公开(公告)号：US07622581B2

公开(公告)日：2009-11-24

申请号：US11568840

申请日：2005-05-17

申请人： Bart Rudolf Romanie Kesteleyn ,  Sandrine Marie Helene Vendeville ,  Natalie Maria Francisca Kindermans ,  Dominique Louis Nestor Ghislain Surleraux ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

发明人： Bart Rudolf Romanie Kesteleyn ,  Sandrine Marie Helene Vendeville ,  Natalie Maria Francisca Kindermans ,  Dominique Louis Nestor Ghislain Surleraux ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

IPC分类号： C07D471/00

CPC分类号： C07D471/04

摘要： This invention concerns the compounds the N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein X is NR2, O, S, SO, SO2; R1 is hydrogen, cyano, halo, substituted carbonyl, methanimidamidyl, N-hydroxy-methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, Het1 or Het2; n is 1, 2 or 3; R2 is hydrogen, aryl substituted with a radical —COOR4; or R2 is substituted C1-10alkyl, C2-20alkenyl or C3-7cycloalkyl; or R2 is a radical of formula: —CpH2p—CH(OR14)—CqH2q—R15 (b-3); —CH2—CH2—(O—CH2—CH2)m—OR14 (b-4); —CH2—CH2—(O—CH2—CH2)m—NR5aR5b (b-5); -a1=a2-a3=a4- is —CH═CH—CH═CH—; —N═CH—CH═CH—; —CH═N—CH═CH—; —CH═CH—N═CH—; —CH═CH—CH═N— (c-5); wherein one of the hydrogen atoms in (c-1)-(c-5) is replaced by particular radicals; R3 is nitro, cyano, amino, halo, hydroxy, C1-4alkyloxy, hydroxycarbonyl, substituted carbonyl, methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, N-hydroxy-methanimidamidyl or Het1.

摘要翻译： 本发明涉及N-氧化物，盐，立体异构形式，外消旋混合物，前药，酯和代谢物的化合物，其中X是NR 2，O，S，SO，SO 2; R 1是氢，氰基，卤素，取代的羰基，甲酰亚胺基，N-羟基 - 甲酰亚胺基，单或二（C 1-4烷基）甲酰亚胺基，Het1或Het2; n为1,2或3; R2是氢，被基团-COOR4取代的芳基; 或R 2为取代的C 1-10烷基，C 2-20烯基或C 3-7环烷基; 或R 2是下式的基团：-CpH 2 -p-CH（OR 14）-C≡H2 q-R 15（b-3）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -OR 14（b-4）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -NR 5 a R 5b（b-5）; -a1 = a2-a3 = a4-是-CH-CH-CH-CH-; -N-CH-CH-CH-; -CH-N-CH-CH-; -CH-CH-N-CH-; -CH-CH-CH-N-（c-5）; （c-1） - （c-5）中的一个氢原子被特定基团取代; R3是硝基，氰基，氨基，卤素，羟基，C1-4烷氧基，羟基羰基，取代的羰基，甲酰亚胺基，单或二（C1-4烷基）甲嘧磺酰氨基，N-羟基 - 甲亚胺酰氨基或Het1。

公开(公告)号：US07622582B2

公开(公告)日：2009-11-24

申请号：US11569108

申请日：2005-05-17

申请人： Bart Rudolf Romanie Kesteleyn ,  Wim Van De Vreken ,  Dominique Louis Nestor Ghislain Surleraux ,  Sandrine Marie Helene Vendeville ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

发明人： Bart Rudolf Romanie Kesteleyn ,  Wim Van De Vreken ,  Dominique Louis Nestor Ghislain Surleraux ,  Sandrine Marie Helene Vendeville ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

IPC分类号： C07D491/00

CPC分类号： C07D471/04 ,  C07D491/04 ,  C07D491/14

摘要： 4-substituted 1,5-dihydro-pyrido[3,2-b]indol-2-ones of formula (I): the N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein n is 1, 2 or 3; R1 is hydrogen, cyano, halo, substituted carbonyl, methanimidamidyl, N-hydroxy-methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, Het1 or Het2; X is NR2, O, S, SO, SO2; R2 is hydrogen, C1-10alkyl, C2-10alkenyl, C3-7cycloalkyl, which are optionally substituted; R2 is aryl substituted with —COOR4; or R2 is: —CpH2p—CH(OR14)—CqH2q—R15 (b-3); —CH2—CH2—(O—CH2—CH2)m—OR14 (b-4); —CH2—CH2—(O—CH2—CH2)m—NR5aR5b (b-5); -a1=a2-a3=a4- is —CH═CH—CH═CH—; —N═CH—CH═CH—; —CH═N—CH═CH—; —CH═CH—N═CH—; —CH═CH—CH═N—; wherein hydrogen atoms in (c-1)-(c-5) may be replaced by certain radicals; R3 is optionally substituted phenyl or a monocyclic or bicyclic aromatic heterocyclic ring system that can be substituted; R21 is halo, hydroxy, amino, carboxyl, C1-6alkyl, C3-7cycloalkyl, arylC1-6alkyl, formyl, C1-6alkylcarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxy, —C(═O)—NR13R14; C1-6alkyloxy, arylC1-6alkyloxy, polyhaloC1-6alkyloxy, amino, mono or di(C1-6alkyl)amino, formylamino, C1-6alkylcarbonylamino, C1-6alkylsulfonylamino, mercapto, C1-6alkylthio, arylthio, aryloxy, arylC1-6alkylthio, C1-6alkylsulfynyl, C1-6alkylsulfonyl, aryl, arylamino, Het1, Het2.

摘要翻译： 式（I）的4-取代的1,5-二氢吡啶并[3,2-b]吲哚-2-酮：N-氧化物，盐，立体异构形式，外消旋混合物，前药，酯和代谢物，其中n 是1，2或3; R 1是氢，氰基，卤素，取代的羰基，甲酰亚胺基，N-羟基 - 甲酰亚胺基，单或二（C 1-4烷基）甲酰亚胺基，Het1或Het2; X是NR2，O，S，SO，SO2; R 2是氢，C 1-10烷基，C 2-10烯基，C 3-7环烷基，其任选被取代; R2是被-COOR4取代的芳基; 或R2是：-CpH2p-CH（OR14）-CqH2q-R15（b-3）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -OR 14（b-4）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -NR 5 a R 5b（b-5）; -a1 = a2-a3 = a4-是-CH-CH-CH-CH-; -N-CH-CH-CH-; -CH-N-CH-CH-; -CH-CH-N-CH-; -CH-CH-CH-N-; 其中（c-1） - （c-5）中的氢原子可被某些基团取代; R3是任选取代的苯基或可被取代的单环或双环芳族杂环体系; R 21是卤素，羟基，氨基，羧基，C 1-6烷基，C 3-7环烷基，芳基C 1-6烷基，甲酰基，C 1-6烷基羰基，C 1-6烷氧基羰基，C 1-6烷基羰氧基，-C（-O）-NR 13 R 14; C 1-6烷氧基，芳基C 1-6烷氧基，多卤代C 1-6烷氧基，氨基，一或二（C 1-6烷基）氨基，甲酰氨基，C 1-6烷基羰基氨基，C 1-6烷基磺酰基氨基，巯基，C 1-6烷硫基，芳硫基，芳氧基，芳基C 1-6烷硫基， C 1-6烷基磺酰基，芳基，芳基氨基，Het1，Het2。

公开(公告)号：US20100029635A1

公开(公告)日：2010-02-04

申请号：US12576761

申请日：2009-10-09

申请人： Bart Rudolf Romanie Kesteleyn ,  Sandrine Marie Helene Vendeville ,  Natalie Maria Francisca Kindermans ,  Dominique Louis Nestor Ghislai Surleraux ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

发明人： Bart Rudolf Romanie Kesteleyn ,  Sandrine Marie Helene Vendeville ,  Natalie Maria Francisca Kindermans ,  Dominique Louis Nestor Ghislai Surleraux ,  Pierre Jean-Marie Bernard Raboisson ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

IPC分类号： A61K31/5377 ,  C07D471/04 ,  C07D413/14 ,  C07D401/14 ,  A61K31/437 ,  A61K31/497 ,  A61P31/16

CPC分类号： C07D471/04

摘要： This invention concerns the compounds the N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein X is NR2, O, S, SO, SO2; R1 is hydrogen, cyano, halo, substituted carbonyl, methanimidamidyl, N-hydroxy-methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, Het1 or Het2; n is 1, 2 or 3; R2 is hydrogen, aryl substituted with a radical —COOR4; or R2 is substituted C1-10alkyl, C2-10alkenyl or C3-7cycloalkyl; or R2 is a radical of formula: —CpH2p—CH(OR14)—CqH2q—R15 (b-3); —CH2—CH2—(O—CH2—CH2)m—OR14 (b-4); —CH2—CH2—(O—CH2—CH2)m—NR5aR5b(b-5) -a1=a2-a3=a4- is —CH═CH—CH═CH—; —N═CH—CH═CH—; —CH═N—CH═CH—; —CH═CH—N═CH—; —CH═CH—CH═N— (c-5); wherein one of the hydrogen atoms in (c-1)-(c-5) is replaced by particular radicals; R3 is nitro, cyano, amino, halo, hydroxy, C1-4alkyloxy, hydroxycarbonyl, substituted carbonyl, methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, N-hydroxy-methanimidamidyl or Het1.

摘要翻译： 本发明涉及N-氧化物，盐，立体异构形式，外消旋混合物，前药，酯和代谢物的化合物，其中X是NR 2，O，S，SO，SO 2; R 1是氢，氰基，卤素，取代的羰基，甲酰亚胺基，N-羟基 - 甲酰亚胺基，单或二（C 1-4烷基）甲酰亚胺基，Het1或Het2; n为1,2或3; R2是氢，被基团-COOR4取代的芳基; 或R 2为取代的C 1-10烷基，C 2-10烯基或C 3-7环烷基; 或R 2是下式的基团：-CpH 2 -p-CH（OR 14）-C≡H2 q-R 15（b-3）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -OR 14（b-4）; -CH2-CH2-（O-CH2-CH2）m-NR5aR5b（b-5）-a1 = a2-a3 = a4-是-CH-CH-CH-CH-; -N-CH-CH-CH-; -CH-N-CH-CH-; -CH-CH-N-CH-; -CH-CH-CH-N-（c-5）; （c-1） - （c-5）中的一个氢原子被特定基团取代; R3是硝基，氰基，氨基，卤素，羟基，C1-4烷氧基，羟基羰基，取代的羰基，甲酰亚胺基，单或二（C1-4烷基）甲嘧磺酰氨基，N-羟基 - 甲亚胺酰氨基或Het1。

公开(公告)号：US07615639B2

公开(公告)日：2009-11-10

申请号：US11568845

申请日：2005-05-17

申请人： Bart Rudolf Romanie Kesteleyn ,  Pierre Jean-Marie Bernard Raboisson ,  Dominique Louis Nestor Surleraux ,  Geerwin Yvonne Paul Haché ,  Sandrine Marie Helene Vendeville ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

发明人： Bart Rudolf Romanie Kesteleyn ,  Pierre Jean-Marie Bernard Raboisson ,  Dominique Louis Nestor Surleraux ,  Geerwin Yvonne Paul Haché ,  Sandrine Marie Helene Vendeville ,  Piet Tom Bert Paul Wigerinck ,  Annick Ann Peeters

IPC分类号： C07D471/00

CPC分类号： C07D471/04

摘要： 1-heterocyclyl-1,5-dihydro-pyrido[3,2-b]indol-2-ones of formula (I): the N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein n is 1, 2 or 3; R1 is hydrogen, cyano, halo, substituted carbonyl, methanimidamidyl, N-hydroxy-methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, Het1 or Het2; X is NR2, O, S, SO, SO2; R2 is hydrogen, C1-10alkyl, C2-10alkenyl, C3-7cycloalkyl, which are optionally substituted; R2 is aryl substituted with —COOR4; or R2 is: —CpH2p—CH(OR14)—CqH2q—R15   (b-3); —CH2—CH2—(O—CH2—CH2)m—OR14   (b-4); —CH2—CH2—(O—CH2—CH2)m—NR5aR5b (b-5); -a1=a2-a3=a4- is —CH═CH—CH═CH—; —N═CH—CH═CH—; —CH═N—CH═CH—; —CH═CH—N═CH—; —CH═CH—CH═N—; wherein hydrogen atoms in (c-1)-(c-5) may be replaced by certain radicals; R3 is a monocyclic or bicyclic aromatic heterocyclic ring system that can be substituted.

摘要翻译： 式（I）的1-杂环基-1,5-二氢 - 吡啶并[3,2-b]吲哚-2-酮：N-氧化物，盐，立体异构形式，外消旋混合物，前药，酯和代谢物，其中 n为1,2或3; R 1是氢，氰基，卤素，取代的羰基，甲酰亚胺基，N-羟基 - 甲酰亚胺基，单或二（C 1-4烷基）甲酰亚胺基，Het1或Het2; X是NR2，O，S，SO，SO2; R 2是氢，C 1-10烷基，C 2-10烯基，C 3-7环烷基，其任选被取代; R2是被-COOR4取代的芳基; 或R2是：-CpH2p-CH（OR14）-CqH2q-R15（b-3）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -OR 14（b-4）; -CH 2 -CH 2 - （O-CH 2 -CH 2）m -NR 5 a R 5b（b-5）; -a1 = a2-a3 = a4-是-CH-CH-CH-CH-; -N-CH-CH-CH-; -CH-N-CH-CH-; -CH-CH-N-CH-; -CH-CH-CH-N-; 其中（c-1） - （c-5）中的氢原子可被某些基团取代; R3是可被取代的单环或双环芳族杂环体系。

公开(公告)号：US20100087649A1

公开(公告)日：2010-04-08

申请号：US12442753

申请日：2007-09-28

申请人： Bart Rudolf Romanie Kesteleyn ,  Dominique Louis Nestor Ghislain Surleraux ,  Geerwin Yvonne Paul Haché

发明人： Bart Rudolf Romanie Kesteleyn ,  Dominique Louis Nestor Ghislain Surleraux ,  Geerwin Yvonne Paul Haché

IPC分类号： C07D471/04 ,  C07D215/02

CPC分类号： C07D215/54 ,  C07D221/12 ,  C07D401/04 ,  C07D401/12 ,  C07D409/04 ,  C07D413/04 ,  C07D417/04 ,  C07F9/60 ,  C07F9/65685

摘要： HIV inhibitory compounds of formula (I) including the stereoisomeric forms thereof, the pharmaceutically acceptable salts, and pharmaceutically acceptable solvates thereof; wherein R1 is cyano; R2 is H, C1-6alkyl, trifluoromethyl, amino, mono- or di-C1-6alkylamino, C1-6alkylamino wherein the C1-6alkyl group can be substituted; X1 is CH or N; R3 is phenyl or pyridyl, each unsubstituted or substituted; R4 is H, C1-6alkyl, (C1-6alkylcarbonylamino)C1-6alkyl-, Ar, potionally substituted thienyl, furanyl, pyridyl, pyrimidyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, halo, trifluoromethyl, hydroxy, C1-6alkyloxy, —OPO(OH)2, amino, aminocarbonyl, cyano, —Y1—R6, —Y1-Alk-R6, or —Y1-Alk-Y2—R7; R3 is H, halo, hydroxy or C1-6alkyloxy; or R4 and R5 form —O—CH2—O—; Y1 is O or NR8; Y2 is O or NR9; Alk is bivalent C1-6alkyl; R6 is pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, 4-C1-6alkylpiperazinyl, 4-(C1-6alkylcarbonyl)piperazinyl, pyridyl, or imidazolyl; R7 is H, C1-6alkyl, hydroxyC1-6alkyl, C1-6alkylcarbonyl; R8 and R9 are H or C1-6alkyl; Ar is optionally substituted phenyl; pharmaceutical compositions comprising the above compounds (I) as active ingredient.

摘要翻译： 包括其立体异构形式的式（I）的HIV抑制化合物，其药学上可接受的盐和药学上可接受的溶剂合物; 其中R1是氰基; R2是H，C1-6烷基，三氟甲基，氨基，单或二C1-6烷基氨基，C1-6烷基氨基，其中C1-6烷基可以被取代; X1是CH或N; R3是苯基或吡啶基，各自未取代或取代; R 4是H，C 1-6烷基，（C 1-6烷基羰基氨基）C 1-6烷基 - ，Ar，有取代的噻吩基，呋喃基，吡啶基，嘧啶基，吡嗪基，吡咯基，吡唑基，咪唑基，三唑基，恶唑基，噻唑基， C1-6烷氧基，-OPO（OH）2，氨基，氨基羰基，氰基，-Y1-R6，-Y1-Alk-R6或-Y1-Alk-Y2-R7; R3是H，卤素，羟基或C1-6烷氧基; 或R 4和R 5形成-O-CH 2 -O-; Y1是O或NR8; Y2为O或NR9; Alk是二价C 1-6烷基; R6是吡咯烷基，哌啶基，吗啉基，哌嗪基，4-C 1-6烷基哌嗪基，4-（C 1-6烷基羰基）哌嗪基，吡啶基或咪唑基; R7是H，C1-6烷基，羟基C1-6烷基，C1-6烷基羰基; R8和R9是H或C1-6烷基; Ar是任选取代的苯基; 包含上述化合物（I）作为活性成分的药物组合物。

公开(公告)号：US07608726B2

公开(公告)日：2009-10-27

申请号：US10535007

申请日：2003-11-14

申请人： Bart Rudolf Romanie Kesteleyn ,  Wim Van De Vreken ,  Natalie Maria Francisca Kindermans ,  Maxime Francis Jean-Marie Ghislain Canard ,  Kurt Hertogs ,  Eva Bettens ,  Veronique Corine Paul De Vroey ,  Dirk Edward Désiré Jochmans

发明人： Bart Rudolf Romanie Kesteleyn ,  Wim Van De Vreken ,  Natalie Maria Francisca Kindermans ,  Maxime Francis Jean-Marie Ghislain Canard ,  Kurt Hertogs ,  Eva Bettens ,  Veronique Corine Paul De Vroey ,  Dirk Edward Désiré Jochmans

IPC分类号： C07D491/00

CPC分类号： C07D471/04

摘要： The present invention concerns the compounds of formula (I) their N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites, wherein n is 1, 2 or 3; R1is H, CN, halo, aminoC(═O), C(═O)OH, C1-4alkyloxyC(═O), C1-4alkylC(═O), mono- or di(C1-4alkyl)aminoC(═O), arylaminoC(═O), N-(aryl)-N—(C1-4alkyl)aminoC(═O), methanimidamidyl, N-hydroxy-methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, Het1 or Het2; R2 is H, C1-10alkyl, C2-10alkenyl, C3-7cycloalkyl, wherein said C1-10alkyl, C2-10alkenyl and C3-7cycloalkyl may be optionally substituted; R3 is nitro, cyano, amino, halo, hydroxy, C1-4alkyloxy, hydroxyC(═O), aminoC(═O), C1-4alkyloxyC(═O), mono- or di(C1-4alkyl)aminoC(═O), C1-4alkylC(═O), methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, N-hydroxy-methanimidamidyl or Het1; for use as a medicine. The invention further relates to a novel subgroup of the compounds of formula (I), and to compositions comprising compounds of formula (I).

摘要翻译： 本发明涉及式（I）化合物的N-氧化物，盐，立体异构形式，外消旋混合物，前药，酯和代谢物，其中n为1,2或3; R 1是H，CN，卤素，氨基C（-O），C（-O）OH，C 1-4烷氧基C（-O），C 1-4烷基C（-O），单或二（C 1-4烷基）氨基C ，芳基氨基C（-O），N-（芳基）-N-（C 1-4烷基）氨基C（O），甲亚氨基甲酰胺基，N-羟基 - 甲亚氨基甲酰胺基，单或二（C 1-4烷基）甲酰亚胺基，Het1或Het2; R 2是H，C 1-10烷基，C 2-10烯基，C 3-7环烷基，其中所述C 1-10烷基，C 2-10烯基和C 3-7环烷基可以任选被取代; R3是硝基，氰基，氨基，卤素，羟基，C1-4烷氧基，羟基C（-O），氨基C（-O），C1-4烷氧基C（-O），单或二（C1-4烷基）氨基C（-O） ，C 1-4烷基C（-O），甲亚氨基甲酰胺基，单或二（C 1-4烷基）甲亚氨基酰胺基，N-羟基 - 甲亚胺酰氨基或Het1; 用作药物。 本发明还涉及式（I）化合物的新亚组和包含式（I）化合物的组合物。

公开(公告)号：US20090170855A1

公开(公告)日：2009-07-02

申请号：US12295816

申请日：2007-04-03

申请人： Bart Rudolf Romanie Kesteleyn ,  Wim Bert Griet Schepens

发明人： Bart Rudolf Romanie Kesteleyn ,  Wim Bert Griet Schepens

IPC分类号： A61K31/5025 ,  C07D471/22 ,  A61P31/18 ,  A61K31/4375

CPC分类号： C07D513/14 ,  C07D471/14

摘要： HIV inhibitory compounds of formula: salts, hydrates, solvates, N-oxides, or stereoisomers thereof, wherein A forms pyridine, pyrimidine, pyrazine, pyridazine, triazine, imidazole, pyrazole, triazole, tetrazole, oxazole, isoxazole, oxadiazole, thiazole, isothiazole, and thiadiazole; R1 is halo, cyano, nitro, C1-6alkyl, polyhaloC1-6alkyl, —C1-6alkyl-OR4, —C(═O)—R5, —C(═O)—OR4, —C(═O)—NR6R7, —OR4, —O—C(═O)—C1-6alkyl, —O—C1-6alkyl-OR4, —O—C1-6alkyl-NR6R7, —O—C1-6alkyl-O—C(═O)—C1-6alkyl, —O—C1-6alkyl-C(═O)—OR4, —O—C1-6alkyl-C(═O)—NR6R7, —NR6R7, —NR8—C(═O)—R5, —NR8—C(═O)—OR4, —NR8—C(═O)—NR6R7, —NR8—C(═O)—C1-6alkyl-C(═O)—OR4, —NR8—C1-6alkyl-OR4, —NR8—C1-6alkyl-NR6R7, —NR8—C1-6alkyl-imidazolyl, —NR8—SO2R9, —N═CH—NR6R7, —NH—C(═NH)—NH2, —SO2NR6R7, and —O—PO(OR8)2; D forms pyridine, pyrimidine, pyrazine, pyridazine, pyrrole, imidazole, pyrazole, furane, oxazole, isoxazole, thiophene, thiazole, and isothiazole; R2 is C1-C6alkyl, polyhaloC1-C6alkyl, halo, cyano, —COOR4, —OR4, and —NR6R7; R3 is phenyl, pyridyl, pyrimidinyl, imidazopyridyl, pyrazolopyridyl, triazolopyridyl, quinoline, imidazopyrimidinyl, pyrazolopyrimidinyl, triazolopyrimidinyl, pyridopyrimidinyl; which may optionally be substituted; m is 0, 1, 2 or 3; n is 0, 1, 2 or 3; pharmaceutical compositions containing these compounds, methods for preparing these compounds and compositions.

摘要翻译： 其中A形成吡啶，嘧啶，吡嗪，哒嗪，三嗪，咪唑，吡唑，三唑，四唑，恶唑，异恶唑，恶二唑，噻唑，异噻唑 和噻二唑; R 1是卤素，氰基，硝基，C 1-6烷基，多卤代C 1-6烷基，-C 1-6烷基-OR 4，-C（-O）-R 5，-C（-O）-OR 4，-C（ - ） - NR 6 R 7， -OR4，-OC（-O）-C 1-6烷基，-O-C 1-6烷基-OR 4，-O-C 1-6烷基-NR 6 R 7，-O-C 1-6烷基-C 0（-O）-C 1-6烷基， - O-C 1-6烷基-C（-O）-OR 4，-O-C 1-6烷基-C（-O）-NR 6 R 7，-NR 6 R 7，-NR 8 -C（-O）-R 5，-NR 8 -C（-O ）-OR4，-NR8-C（-O）-NR6R7，-NR8-C（-O）-C 1-6烷基-C（ - ） - OR4，-NR8-C1-6烷基-OR4，-NR8-C1- 烷基-NR6R7，-NR8-C1-6烷基 - 咪唑基，-NR8-SO2R9，-N-CH-NR6R7，-NH-C（-NH）-NH2，-SO2NR6R7和-O-PO（OR8）2; D形成吡啶，嘧啶，吡嗪，哒嗪，吡咯，咪唑，吡唑，呋喃，恶唑，异恶唑，噻吩，噻唑和异噻唑; R2是C1-C6烷基，多卤代C 1 -C 6烷基，卤素，氰基，-COOR 4，-OR 4和-NR 6 R 7; 吡唑基，嘧啶基，咪唑并吡啶基，吡唑并吡啶基，三唑并吡啶基，喹啉，咪唑并嘧啶基，吡唑并嘧啶基，三唑并嘧啶基，吡啶并嘧啶基; 其可任选地被取代; m为0,1,2或3; n为0,1,2或3; 含有这些化合物的药物组合物，制备这些化合物和组合物的方法

公开(公告)号：US07514427B2

公开(公告)日：2009-04-07

申请号：US11722951

申请日：2006-01-10

申请人： Bart Rudolf Romanie Kesteleyn ,  Pierre Jean-Marie Raboisson ,  Wim Van De Vreken ,  Maxime Francis Jean-Marie Ghislain Canard

发明人： Bart Rudolf Romanie Kesteleyn ,  Pierre Jean-Marie Raboisson ,  Wim Van De Vreken ,  Maxime Francis Jean-Marie Ghislain Canard

IPC分类号： C07D498/22 ,  C07D487/22 ,  A61K31/5365 ,  A61K31/4985

CPC分类号： C07D471/16 ,  C07D498/16

摘要： HIV inhibitory compounds of formula: salts and stereoisomers thereof, wherein R1 and R2 are hydrogen or optionally substituted C1-10alkyl; R3 is n is 1, 2 or 3; R3a is nitro, cyano, amino, halo, hydroxy, C1-4alkyloxy, hydroxycarbonyl, aminocarbonyl, C 1-4alkyloxycarbonyl, mono- or di(C1-4alkyl)aminocarbonyl, C1-4alkylcarbonyl, methanimidamidyl, mono- or di(C1-4alkyl)methanimidamidyl, N-hydroxy-methanimidamidyl or Het; or R3 is a monocyclic or bicyclic aromatic heterocyclic ring system, wherein one, two, three or four ring members are nitrogen, oxygen and sulfur, and wherein the remaining ring members are carbon atoms; and wherein each of said heterocyclic ring systems may optionally be substituted; X is —NR7—, —O— or —S—; pharmaceutical compositions containing these compounds, methods for preparing these compounds and compositions.

摘要翻译： HIV抑制化合物：其盐和立体异构体，其中R 1和R 2是氢或任选取代的C 1-10烷基; R3为n为1,2或3; R3a是硝基，氰基，氨基，卤素，羟基，C1-4烷氧基，羟基羰基，氨基羰基，C 1-4烷氧基羰基，一或二（C 1-4烷基）氨基羰基，C 1-4烷基羰基，甲亚氨基甲酰基，单 - 或二（C 1-4烷基 ）甲酰亚胺酰氨基，N-羟基 - 甲亚胺酰氨基或Het; 或R 3是单环或双环芳族杂环体系，其中一个，两个，三个或四个环成员是氮，氧和硫，其中剩余的环成员是碳原子; 并且其中每个所述杂环体系可任选地被取代; X是-NR 7 - ， - O-或-S-; 含有这些化合物的药物组合物，制备这些化合物和组合物的方法。

公开(公告)号：US07994187B2

公开(公告)日：2011-08-09

申请号：US12295816

申请日：2007-04-03

申请人： Bart Rudolf Romanie Kesteleyn ,  Wim Bert Griet Schepens

发明人： Bart Rudolf Romanie Kesteleyn ,  Wim Bert Griet Schepens

IPC分类号： A61K31/4745 ,  C07D471/14

CPC分类号： C07D513/14 ,  C07D471/14

摘要： HIV inhibitory compounds of formula: salts, hydrates, solvates, N-oxides, or stereoisomers thereof, wherein A forms pyridine, pyrimidine, pyrazine, pyridazine, triazine, imidazole, pyrazole, triazole, tetrazole, oxazole, isoxazole, oxadiazole, thiazole, isothiazole, and thiadiazole; R1 is halo, cyano, nitro, C1-6alkyl, polyhaloC1-6alkyl, —C1-6alkyl-OR4, —C(═O)—R5, —C(═O)—OR4, —C(═O)—NR6R7, —OR4, —O—C(═O)—C1-6alkyl, —O—C1-6alkyl-OR4, —O—C1-6alkyl-NR6R7, —O—C1-6alkyl-O—C(═O)—C1-6alkyl, —O—C1-6alkyl-C(═O)—OR4, —O—C1-6alkyl-C(═O)—NR6R7, —NR6R7, —NR8—C(═O)—R5, —NR8—C(═O)—OR4, —NR8—C(═O)—NR6R7, —NR8—C(═O)—C1-6alkyl-C(═O)—OR4, —NR8—C1-6alkyl-OR4, —NR8—C1-6alkyl-NR6R7, —NR8—C1-6alkyl-imidazolyl, —NR8—SO2R9, —N═CH—NR6R7, —NH—C(═NH)—NH2, —SO2NR6R7, and —O—PO(OR8)2; D forms pyridine, pyrimidine, pyrazine, pyridazine, pyrrole, imidazole, pyrazole, furane, oxazole, isoxazole, thiophene, thiazole, and isothiazole; R2 is C1-6alkyl, polyhaloC1-6alkyl, halo, cyano, —COOR4, —OR4, and —NR6R7; R3 is phenyl, pyridyl, pyrimidinyl, imidazopyridyl, pyrazolopyridyl, triazolopyridyl, quinoline, imidazopyrimidinyl, pyrazolopyrimidinyl, triazolopyrimidinyl, pyridopyrimidinyl; which may optionally be substituted; m is 0, 1, 2 or 3; n is 0, 1, 2 or 3; pharmaceutical compositions containing these compounds, methods for preparing these compounds and compositions.

公开(公告)号：US08592429B2

公开(公告)日：2013-11-26

申请号：US13515187

申请日：2010-12-10

申请人： Genadiy Kalayanov ,  Bart Rudolf Romanie Kesteleyn ,  Kevin Parkes ,  Bengt Bertil Samuelsson ,  Wim Bert Griet Schepens ,  Johannes Wilhelmus J. Thuring ,  Hans Kristian Wallberg ,  Jörg Kurt Wegner

发明人： Genadiy Kalayanov ,  Bart Rudolf Romanie Kesteleyn ,  Kevin Parkes ,  Bengt Bertil Samuelsson ,  Wim Bert Griet Schepens ,  Johannes Wilhelmus J. Thuring ,  Hans Kristian Wallberg ,  Jörg Kurt Wegner

IPC分类号： A61K31/18 ,  A61K31/17 ,  A61K31/325 ,  A61K31/38 ,  A61K31/42 ,  A61K31/44 ,  A61K31/495

CPC分类号： C07D213/64 ,  C07D213/74 ,  C07D277/30 ,  C07D401/12 ,  C07D405/12 ,  C07D417/12 ,  C07D493/04

摘要： HIV inhibitors of formula (I) wherein R1 is halo, C1-4 alkoxy, trifluoromethoxy; R2 is a group of formula (A); R3 is a group of formula (B); R4 is a group of formula (C); n is 0 or 1; A is CH or N; R5 and R6 are hydrogen, C1-4 allyl, halo; R7 and R8 are C1-4 allyl or C1-4 alkoxy-C1-4 alkyl; R9 is C1-4 allyl, cyclopropyl, trifluoromethyl, C1-4 alkoxy, or dimethylamino; R10 is hydrogen, C1-4 alkyl, cyclopropyl, trifluoromethyl, C1-4 alkoxy, or dimethylamino; pharmaceutically acceptable addition salts and solvates thereof; pharmaceutical compositions containing these compounds as active ingredient and processes for preparing said compounds.

摘要翻译： 式（I）的HIV抑制剂，其中R 1是卤素，C 1-4烷氧基，三氟甲氧基; R2是式（A）的基团; R3是式（B）的基团; R4是式（C）的基团; n为0或1; A是CH或N; R5和R6是氢，C1-4烷基，卤素; R 7和R 8是C 1-4烯丙基或C 1-4烷氧基-C 1-4烷基; R 9为C 1-4烯丙基，环丙基，三氟甲基，C 1-4烷氧基或二甲基氨基; R 10是氢，C 1-4烷基，环丙基，三氟甲基，C 1-4烷氧基或二甲基氨基; 其药学上可接受的加成盐和溶剂合物; 含有这些化合物作为活性成分的药物组合物和制备所述化合物的方法。