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：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：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：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：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：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.

公开(公告)号：US06548515B1

公开(公告)日：2003-04-15

申请号：US09718917

申请日：2000-11-22

申请人： Henri-Philippe Husson ,  Sylviane Giorgi-Renault ,  Christophe Tratrat ,  Ghanem Atassi ,  Alain Pierre ,  Pierre Renard ,  Bruno Pfeiffer

发明人： Henri-Philippe Husson ,  Sylviane Giorgi-Renault ,  Christophe Tratrat ,  Ghanem Atassi ,  Alain Pierre ,  Pierre Renard ,  Bruno Pfeiffer

IPC分类号： A61K314741

CPC分类号： C07D491/04 ,  C07D219/06 ,  C07D221/16 ,  C07D221/18 ,  C07D491/14 ,  C07D495/04

摘要： The invention relates to compound of formula (I): wherein: represents a single or double bond, R0 represents hydrogen or hydroxy or alkoxy, R1 and R2, which are identical or different, each represents hydrogen or halogen or alkyl, alkoxy, hydroxy, polyhaloalkyl, nitro or optionally substituted amino or  wherein m represents an integer such that 1≦m≦4, or form together with the carbon atoms carrying them an aromatic or non-aromatic, mono- or bi-cyclic group having from 5 to 12 ring members and optionally containing 1 or 2 hetero atoms selected from O, S and N, R3 represents hydrogen or aryl, heteroaryl, cycloalkyl, optionally substituted alkyl or a group of formula COR7 wherein R7 represents aryl, optionally substituted alkyl, optionally substituted amino or OR10 wherein R10 represents aryl or optionally substituted alkyl, X represents oxygen or sulphur or —CH2— or —CH2—CH2—, Ar represents aryl, heteroaryl or arylalkyl, its optical isomers, its hydrates, solvates, and also its addition salts with a pharmaceutically acceptable acid. Medicinal products containing the same are useful in the treatment of cancer.

摘要翻译： 本发明涉及式（I）的化合物：其中：表示单键或双键，R 0表示氢或羟基或烷氧基，R 1和R 2相同或不同，各自表示氢或卤素或烷基，烷氧基，羟基，多卤代烷基，硝基或任选取代的氨基或 其中m表示1≤= m = 4的整数，或与带有带有5至12个环成员的芳族或非芳族单环或双环基团的碳原子一起形成，并且任选地含有1或 2个选自O，S和N的杂原子，R 3表示氢或芳基，杂芳基，环烷基，任选取代的烷基或式COR7基团，其中R7表示芳基，任选取代的烷基，任选取代的氨基或OR 10，其中R 10表示芳基或任选地 取代的烷基，X表示氧或硫或-CH 2 - 或-CH 2-CH 2 - ，Ar表示芳基，杂芳基或芳基烷基，其光学异构体，其水合物，溶剂合物，以及其与药学上可接受的酸的加成盐。含有它们的医药产品可用于治疗癌症。

公开(公告)号：US06569858B2

公开(公告)日：2003-05-27

申请号：US10010379

申请日：2001-11-05

申请人： Michelle Prudhomme ,  Pascale Moreau ,  Fabrice Anizon ,  Christelle Marminon ,  Ghanem Atassi ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

发明人： Michelle Prudhomme ,  Pascale Moreau ,  Fabrice Anizon ,  Christelle Marminon ,  Ghanem Atassi ,  Alain Pierre ,  Bruno Pfeiffer ,  Pierre Renard

IPC分类号： C07D49044

CPC分类号： C07H19/23

摘要： A compound selected from those of formula (I): wherein: R1 and R2, which may be identical or different, represent a group of formula U-V wherein U represents single bond, or alkylene which is optionally substituted and/or unsaturated, and V is as defined in the description, G represents oxygen, or NR3 wherein R3 is as defined in the description, X represents hydrogen, hydroxy, alkoxy, mercapto or alkylthio, Y represents hydrogen, or X+Y represents carbonyl, X1 represents hydrogen, hydroxy, alkoxy, mercapto or alkylthio, Y1 represents hydrogen, or X1+Y1 represents carbonyl, R4, R5, and R6 are as defined in the description, its isomers, and pharmaceutically-acceptable acid or base addition salts thereof, and medicinal products containing the same are useful in the treatment of cancer.

摘要翻译： 选自式（I）的化合物：其中：R 1和R 2可以相同或不同，表示其中U表示单键的式UV基团，或任选被取代和/或不饱和的亚烷基，V是 G表示氧或NR 3，其中R3如说明书中所定义，X表示氢，羟基，烷氧基，巯基或烷硫基，Y表示氢，或X + Y表示羰基，X1表示氢，羟基， 烷氧基，巯基或烷硫基，Y1表示氢，或X1 + Y1表示羰基，R4，R5和R6如说明书中所定义，其异构体及其药学上可接受的酸或碱加成盐，以及含有它们的药物 可用于治疗癌症。