公开(公告)号：US10174050B2

公开(公告)日：2019-01-08

申请号：US14653675

申请日：2013-12-20

申请人： Universite de Droit et de la Sante de Lille 2

发明人： Nicolas Willand ,  Benoit Deprez ,  Alain Baulard ,  Priscille Brodin ,  Matthieu Frederik Desroses ,  Laurence Agouridas-Dutot

IPC分类号： A61K45/06 ,  A61K31/435 ,  C07D498/10

摘要： The present invention concerns a spiroisoxazoline compound of general formula (I): in which m and n are 0 or 1, R1 represents, inter alia, an optionally substituted alkyl chain, in particular substituted with fluorine or with a cyclic group, and R2 is chosen from phenyl and optionally substituted benzyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the heterocycles having 5 or 6 vertices comprising at least one atom chosen from S, N and O. The present invention also concerns the use of this compound as a drug, in particular in the treatment of bacterial and mycobacterial infections such as tuberculosis in combination with an antibiotic that is active against bacteria and/or mycobacteria, said compound potentiating the activity of said antibiotic.

公开(公告)号：US09957249B2

公开(公告)日：2018-05-01

申请号：US14653669

申请日：2013-12-20

申请人： Universite de Droit et de la Sante de Lille 2

发明人： Nicolas Willand ,  Benoit Deprez ,  Alain Baulard ,  Priscille Brodin ,  Marion Flipo ,  Lucie Maingot

IPC分类号： C07D401/04 ,  C07D295/185 ,  C07D211/16 ,  C07D211/18 ,  C07D211/22 ,  C07D207/08 ,  A61K31/40 ,  A61K31/451 ,  A61K31/4545 ,  A61K31/495 ,  A61K45/06

CPC分类号： C07D401/04 ,  A61K31/40 ,  A61K31/451 ,  A61K31/4545 ,  A61K31/495 ,  A61K45/06 ,  C07D207/08 ,  C07D211/16 ,  C07D211/18 ,  C07D211/22 ,  C07D295/185

摘要： The present invention concerns a compound of general formula (I): in which n=0 or 1, R1 represents an optionally substituted alkyl chain, in particular substituted alkyl chain, in particular substituted with fluorine, X is chosen from N and CH, and R2 is chosen from optionally substituted phenyl and benzyl, wherein the heterocycles having 6 vertices comprise one, two or three nitrogen atoms. The present invention also concerns the use of this compound as a medicament, in particular in the treatment of bacterial and mycobacterial infections such as tuberculosis in combination with an antibiotic that is active against bacteria and/or mycobacteria, said compound potentiating the activity of said antibiotic.

公开(公告)号：US20150307471A1

公开(公告)日：2015-10-29

申请号：US14653669

申请日：2013-12-20

申请人： UNIVERSITE DE DROIT ET DE LA SANTE DE LILLE 2

发明人： Nicolas Willand ,  Benoit Deprez ,  Alain Baulard ,  Priscille BRODIN ,  Marion FLIPO

IPC分类号： C07D401/04 ,  A61K31/451 ,  C07D295/185 ,  A61K31/495 ,  A61K45/06 ,  C07D211/22 ,  A61K31/4545 ,  C07D207/08 ,  A61K31/40 ,  C07D211/16 ,  C07D211/18

CPC分类号： C07D401/04 ,  A61K31/40 ,  A61K31/451 ,  A61K31/4545 ,  A61K31/495 ,  A61K45/06 ,  C07D207/08 ,  C07D211/16 ,  C07D211/18 ,  C07D211/22 ,  C07D295/185

摘要： The present invention concerns a compound of general formula (I): in which n=0 or 1, R1 represents an optionally substituted alkyl chain, in particular substituted alkyl chain, in particular substituted with fluorine, X is chosen from N and CH, and R2 is chosen from optionally substituted phenyl and benzyl, wherein the heterocycles having 6 vertices comprise one, two or three nitrogen atoms. The present invention also concerns the use of this compound as a medicament, in particular in the treatment of bacterial and mycobacterial infections such as tuberculosis in combination with an antibiotic that is active against bacteria and/or mycobacteria, said compound potentiating the activity of said antibiotic.

摘要翻译： 本发明涉及通式（I）的化合物：其中n = 0或1，R 1表示任选取代的烷基链，特别是取代的烷基链，特别是被氟取代，X选自N和CH，和 R2选自任选取代的苯基和苄基，其中具有6个顶点的杂环包含一个，两个或三个氮原子。 本发明还涉及这种化合物作为药物的用途，特别是在治疗细菌和分枝杆菌感染如结核病与抗细菌和/或分枝杆菌活性的抗生素的组合中，所述化合物增强所述抗生素的活性 。

公开(公告)号：US08962658B2

公开(公告)日：2015-02-24

申请号：US14353899

申请日：2012-10-24

申请人： Universite de Droit et de la Sante de Lille 2 ,  INSERM (Institut National de la Sante et de la Recherche Medicale) ,  Institut Pasteur de Lille

发明人： Benoit Deprez ,  Nicolas Willand ,  Marion Flipo ,  Matthieu Desroses ,  Alain Baulard ,  Florence Leroux

IPC分类号： A61K31/4523 ,  C07D413/14 ,  A61K9/00 ,  C07D413/04 ,  C07D417/14 ,  A61K31/4245 ,  A61K31/454 ,  A61K31/497 ,  A61K31/506 ,  A61K45/06

CPC分类号： A61K9/006 ,  A61K31/4245 ,  A61K31/454 ,  A61K31/497 ,  A61K31/506 ,  A61K45/06 ,  C07D413/04 ,  C07D413/14 ,  C07D417/14

摘要： The present invention relates to compounds of Formula (I) wherein R1 is chosen among the following radicals: and n=1 or 2 and m=1 or 2 with the proviso that m=2 when R1 is The present invention also relates to the use thereof as drugs, more particularly in the treatment of mycobacterial infections and more particularly in the treatment of tuberculosis.

摘要翻译： 本发明涉及式（I）化合物，其中R 1选自以下基团：和n = 1或2和m = 1或2，条件是当R 1为m = 2时本发明还涉及使用 作为药物，更特别地用于治疗分枝杆菌感染，更特别是治疗结核病。

公开(公告)号：US09920042B2

公开(公告)日：2018-03-20

申请号：US14430604

申请日：2013-09-27

申请人： Universite de Droit et de la Sante de Lille 2

发明人： Nicolas Willand ,  Benoit Deprez ,  Alain Baulard ,  Priscille Brodin ,  Olivier Sperando ,  Vincent Villeret ,  Baptiste Villemagne

IPC分类号： C07D277/26 ,  C07D277/30 ,  C07D417/04 ,  C07D213/81 ,  C07D249/06 ,  C07D249/08 ,  C07D271/06 ,  C07D277/56 ,  C07D277/66 ,  C07D285/08 ,  C07D285/12 ,  C07D291/04 ,  C07C255/57 ,  C07C311/37 ,  C07C247/18 ,  A61K31/155 ,  A61K31/175 ,  A61K31/4192 ,  A61K31/421 ,  A61K31/4245 ,  A61K31/426 ,  A61K31/428 ,  A61K31/433 ,  A61K31/44 ,  A61K31/4436 ,  A61K31/277 ,  A61K31/4439 ,  A61K45/06 ,  C07C255/60 ,  C07D263/32 ,  C07D277/28

CPC分类号： C07D417/04 ,  A61K31/155 ,  A61K31/175 ,  A61K31/277 ,  A61K31/4192 ,  A61K31/421 ,  A61K31/4245 ,  A61K31/426 ,  A61K31/428 ,  A61K31/433 ,  A61K31/44 ,  A61K31/4436 ,  A61K31/4439 ,  A61K45/06 ,  C07C247/18 ,  C07C255/57 ,  C07C255/60 ,  C07C311/37 ,  C07D213/81 ,  C07D249/06 ,  C07D249/08 ,  C07D263/32 ,  C07D271/06 ,  C07D277/26 ,  C07D277/28 ,  C07D277/30 ,  C07D277/56 ,  C07D277/66 ,  C07D285/08 ,  C07D285/12 ,  C07D291/04 ,  A61K2300/00

摘要： The present invention concerns compounds of general formula (I): in which Y and Z are chosen from CH and N; T is chosen from CO or SO2; n is 1 to 3; R1 represents a group chosen, for example, from C1-C3 alkyl chains unsubstituted or substituted by fluorine, the unsubstituted or substituted cyclic, cyano, azido, alkoxy and phenyl groups; and R is chosen from the azido, cyano, alkinyl and 2-benzothiazolyl groups and an optionally substituted aromatic heterocycle with five vertices; and the use thereof in the treatment of bacterial and mycobacterial infections such as, for example, tuberculosis, leprosy and atypical mycobacterial infections. The present invention also concerns pharmaceutical compositions comprising, as the active ingredient, at least one of the abovementioned compounds and optionally an antibiotic activatable via the EthA pathway.

公开(公告)号：US20150225388A1

公开(公告)日：2015-08-13

申请号：US14430604

申请日：2013-09-27

申请人： UNIVERSITE DE DROIT ET DE LA SANTE DE LILLE 2

发明人： Nicolas Willand ,  Benoit Deprez ,  Alain Baulard ,  Priscille Brodin ,  Olivier Sperando ,  Vincent Villeret ,  Baptiste Villemagne

IPC分类号： C07D417/04 ,  A61K31/426 ,  C07D277/30 ,  C07D277/66 ,  A61K31/428 ,  A61K31/4439 ,  C07D263/32 ,  A61K31/421 ,  C07C255/60 ,  A61K31/277 ,  C07D271/06 ,  A61K31/4245 ,  A61K31/433 ,  A61K45/06 ,  A61K31/44 ,  C07D277/28

CPC分类号： C07D417/04 ,  A61K31/155 ,  A61K31/175 ,  A61K31/277 ,  A61K31/4192 ,  A61K31/421 ,  A61K31/4245 ,  A61K31/426 ,  A61K31/428 ,  A61K31/433 ,  A61K31/44 ,  A61K31/4436 ,  A61K31/4439 ,  A61K45/06 ,  C07C247/18 ,  C07C255/57 ,  C07C255/60 ,  C07C311/37 ,  C07D213/81 ,  C07D249/06 ,  C07D249/08 ,  C07D263/32 ,  C07D271/06 ,  C07D277/26 ,  C07D277/28 ,  C07D277/30 ,  C07D277/56 ,  C07D277/66 ,  C07D285/08 ,  C07D285/12 ,  C07D291/04 ,  A61K2300/00

摘要： The present invention concerns compounds of general formula (I): in which Y and Z are chosen from CH and N; T is chosen from CO or SO2; n is 1 to 3; R1 represents a group chosen, for example, from C1-C3 alkyl chains unsubstituted or substituted by fluorine, the unsubstituted or substituted cyclic, cyano, azido, alkoxy and phenyl groups; and R is chosen from the azido, cyano, alkinyl and 2-benzothiazolyl groups and an optionally substituted aromatic heterocycle with five vertices; and the use thereof in the treatment of bacterial and mycobacterial infections such as, for example, tuberculosis, leprosy and atypical mycobacterial infections. The present invention also concerns pharmaceutical compositions comprising, as the active ingredient, at least one of the abovementioned compounds and optionally an antibiotic activatable via the EthA pathway

摘要翻译： 本发明涉及通式（I）的化合物：其中Y和Z选自CH和N; T选自CO或SO2; n为1〜3; R1表示选自例如未取代或被氟取代的未取代或取代的环状，氰基，叠氮基，烷氧基和苯基的C1-C3烷基链的基团; 并且R选自叠氮基，氰基，炔基和2-苯并噻唑基和具有五个顶点的任选取代的芳族杂环; 以及其在治疗细菌和分枝杆菌感染例如结核病，麻疯病和非典型分枝杆菌感染中的用途。 本发明还涉及药物组合物，其包含作为活性成分的至少一种上述化合物和任选的经由EthA途径激活的抗生素

公开(公告)号：US20140309238A1

公开(公告)日：2014-10-16

申请号：US14353899

申请日：2012-10-24

申请人： Universite de Droit et de la Sante de Lille 2 ,  INSERM (Institut National de la Sante et de la Recherche Medicale) ,  Institut Pasteur de Lille

发明人： Benoit Deprez ,  Nicolas Willand ,  Marion Flipo ,  Matthieu Desroses ,  Alain Baulard ,  Florence Leroux

IPC分类号： C07D417/14 ,  A61K31/454 ,  A61K9/00 ,  A61K31/506 ,  A61K31/4245 ,  A61K45/06 ,  C07D413/14 ,  A61K31/497

CPC分类号： A61K9/006 ,  A61K31/4245 ,  A61K31/454 ,  A61K31/497 ,  A61K31/506 ,  A61K45/06 ,  C07D413/04 ,  C07D413/14 ,  C07D417/14

摘要： The present invention relates to compounds of Formula (I), wherein R1 is chosen among the following radicals: (II); (III); (IV), (V), (VI) (VII) and n=1 or 2 and m=1 or 2 with the proviso that m=2 when R1 is (VIII). The present invention also relates to the use thereof as drugs, more particularly in the treatment of mycobacterial infections and more particularly in the treatment of tuberculosis.

摘要翻译： 本发明涉及式（I）化合物，其中R1选自以下基团：（II）; （三）; （IV），（V），（VI）（VII）和n = 1或2，m = 1或2，条件是当R1为（VIII）时m = 2。 本发明还涉及其作为药物的用途，更具体地涉及治疗分枝杆菌感染，更特别地涉及治疗结核病。