公开(公告)号：US07144891B2

公开(公告)日：2006-12-05

申请号：US11313386

申请日：2005-12-21

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Laurence Kraus-Berthier

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Laurence Kraus-Berthier

IPC分类号： A61K31/4741 ,  C07D491/02

CPC分类号： C07D491/04

摘要： A compound selected from those of formula (I): wherein: X and Y represent a group selected from hydrogen, halogen, alkoxy, nitro, cyano, alkyl, alkenyl, polyhaloalkyl and —NRaRb wherein Ra and Rb are as defined in the description, Z represents oxygen or NRc wherein Rc is as defined in the description, Ar represents aryl or heteroaryl, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, alkyl, —ORa and —NRaRb wherein Ra and Rb are as defined in the description, R3 and R4 represent hydrogen or alkyl, R5 represents hydrogen, ORc, NRcRd, W1—C(W2)—U—V, W1—C(W2)—W3-T1 or Z-CO—CH═CHAr wherein Rc, Rd, W1, W2, W3, U, V, T, Z and Ar are as defined in the description, its isomers, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：X和Y表示选自氢，卤素，烷氧基，硝基，氰基，烷基，烯基，多卤代烷基和-NR a R 其中R a a和R b b如说明书中所定义，Z表示氧或NR C c，其中R _{- >如说明书中所定义，Ar表示芳基或杂芳基，R 1表示氢或烷基，R 2表示选自氢，烷基 其中R a a和R b都是 - ， - - - - - - - - >如说明书中所定义，R 3和R 4代表氢或烷基，R 5表示氢，或C 1-4烷基， R 1，R 2，R 2，R 2，R 2，R 2， （W 2）-W 3 -T 1或Z-CO-CH-CHAr其中R R 1，R 2，W 3，W 2，W 3，U 3， ，V，T，Z和Ar定义如下 在其描述中，其异构体及其与药学上可接受的酸或碱的加成盐，以及含有该物质的药物可用于治疗癌症。}

公开(公告)号：US07741325B2

公开(公告)日：2010-06-22

申请号：US11047259

申请日：2005-01-31

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： A01N43/58 ,  A01N43/60 ,  A01N43/42 ,  A61K31/50 ,  A61K31/495 ,  A61K31/44 ,  C07D241/36 ,  C07D471/00 ,  C07D491/00 ,  C07D498/00 ,  C07D513/00 ,  C07D515/00

CPC分类号： C07D491/14

摘要： A compound selected from those of formula (I): wherein: B1, B2 represent carbon or nitrogen, X, Y, X1 and Y1 represent a group selected from hydrogen, halogen, hydroxy, alkoxy, nitro, cyano, trihaloalkyl and NRaRb wherein Ra and Rb are as defined in the description, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, alkyl, —OR″a, —NR′aR′b, —O-Ta-OR″a, —NR″a-Ta-NR′aR′b, NR″a—C(O)-TaH, —O—C(O)-TaH, —O-Ta-NRa′Rb′, —NR″a-Ta-OR″a, —NR″a-Ta-CO2R″a and —NR″a—C(O)-Ta-NR′aR′b wherein R′a, R′b, R″a and Ta are as defined in the description, R3, R4 represent hydrogen or alkyl, A represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH—, —C(O)—CH(R8)— or —CH(R8)—C(O)— wherein R5, R6, R7 and R8 are as defined in the description, its isomers, N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：B1，B2表示碳或氮，X，Y，X1和Y1表示选自氢，卤素，羟基，烷氧基，硝基，氰基，三卤代烷基和NRaRb的基团，其中Ra 和R b如说明书中所定义，R 1表示氢或烷基，R 2表示选自氢，烷基，-OR“a，-NR'aR'b，-O-Ta-OR”a，-NR“a -Ta-NR'aR'b，NR“a-C（O）-TaH，-O-C（O）-TaH，-O-Ta-NRa'Rb'，-NR”a-Ta-OR“a ，-NR“a-Ta-CO 2 R”a和-NR“a-C（O）-Ta-NR'aR'b其中R'a，R'b，R”a和Ta如说明书中所定义， R 3，R 4表示氢或烷基，A表示式-CH（R 5）-CH（R 6） - ， - CH = C（R 7） - ， - C（R 7） CH（R 8） - 或-CH（R 8）-C（O） - ，其中R 5，R 6，R 7和R 8如说明书中所定义，其异构体，N-氧化物及其加成盐与药学上可接受的酸或碱 ，以及含有该药物的药物 它们可用于治疗癌症。

公开(公告)号：US07276512B2

公开(公告)日：2007-10-02

申请号：US10872060

申请日：2004-06-18

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stéphane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： A61K31/44

CPC分类号： C07D491/04 ,  C07D491/14

摘要： A compound selected from those of formula (I): wherein: X and Y represent a group selected from hydrogen, halogen, hydroxy, alkoxy, nitro, cyano, alkyl, trihaloalkyl and NRaRb, wherein Ra and Rb are as defined in the description R1 represents hydrogen or alkyl R2 represents a group selected from hydrogen, alkyl, —OR″a, —NR′aR′b, —O-Ta-OR″a, —NR″a-Ta-NR′aR′b, —NR″a—C(O)-TaH, —O—C(O)-TaH, —O-Ta-NR′aR′b, —NR″a-Ta-OR″a, —NR″a-Ta-CO2R″a and —NR″a—C(O)-Ta-NR′aR′b, wherein R′a, R″a, R′b and Ta are as defined in the description R3 and R4 represent hydrogen or alkyl A represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH—, —C(O)—CH(R8) or —CH(R8)—C(O), wherein R5, R6, R7 and R8 are as defined in the description its isomers, N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

公开(公告)号：US20060135545A1

公开(公告)日：2006-06-22

申请号：US11313386

申请日：2005-12-21

申请人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stephane Leonce ,  Bruno Pfeiffer ,  Laurence Kraus-Berthier

发明人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stephane Leonce ,  Bruno Pfeiffer ,  Laurence Kraus-Berthier

IPC分类号： A61K31/4741 ,  C07D491/02

CPC分类号： C07D491/04

摘要： A compound selected from those of formula (I): wherein: X and Y represent a group selected from hydrogen, halogen, alkoxy, nitro, cyano, alkyl, alkenyl, polyhaloalkyl and —NRaRb wherein Ra and Rb are as defined in the description, Z represents oxygen or NRc wherein Rc is as defined in the description, Ar represents aryl or heteroaryl, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, alkyl, —ORa and —NRaRb wherein Ra and Rb are as defined in the description, R3 and R4 represent hydrogen or alkyl, R5 represents hydrogen, ORc, NRcRd, W1—C(W2)—U—V, W1—C(W2)—W3-T1 or Z-CO—CH═CHAr wherein Rc, Rd, W1, W2, W3, U, V, T, Z and Ar are as defined in the description, its isomers, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：X和Y表示选自氢，卤素，烷氧基，硝基，氰基，烷基，烯基，多卤代烷基和-NR a R 其中R a a和R b b如说明书中所定义，Z表示氧或NR C c，其中R _{- >如说明书中所定义，Ar表示芳基或杂芳基，R 1表示氢或烷基，R 2表示选自氢，烷基 其中R a a和R b都是 - ， - - - - - - - - >如说明书中所定义，R 3和R 4代表氢或烷基，R 5表示氢，或C 1-4烷基， R 1，R 2，R 2，R 2，R 2，R 2， （W 2）-W 3 -T 1或Z-CO-CH-CHAr其中R R 1，R 2，W 3，W 2，W 3，U 3， ，V，T，Z和Ar定义如下 在其描述中，其异构体及其与药学上可接受的酸或碱的加成盐，以及含有该物质的药物可用于治疗癌症。}

公开(公告)号：US06642248B2

公开(公告)日：2003-11-04

申请号：US10205566

申请日：2002-07-25

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Elisabeth Seguin ,  Abdelhakim El Omri ,  John Hickman ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Elisabeth Seguin ,  Abdelhakim El Omri ,  John Hickman ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： A61K314741

CPC分类号： C07D491/04

摘要： A compound selected from those of formula (I): wherein: X and Y represent group selected from hydrogen, halogen, mercapto, cyano, nitro, alkyl, trihaloalkyl, trihaloalkylcarbonylamino, —ORa, —NRaRb, —NRa—C(O)—T1, —O—C(O)—T1, —O—T2-NRaRb, —O—T2-ORa, —NRa—T2-NRaRb, —NRa—T2-ORa and —NRa—T2-CO2Ra wherein Ra, Rb, T1, T2 are as defined in the description, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, —ORa, —NRaRb, —NRa—C(O)—T1, —O—C(O)—T1, —O—T2-NRaRb, —O—T2-ORa, —NRa—T2-NRaRb, —NRa—T2-ORa and —NRa—T2-CO2Ra wherein Ra, Rb, T1 and T2 are as defined hereinbefore, R3 and R4 represent hydrogen or alkyl, W represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH— or —C(O)—CH(R8)— wherein R5, R6, R7 and R8 are as defined in the description, their isomers and N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：X和Y表示选自氢，卤素，巯基，氰基，硝基，烷基，三卤代烷基，三卤代烷基羰基氨基，-OR a，-NR a R b，-NR a -C（O） - T1，-OC（O）-T1，-O-T2-NRaRb，-O-T2-ORa，-NRa-T2-NRaRb，-NRa-T2-ORa和-NRa-T2-CO2Ra，其中Ra，Rb，T1 ，T 2如说明书中所定义，R 1表示氢或烷基，R 2表示选自氢，-OR a，-NR a R b，-NR a -C（O）-T1，-OC（O）-T1，-O- R2-NRaRb，-O-T2-ORa，-NRa-T2-NRaRb，-NRa-T2-ORa和-NRa-T2-CO2Ra，其中Ra，Rb，T1和T2如上所定义，R3和R4代表氢或 烷基，W表示式-CH（R 5）-CH（R 6） - ， - CH = C（R 7） - ， - C（R 7）= CH-或-C（O）-CH（R 8） R5，R6，R7和R8如说明书中所定义，它们的异构体和N-氧化物及其与药学上可接受的酸或碱的加成盐，以及含有它们的药物，可用于治疗癌症。

公开(公告)号：US06288073B1

公开(公告)日：2001-09-11

申请号：US09581853

申请日：2000-06-19

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Ghanem Atassi ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Ghanem Atassi ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： A61K314741

CPC分类号： C07D491/04 ,  C07D491/14

摘要： A compound selected from those of formula (I): in which: X and Y represent hydrogen, halogen, hydroxy, mercapto, cyano, nitro, alkyl, alkoxy, trihaloalkyl, optionally substituted amino, methylenedioxy, or ethylenedioxy, R1 represents hydrogen, or alkyl, R2 represents hydrogen, hydroxy, alkyl, alkoxy, alkylcarbonyloxy, or optionally substituted ammo, R3 and R4 represent hydrogen, or alkyl, A represents —CH═CH—, or —CH(R5)—CH(R6)— wherein R5 and R6 are as defined in the description, their isomers, N-oxides, and pharmaceutically-acceptable acid or base addition salts thereof, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：X和Y表示氢，卤素，羟基，巯基，氰基，硝基，烷基，烷氧基，三卤代烷基，任选取代的氨基，亚甲二氧基或亚乙二氧基， 烷基，R 2表示氢，羟基，烷基，烷氧基，烷基羰基氧基或任选取代的氨基，R3和R4表示氢或烷基，A表示-CH = CH-或-CH（R5）-CH（R6） - ，其中R5 和R6如说明书中所定义，它们的异构体，N-氧化物及其药学上可接受的酸或碱加成盐，以及其可用于治疗癌症的药物。

公开(公告)号：US06503919B1

公开(公告)日：2003-01-07

申请号：US09594853

申请日：2000-06-15

申请人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Ghanem Atassi ,  Alain Pierre ,  Pierre Renard ,  Bruno Pfeiffer

发明人： Michel Koch ,  François Tillequin ,  Sylvie Michel ,  Ghanem Atassi ,  Alain Pierre ,  Pierre Renard ,  Bruno Pfeiffer

IPC分类号： C07D491052

CPC分类号： C07D491/04

摘要： A compound selected from those of formula (I): wherein: X and Y represent hydrogen, halogen, hydroxy, mercapto, cyano, nitro, alkyl, alkoxy, trihaloalkyl, optionally substituted amino, methylenedioxy, or ethylenedioxy, R1 represents hydrogen, or alkyl, R2 represents hydrogen, hydroxy, alkyl, alkoxy, alkylcarbonyloxy, or optionally substituted amino, R3 and R4 represent hydrogen, or alkyl, R5 and R6 represent —O—CO—U—V wherein U and V are as defined in the description, or Z as defined in the description, it being understood that at least one of the R5 and R6 groups represents —O—CO—U—V, their isomers, N-oxides, and pharmaceutically-acceptable acid or base addition salts thereof, and medicinal products containing the same which are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：X和Y表示氢，卤素，羟基，巯基，氰基，硝基，烷基，烷氧基，三卤代烷基，任选取代的氨基，亚甲二氧基或亚乙二氧基， ，R 2表示氢，羟基，烷基，烷氧基，烷基羰基氧基或任选取代的氨基，R 3和R 4表示氢或烷基，R 5和R 6表示-O-CO-UV，其中U和V如说明书中所定义，或Z 可以理解的是，R 5和R 6基团中的至少一个表示-O-CO-UV，它们的异构体，N-氧化物及其药学上可接受的酸或碱加成盐，以及含有 相同的可用于治疗癌症。

公开(公告)号：US07056929B2

公开(公告)日：2006-06-06

申请号：US10627463

申请日：2003-07-26

申请人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  Elisabeth Seguin ,  Abdelhakim El Omri ,  John Hickman ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  Elisabeth Seguin ,  Abdelhakim El Omri ,  John Hickman ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： A61K31/44

CPC分类号： C07D491/04

摘要： A method for treating a living body afflicted with a cancer selected from lung and ovarian carcinoma, comprising the step of administering to the living animal body an amount of a compound selected from those of formula (I): wherein: X and Y represent group selected from hydrogen, halogen, mercapto, cyano, nitro, alkyl, trihaloalkyl, trihaloalkylcarbonylamino, —ORa, —NRaRb, —NRa—C(O)-T1, —O—C(O)-T1, —O-T2-NRaRb, —O-T2-ORa, —NRa-T2-NRaRb, —NRa-T2-ORa and —NRa-T2-CO2Ra wherein Ra, Rb, T1, T2 are as defined in the description, or X and Y together form a methylenedioxy or ethylenedioxy, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, —ORa, —NRaRb, —NRa—C(O)-T1, —O—C(O)-T1, —O-T2-NRaRb, —O-T2-ORa, —NRa-T2-NRaRb, —NRa-T2-ORa and —NRa-T2-CO2Ra wherein Ra, Rb, T1 and T2 are as defined hereinbefore, R3 and R4 represent hydrogen or alkyl, W represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH— or —C(O)—CH(R8)— wherein R5, R6, R7 and R8 are as defined in the description, their isomers and N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same are useful in the treatment of cancer.

公开(公告)号：US20050171114A1

公开(公告)日：2005-08-04

申请号：US11047259

申请日：2005-01-31

申请人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stephane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michel Koch ,  Francois Tillequin ,  Sylvie Michel ,  John Hickman ,  Alain Pierre ,  Stephane Leonce ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： C07D491/147 ,  A61K31/4375 ,  A61K31/4985 ,  A61P35/00 ,  C07B61/00 ,  C07D491/14 ,  C07D491/22 ,  A61K31/498 ,  A61K31/4745

CPC分类号： C07D491/14

摘要： A compound selected from those of formula (I): wherein: B1, B2 represent carbon or nitrogen, X, Y, X1 and Y1 represent a group selected from hydrogen, halogen, hydroxy, alkoxy, nitro, cyano, trihaloalkyl and NRaRb wherein Ra and Rb are as defined in the description, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, alkyl, —OR″a, —NR′aR′b, —O-Ta-OR″a, —NR″a-Ta-NR′aR′b, NR″a—C(O)-TaH, —O—C(O)-TaH, —O-Ta-NRa′Rb′, —NR″a-Ta-OR″a, —NR″a-Ta-CO2R″a and —NR″a—C(O)-Ta-NR′aR′b wherein R′a, R′b, R″a and Ta are as defined in the description, R3, R4 represent hydrogen or alkyl, A represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH—, —C(O)—CH(R8)— or —CH(R8)—C(O)— wherein R5, R6, R7 and R8 are as defined in the description, its isomers, N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.