香豆素; R 1 = R 2 = 4,5,7-三羟基香豆素; R 1 = 4-羟基香豆素，R 2 = -CH（OH）CH 3。本发明的目的还在于制备与二醛和醛酸稠合的香豆素的羟基和多羟基衍生物及其抗病毒作用的方法。根据本发明的香豆素的新型羟基和多羟基衍生物显示针对HIV-1病毒的抗病毒作用。

3. 发明公开

EP0820998A3 Novel coumarin quinolone carboxylic acids and processes for the preparation thereof 失效
标题翻译： Coumarinchinoloncarbonsäure和它们的制备方法
公开(公告)号：EP0820998A3
公开(公告)日：1998-04-29
申请号：EP97112743.6
申请日：1997-07-24
申请人： PLIVA, farmaceutska, kemijska, prehrambena i kozmeticka industrija dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Kelneric, Zeljko , Polak, Ljerka
IPC分类号： C07D491/052 , C07D491/147 , A61K31/435
CPC分类号： C07D411/04 , C07D491/14
摘要： The present invention relates to novel coumarin quinolone carboxylic acids wherein the pyridone system is fused in 3,4-, 6,7- and 7,8-positions of the coumarin system, of the general formula I
wherein
R 1 R 2 = -NHCH=C(CO 2 R 6 )CO-, R 3 = NO 2 or NH 2 , R 4 = R 5 = H, R 6 = H or C 2 H 5 ; R 1 R 2 = -NHCH=C(CO 2 R 6 )CO-, R 3 = R 4 = H, R 5 = F, R 6 = H or C 2 H 5 ; R 1 R 2 = -CO(CO 2 R 6 )C=CHNH-, R 3 = R 4 = R 5 = H, R 6 = H or C 2 H 5 ; R 1 R 2 = R 3 R 4 = -NHCH=C(CO 2 R 6 )CO-, R 5 = H, R 6 = H or C 2 H 5 ; R 1 = H or OH, R 2 = R 5 = H, R 3 R 4 = -NHCH=C(CO 2 R 6 )CO-, R 6 = H or C 2 H 5 ; R 1 = OH, R 2 = R 3 = H, R 4 R 5 =-CO(CO 2 R 6 )C=CHNH-, R 6 = H or C 2 H 5 ; R 1 = R 5 = H, R 2 = CH 3 or CF 3 , R 3 R 4 = -CO(CO 2 R 6 )C=CHNH-, R 6 = H or C 2 H 5 , as well as pharmaceutically acceptable salts thereof. The object of the invention are also processes for the preparation of novel coumarin quinolone carboxylic acids and the biological action thereof.

4. 发明公开

EP0820998A2 Novel coumarin quinolone carboxylic acids and processes for the preparation thereof 失效
标题翻译：香茅chin ure ure ure ure。。。。。。。。。。。
公开(公告)号：EP0820998A2
公开(公告)日：1998-01-28
申请号：EP97112743.6
申请日：1997-07-24
申请人： PLIVA, farmaceutska, kemijska, prehrambena i kozmeticka industrija dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Kelneric, Zeljko , Polak, Ljerka
IPC分类号： C07D491/052 , C07D491/147 , A61K31/435
CPC分类号： C07D411/04 , C07D491/14
摘要： The present invention relates to novel coumarin quinolone carboxylic acids wherein the pyridone system is fused in 3,4-, 6,7- and 7,8-positions of the coumarin system, of the general formula I
wherein

R 1 R 2 = -NHCH=C(CO 2 R 6 )CO-, R 3 = NO 2 or NH 2 , R 4 = R 5 = H, R 6 = H or C 2 H 5 ;
R 1 R 2 = -NHCH=C(CO 2 R 6 )CO-, R 3 = R 4 = H, R 5 = F, R 6 = H or C 2 H 5 ;
R 1 R 2 = -CO(CO 2 R 6 )C=CHNH-, R 3 = R 4 = R 5 = H, R 6 = H or C 2 H 5 ;
R 1 R 2 = R 3 R 4 = -NHCH=C(CO 2 R 6 )CO-, R 5 = H, R 6 = H or C 2 H 5 ;
R 1 = H or OH, R 2 = R 5 = H, R 3 R 4 = -NHCH=C(CO 2 R 6 )CO-, R 6 = H or C 2 H 5 ;
R 1 = OH, R 2 = R 3 = H, R 4 R 5 =-CO(CO 2 R 6 )C=CHNH-, R 6 = H or C 2 H 5 ;
R 1 = R 5 = H, R 2 = CH 3 or CF 3 , R 3 R 4 = -CO(CO 2 R 6 )C=CHNH-, R 6 = H or C 2 H 5 ,
as well as pharmaceutically acceptable salts thereof.
The object of the invention are also processes for the preparation of novel coumarin quinolone carboxylic acids and the biological action thereof.
摘要翻译：本发明涉及新颖的香豆素喹诺酮羧酸，其中吡啶酮体系在香豆素体系的3,4,6,7和7,8位融合，通式I 其中R 1， R 2 = -NHCH = C（CO 2 R 6）CO-，R 3 = NO 2或NH 2，R 4 = R 5 = H，R 6 = H或C 2 H 5; R 1 R 2 = -NHCH = C（CO 2 R 6）CO-，R 3 = R 4 = H，R 5 = F，R 6 = H或C 2 H 5; R 1 R 2 = -CO（CO 2 R 6）C = CHNH-，R 3 = R 4 = R 5 = H，R 6 = H或C 2 H 5; R 1 R 2 = R 3 R 4 = -NHCH = C（CO 2 R 6）CO-，R 5 = H，R 6 = H或C 2 H 5; R 1 = H或OH，R 2 = R 5 = H，R 3 R 4 = -NHCH = C（CO 2 R 6）CO-，R 6 = H或 C2H5; R 1 = OH，R 2 = R 3 = H，R 4 R 5 = -CO（CO 2 R 6）C = CHNH-，R 6 = H或C 2 H 5; R 1 = R 5 = H，R 2 = CH 3或CF 3，R 3 R 4 = -CO（CO 2 R 6）C = CHNH-，R 6 = H或 C2H5，以及其药学上可接受的盐。本发明的目的还在于制备新型香豆素喹诺酮羧酸及其生物学作用。

5. 发明授权

EP0906909B1 Novel hydroxy and polyhydroxy derivatives of coumarin, peperation thereof and antiviral action thereof 有权
标题翻译：羟基香豆素的多羟基衍生物，其制备方法及其抗病毒作用
公开(公告)号：EP0906909B1
公开(公告)日：2002-01-30
申请号：EP98118508.5
申请日：1998-09-30
申请人： PLIVA farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo
发明人： Trkovnik, Mladen Prof. Dr. , Ivezic, Zrinka
IPC分类号： C07D311/48 , C07D311/56 , A61K31/37
CPC分类号： C07D311/46 , A61K31/37 , C07D311/44 , C07D311/48 , C07D311/56

6. 发明授权

EP0816353B1 New coumarin derivatives, processes for the preparation thereof and their use 失效
标题翻译：香豆素衍生物，它们的制备方法和它们的用途
公开(公告)号：EP0816353B1
公开(公告)日：2001-12-19
申请号：EP97110824.6
申请日：1997-07-01
申请人： PLIVA farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Polak, Ljerka
IPC分类号： C07D311/16
CPC分类号： C07D311/14 , C07D311/16 , C07D311/18

7. 发明公开

EP0816353A2 New coumarin derivatives, processes for the preparation thereof and their use 失效
标题翻译：香豆素衍生物，Verfahren zu deren Herstellung und deren Verwendung
公开(公告)号：EP0816353A2
公开(公告)日：1998-01-07
申请号：EP97110824.6
申请日：1997-07-01
申请人： PLIVA farmaceutska, kemijska, prehrambena i kozmeticka industrija dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Polak, Ljerka
IPC分类号： C07D311/16
CPC分类号： C07D311/14 , C07D311/16 , C07D311/18
摘要： The present invention relates to new coumarin derivatives represented by the general formula I
wherein

R 1 = NH 2 or -NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 3 = R 4 = H, R 5 = F,
R 1 = R 3 = NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 4 = R 5 = H,
R 1 = H or OH, R 3 = NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 4 = R 5 = H,
R 1 = OH, R 2 = R 3 = R 4 = H, R 5 = -NHCH=C(CO 2 C 2 H 5 ) 2 ,
R 1 = R 3 = R 5 = H, R 2 = CH 3 or CF 3 , R 4 = -NHCH=C(CO 2 C 2 H 5 ) 2 ,
processes for the preparation thereof and their use as intermediates for the synthesis of new coumarin derivatives with potential biological action.
摘要翻译：本发明涉及由通式I 表示的新香豆素衍生物，其中R 1 = NH 2或-NHCH = C（CO 2 C 2 H 5）2，R 2 = R 3 = R 4 = H R 5 = F，R 1 = R 3 = NHCH = C（CO 2 C 2 H 5）2，R 2 = R 4 = R 5 = H，R 1 = H或 OH，R 3 = NHCH = C（CO 2 C 2 H 5）2，R 2 = R 4 = R 5 = H，R 1 = OH，R 2 = R 3 = R 4 = H，R 5 = -NHCH = C（CO 2 C 2 H 5）2，R 1 = R 3 = R 5 = H，R 2 = CH 3或CF 3，R 4， = -NHCH = C（CO 2 C 2 H 5）2，其制备方法及其作为合成具有潜在生物作用的新香豆素衍生物的中间体的用途。

8. 发明公开

EP0816353A3 New coumarin derivatives, processes for the preparation thereof and their use 失效
标题翻译：新的香豆素衍生物，其制备方法及其用途
公开(公告)号：EP0816353A3
公开(公告)日：1998-03-04
申请号：EP97110824.6
申请日：1997-07-01
申请人： PLIVA farmaceutska, kemijska, prehrambena i kozmeticka industrija dionicko drustvo
发明人： Trkovnik, Mladen , Ivezic, Zrinka , Polak, Ljerka
IPC分类号： C07D311/16
CPC分类号： C07D311/14 , C07D311/16 , C07D311/18
摘要： The present invention relates to new coumarin derivatives represented by the general formula I
wherein
R 1 = NH 2 or -NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 3 = R 4 = H, R 5 = F, R 1 = R 3 = NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 4 = R 5 = H, R 1 = H or OH, R 3 = NHCH=C(CO 2 C 2 H 5 ) 2 , R 2 = R 4 = R 5 = H, R 1 = OH, R 2 = R 3 = R 4 = H, R 5 = -NHCH=C(CO 2 C 2 H 5 ) 2 , R 1 = R 3 = R 5 = H, R 2 = CH 3 or CF 3 , R 4 = -NHCH=C(CO 2 C 2 H 5 ) 2 , processes for the preparation thereof and their use as intermediates for the synthesis of new coumarin derivatives with potential biological action.
摘要翻译：（CO 2 C 2 H 5）2，R 2 = R 3 = R 4 = H，R 5 = F，R 1 = R 3 = NHCH = C（CO 2 C 2 H 5） R2 = R4 = R5 = H，R1 = H或OH，R3 = NHCH = C（CO2C2H5）2，R2 = R4 = R5 = H，R1 = OH，R2 = R3 = R4 = H，R5 = -NHCH = C（CO2C2H5）2，R1 = R3 = R5 = H，R2 = CH3或CF3，R4 = -NHCH = C（CO2C2H5）2，其制备方法及其作为合成新型香豆素衍生物的中间体潜在的生物行为。

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