JP2020527597A5 - - Google Patents
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- JP2020527597A5 JP2020527597A5 JP2020515831A JP2020515831A JP2020527597A5 JP 2020527597 A5 JP2020527597 A5 JP 2020527597A5 JP 2020515831 A JP2020515831 A JP 2020515831A JP 2020515831 A JP2020515831 A JP 2020515831A JP 2020527597 A5 JP2020527597 A5 JP 2020527597A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- carbocyclyl
- compound
- substituted
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 146
- 150000003839 salts Chemical class 0.000 claims description 104
- 150000001875 compounds Chemical class 0.000 claims description 100
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 83
- 229910052739 hydrogen Inorganic materials 0.000 claims description 69
- 239000001257 hydrogen Substances 0.000 claims description 69
- 125000005843 halogen group Chemical group 0.000 claims description 58
- 125000003118 aryl group Chemical group 0.000 claims description 54
- 125000001072 heteroaryl group Chemical group 0.000 claims description 54
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 52
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 50
- 150000002431 hydrogen Chemical class 0.000 claims description 48
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 40
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 37
- 125000002950 monocyclic group Chemical group 0.000 claims description 33
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 26
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 21
- -1 -CO 2 H. Chemical group 0.000 claims description 14
- 230000001580 bacterial effect Effects 0.000 claims description 14
- 208000035143 Bacterial infection Diseases 0.000 claims description 13
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 13
- 241001465754 Metazoa Species 0.000 claims description 11
- 241000606125 Bacteroides Species 0.000 claims description 10
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 8
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 8
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 6
- 125000006193 alkinyl group Chemical group 0.000 claims description 6
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 6
- 239000003242 anti bacterial agent Substances 0.000 claims description 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 5
- 125000006373 (C2-C10) alkyl group Chemical group 0.000 claims description 4
- 241000606749 Aggregatibacter actinomycetemcomitans Species 0.000 claims description 4
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 4
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 4
- 241000589602 Francisella tularensis Species 0.000 claims description 4
- 241000588655 Moraxella catarrhalis Species 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 208000015181 infectious disease Diseases 0.000 claims description 4
- 230000002401 inhibitory effect Effects 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 3
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims description 2
- 241000588626 Acinetobacter baumannii Species 0.000 claims description 2
- 241000588624 Acinetobacter calcoaceticus Species 0.000 claims description 2
- 241001148231 Acinetobacter haemolyticus Species 0.000 claims description 2
- 241001135518 Acinetobacter lwoffii Species 0.000 claims description 2
- 241000186045 Actinomyces naeslundii Species 0.000 claims description 2
- 241000186044 Actinomyces viscosus Species 0.000 claims description 2
- 241000607528 Aeromonas hydrophila Species 0.000 claims description 2
- 241000589155 Agrobacterium tumefaciens Species 0.000 claims description 2
- 241000193738 Bacillus anthracis Species 0.000 claims description 2
- 241000193755 Bacillus cereus Species 0.000 claims description 2
- 244000063299 Bacillus subtilis Species 0.000 claims description 2
- 235000014469 Bacillus subtilis Nutrition 0.000 claims description 2
- 241001135322 Bacteroides eggerthii Species 0.000 claims description 2
- 241000606124 Bacteroides fragilis Species 0.000 claims description 2
- 241000606219 Bacteroides uniformis Species 0.000 claims description 2
- 241000606215 Bacteroides vulgatus Species 0.000 claims description 2
- 241000589969 Borreliella burgdorferi Species 0.000 claims description 2
- 241000589513 Burkholderia cepacia Species 0.000 claims description 2
- 241000589877 Campylobacter coli Species 0.000 claims description 2
- 241000589874 Campylobacter fetus Species 0.000 claims description 2
- 241000589875 Campylobacter jejuni Species 0.000 claims description 2
- 241000010804 Caulobacter vibrioides Species 0.000 claims description 2
- 241000606153 Chlamydia trachomatis Species 0.000 claims description 2
- 241000588919 Citrobacter freundii Species 0.000 claims description 2
- 241000588917 Citrobacter koseri Species 0.000 claims description 2
- 241000193163 Clostridioides difficile Species 0.000 claims description 2
- 241000186227 Corynebacterium diphtheriae Species 0.000 claims description 2
- 241000918600 Corynebacterium ulcerans Species 0.000 claims description 2
- 241001135265 Cronobacter sakazakii Species 0.000 claims description 2
- 241000186427 Cutibacterium acnes Species 0.000 claims description 2
- 241001600125 Delftia acidovorans Species 0.000 claims description 2
- 241000881810 Enterobacter asburiae Species 0.000 claims description 2
- 241000588697 Enterobacter cloacae Species 0.000 claims description 2
- 241000194032 Enterococcus faecalis Species 0.000 claims description 2
- 241000194031 Enterococcus faecium Species 0.000 claims description 2
- 241000588724 Escherichia coli Species 0.000 claims description 2
- 241000605986 Fusobacterium nucleatum Species 0.000 claims description 2
- 241000207201 Gardnerella vaginalis Species 0.000 claims description 2
- 241000606788 Haemophilus haemolyticus Species 0.000 claims description 2
- 241000606768 Haemophilus influenzae Species 0.000 claims description 2
- 241000606822 Haemophilus parahaemolyticus Species 0.000 claims description 2
- 241000606766 Haemophilus parainfluenzae Species 0.000 claims description 2
- 241000590002 Helicobacter pylori Species 0.000 claims description 2
- 241000589015 Kingella denitrificans Species 0.000 claims description 2
- 241000589014 Kingella kingae Species 0.000 claims description 2
- 241000589012 Kingella oralis Species 0.000 claims description 2
- 241000588915 Klebsiella aerogenes Species 0.000 claims description 2
- 241000588749 Klebsiella oxytoca Species 0.000 claims description 2
- 241000588747 Klebsiella pneumoniae Species 0.000 claims description 2
- 241001534204 Klebsiella pneumoniae subsp. rhinoscleromatis Species 0.000 claims description 2
- 241000589242 Legionella pneumophila Species 0.000 claims description 2
- 241000186779 Listeria monocytogenes Species 0.000 claims description 2
- 241001293418 Mannheimia haemolytica Species 0.000 claims description 2
- 241000191938 Micrococcus luteus Species 0.000 claims description 2
- 241000588622 Moraxella bovis Species 0.000 claims description 2
- 241000588629 Moraxella lacunata Species 0.000 claims description 2
- 241000588772 Morganella morganii Species 0.000 claims description 2
- 241000186367 Mycobacterium avium Species 0.000 claims description 2
- 241000186364 Mycobacterium intracellulare Species 0.000 claims description 2
- 241000186362 Mycobacterium leprae Species 0.000 claims description 2
- 241000187479 Mycobacterium tuberculosis Species 0.000 claims description 2
- 241000588652 Neisseria gonorrhoeae Species 0.000 claims description 2
- 241000588650 Neisseria meningitidis Species 0.000 claims description 2
- 241001135232 Odoribacter splanchnicus Species 0.000 claims description 2
- 241000588912 Pantoea agglomerans Species 0.000 claims description 2
- 241000606210 Parabacteroides distasonis Species 0.000 claims description 2
- 241000606598 Pasteurella canis Species 0.000 claims description 2
- 241000606856 Pasteurella multocida Species 0.000 claims description 2
- 241000605862 Porphyromonas gingivalis Species 0.000 claims description 2
- 241000588770 Proteus mirabilis Species 0.000 claims description 2
- 241000588767 Proteus vulgaris Species 0.000 claims description 2
- 241000576783 Providencia alcalifaciens Species 0.000 claims description 2
- 241000588777 Providencia rettgeri Species 0.000 claims description 2
- 241000588778 Providencia stuartii Species 0.000 claims description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 claims description 2
- 241000168225 Pseudomonas alcaligenes Species 0.000 claims description 2
- 241000589540 Pseudomonas fluorescens Species 0.000 claims description 2
- 241000589776 Pseudomonas putida Species 0.000 claims description 2
- 241001354013 Salmonella enterica subsp. enterica serovar Enteritidis Species 0.000 claims description 2
- 241000531795 Salmonella enterica subsp. enterica serovar Paratyphi A Species 0.000 claims description 2
- 241000293871 Salmonella enterica subsp. enterica serovar Typhi Species 0.000 claims description 2
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 claims description 2
- 241000607715 Serratia marcescens Species 0.000 claims description 2
- 241000607768 Shigella Species 0.000 claims description 2
- 241000607764 Shigella dysenteriae Species 0.000 claims description 2
- 241000607760 Shigella sonnei Species 0.000 claims description 2
- 241000191967 Staphylococcus aureus Species 0.000 claims description 2
- 241000191963 Staphylococcus epidermidis Species 0.000 claims description 2
- 241000191984 Staphylococcus haemolyticus Species 0.000 claims description 2
- 241000192087 Staphylococcus hominis Species 0.000 claims description 2
- 241000191982 Staphylococcus hyicus Species 0.000 claims description 2
- 241000191980 Staphylococcus intermedius Species 0.000 claims description 2
- 241001464905 Staphylococcus saccharolyticus Species 0.000 claims description 2
- 241001147691 Staphylococcus saprophyticus Species 0.000 claims description 2
- 241000122971 Stenotrophomonas Species 0.000 claims description 2
- 241000193985 Streptococcus agalactiae Species 0.000 claims description 2
- 241000194019 Streptococcus mutans Species 0.000 claims description 2
- 241000193998 Streptococcus pneumoniae Species 0.000 claims description 2
- 241000193996 Streptococcus pyogenes Species 0.000 claims description 2
- 241000194024 Streptococcus salivarius Species 0.000 claims description 2
- 241000194023 Streptococcus sanguinis Species 0.000 claims description 2
- 241000722072 Suttonella indologenes Species 0.000 claims description 2
- 241001135235 Tannerella forsythia Species 0.000 claims description 2
- 241000607626 Vibrio cholerae Species 0.000 claims description 2
- 241000607447 Yersinia enterocolitica Species 0.000 claims description 2
- 241000606834 [Haemophilus] ducreyi Species 0.000 claims description 2
- 229940065181 bacillus anthracis Drugs 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 229940038705 chlamydia trachomatis Drugs 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 229940079593 drug Drugs 0.000 claims description 2
- 238000002651 drug therapy Methods 0.000 claims description 2
- 229940092559 enterobacter aerogenes Drugs 0.000 claims description 2
- 229940032049 enterococcus faecalis Drugs 0.000 claims description 2
- 229940118764 francisella tularensis Drugs 0.000 claims description 2
- 229940047650 haemophilus influenzae Drugs 0.000 claims description 2
- 229940037467 helicobacter pylori Drugs 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 229940115932 legionella pneumophila Drugs 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 229940076266 morganella morganii Drugs 0.000 claims description 2
- 229940051027 pasteurella multocida Drugs 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 229940127557 pharmaceutical product Drugs 0.000 claims description 2
- 230000000069 prophylactic effect Effects 0.000 claims description 2
- 229940055019 propionibacterium acne Drugs 0.000 claims description 2
- 229940007046 shigella dysenteriae Drugs 0.000 claims description 2
- 229940115939 shigella sonnei Drugs 0.000 claims description 2
- 229940037649 staphylococcus haemolyticus Drugs 0.000 claims description 2
- 229940031000 streptococcus pneumoniae Drugs 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- 229940118696 vibrio cholerae Drugs 0.000 claims description 2
- 229940098232 yersinia enterocolitica Drugs 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 15
- 241001148135 Veillonella parvula Species 0.000 claims 1
- 241000607272 Vibrio parahaemolyticus Species 0.000 claims 1
- 241000607481 Yersinia intermedia Species 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 241000607477 Yersinia pseudotuberculosis Species 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 description 8
- 241000607734 Yersinia <bacteria> Species 0.000 description 6
- 0 C*C[C@](C1)NCC1=CN Chemical compound C*C[C@](C1)NCC1=CN 0.000 description 4
- GFQCMHGQELYCLG-ZYXZCXLHSA-N CC(NC[C@H](CCC(C1CC1)NC)NC)O Chemical compound CC(NC[C@H](CCC(C1CC1)NC)NC)O GFQCMHGQELYCLG-ZYXZCXLHSA-N 0.000 description 1
- FDWGHKKFPJODDX-MQWKRIRWSA-N CCC(NC[C@H]1NCC(CN)C1)=O Chemical compound CCC(NC[C@H]1NCC(CN)C1)=O FDWGHKKFPJODDX-MQWKRIRWSA-N 0.000 description 1
- XDYZCRFRWJNYLM-QFIPXVFZSA-N CCN[C@@H](CCCN)CNC(c([nH]c1cc(-c(cc2)ccc2F)ccc11)c1-c1ccncc1)=O Chemical compound CCN[C@@H](CCCN)CNC(c([nH]c1cc(-c(cc2)ccc2F)ccc11)c1-c1ccncc1)=O XDYZCRFRWJNYLM-QFIPXVFZSA-N 0.000 description 1
- HYQBVSXBLGKEDT-LURJTMIESA-N CC[C@@H](CCCN)N Chemical compound CC[C@@H](CCCN)N HYQBVSXBLGKEDT-LURJTMIESA-N 0.000 description 1
- HYQBVSXBLGKEDT-ZCFIWIBFSA-N CC[C@H](CCCN)N Chemical compound CC[C@H](CCCN)N HYQBVSXBLGKEDT-ZCFIWIBFSA-N 0.000 description 1
- PCVBAXDTTYGJCF-UHFFFAOYSA-N NCCCC(CNC(c([nH]c1cc(-c(cc2)ccc2F)ccc11)c1-c(cc1)ccc1F)=O)=N Chemical compound NCCCC(CNC(c([nH]c1cc(-c(cc2)ccc2F)ccc11)c1-c(cc1)ccc1F)=O)=N PCVBAXDTTYGJCF-UHFFFAOYSA-N 0.000 description 1
- 241001148134 Veillonella Species 0.000 description 1
- 241000607598 Vibrio Species 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022139960A JP2022169800A (ja) | 2017-05-26 | 2022-09-02 | 細菌の排出ポンプ阻害剤 |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762511851P | 2017-05-26 | 2017-05-26 | |
| US62/511,851 | 2017-05-26 | ||
| US201762523156P | 2017-06-21 | 2017-06-21 | |
| US62/523,156 | 2017-06-21 | ||
| PCT/US2018/034724 WO2018218192A1 (en) | 2017-05-26 | 2018-05-25 | Bacterial efflux pump inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022139960A Division JP2022169800A (ja) | 2017-05-26 | 2022-09-02 | 細菌の排出ポンプ阻害剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020527597A JP2020527597A (ja) | 2020-09-10 |
| JP2020527597A5 true JP2020527597A5 (https=) | 2021-07-26 |
| JP7281822B2 JP7281822B2 (ja) | 2023-05-26 |
Family
ID=64395990
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020515831A Active JP7281822B2 (ja) | 2017-05-26 | 2018-05-25 | 細菌の排出ポンプ阻害剤 |
| JP2022139960A Pending JP2022169800A (ja) | 2017-05-26 | 2022-09-02 | 細菌の排出ポンプ阻害剤 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022139960A Pending JP2022169800A (ja) | 2017-05-26 | 2022-09-02 | 細菌の排出ポンプ阻害剤 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US11826357B2 (https=) |
| EP (1) | EP3630109A4 (https=) |
| JP (2) | JP7281822B2 (https=) |
| CN (1) | CN111163774A (https=) |
| WO (1) | WO2018218192A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10556854B2 (en) | 2016-02-24 | 2020-02-11 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| WO2017147335A1 (en) | 2016-02-24 | 2017-08-31 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| SG11201908351TA (en) | 2017-03-10 | 2019-10-30 | Edmond J Lavoie | Indole derivatives as efflux pump inhibitors |
| US11938114B2 (en) | 2017-03-10 | 2024-03-26 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| WO2018165612A1 (en) | 2017-03-10 | 2018-09-13 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| EP3630109A4 (en) | 2017-05-26 | 2021-03-17 | Rutgers, the State University of New Jersey | BACTERIAL EFFLUX PUMP INHIBITORS |
| WO2019005841A1 (en) | 2017-06-26 | 2019-01-03 | Rutgers, The State University Of New Jersey | THERAPEUTIC COMPOUNDS AND METHODS FOR TREATING INFECTION |
| WO2019099402A1 (en) | 2017-11-14 | 2019-05-23 | Rutgers, The State University Of New Jersey | Therapeutic compounds and methods to treat infection |
| JP7732999B2 (ja) | 2020-04-03 | 2025-09-02 | バーテックス ファーマシューティカルズ インコーポレイテッド | アルファ１－アンチトリプシンのモジュレーター |
| US20240239771A1 (en) * | 2020-05-29 | 2024-07-18 | Taxis Pharmaceuticals, Inc. | Bacterial efflux pump inhibitors |
| WO2025043115A1 (en) * | 2023-08-23 | 2025-02-27 | Taxis Pharmaceuticals, Inc. | Bacterial efflux pump inhibitors |
Family Cites Families (43)
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| NL133069C (https=) * | 1966-07-29 | |||
| US3996159A (en) * | 1972-12-13 | 1976-12-07 | Schering Corporation | Antimicrobial compositions |
| AR204240A1 (es) * | 1972-12-13 | 1975-12-10 | Scherico Ltd | La preparacion de 2-aminoalcohil-3-fenil-indoles |
| US4014883A (en) * | 1973-09-10 | 1977-03-29 | Hoffmann-La Roche Inc. | Indoloquinolines, intermediates and processes |
| US3978224A (en) * | 1975-07-01 | 1976-08-31 | Schering Corporation | Antimicrobial halo-substituted-2-cyanoethylaminoalkyl-3-phenyl-indoles |
| US4938949A (en) | 1988-09-12 | 1990-07-03 | University Of New York | Treatment of damaged bone marrow and dosage units therefor |
| WO1992004017A1 (en) | 1990-09-10 | 1992-03-19 | The Upjohn Company | Cis-n-(2-aminocyclohexyl)benzamide and their enantiomers as anticonvulsants |
| US5663152A (en) | 1995-01-19 | 1997-09-02 | Asahi Kasei Kogyo Kabushiki Kaisha | Potentiators for aminoglycosides |
| US6204279B1 (en) | 1998-06-03 | 2001-03-20 | Microcide Pharmaceuticals, Inc. | Peptidomimetic efflux pump inhibitors |
| US6326391B1 (en) * | 1998-12-04 | 2001-12-04 | Influx, Inc. | Inhibitors of multidrug transporters |
| US6730684B1 (en) | 1999-10-08 | 2004-05-04 | Affinium Pharmaceuticals, Inc. | Fab I inhibitors |
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| WO2011101710A1 (en) | 2010-02-16 | 2011-08-25 | Wockhardt Research Centre | Efflux pump inhibitors |
| AR034897A1 (es) * | 2001-08-07 | 2004-03-24 | Hoffmann La Roche | Derivados n-monoacilados de o-fenilendiaminas, sus analogos heterociclicos de seis miembros y su uso como agentes farmaceuticos |
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| US7994225B2 (en) | 2004-03-17 | 2011-08-09 | Rempex Pharmaceuticals, Inc. | Bacterial efflux pump inhibitors for the treatment of ophthalmic and otic infections |
| EP1758920A1 (en) | 2004-05-21 | 2007-03-07 | Mpex Pharmaceuticals, Inc. | Bacterial efflux pump inhibitors and methods of treating bacterial infections |
| WO2006058088A2 (en) | 2004-11-23 | 2006-06-01 | Ptc Therapeutics, Inc. | Carbazole, carboline and indole derivatives useful in the inhibition of vegf production |
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| DE102006033109A1 (de) * | 2006-07-18 | 2008-01-31 | Grünenthal GmbH | Substituierte Heteroaryl-Derivate |
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| US9926261B2 (en) | 2015-03-10 | 2018-03-27 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| US9950993B2 (en) | 2015-03-13 | 2018-04-24 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| CN107709314A (zh) | 2015-06-11 | 2018-02-16 | 巴斯利尔药物国际股份公司 | 外排泵抑制剂及其治疗性用途 |
| WO2017147335A1 (en) | 2016-02-24 | 2017-08-31 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| US10556854B2 (en) | 2016-02-24 | 2020-02-11 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| US11938114B2 (en) | 2017-03-10 | 2024-03-26 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| SG11201908351TA (en) | 2017-03-10 | 2019-10-30 | Edmond J Lavoie | Indole derivatives as efflux pump inhibitors |
| WO2018165612A1 (en) | 2017-03-10 | 2018-09-13 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| EP3630109A4 (en) | 2017-05-26 | 2021-03-17 | Rutgers, the State University of New Jersey | BACTERIAL EFFLUX PUMP INHIBITORS |
| WO2019005841A1 (en) * | 2017-06-26 | 2019-01-03 | Rutgers, The State University Of New Jersey | THERAPEUTIC COMPOUNDS AND METHODS FOR TREATING INFECTION |
| US20190031624A1 (en) | 2017-07-28 | 2019-01-31 | Rutgers, The State University Of New Jersey | Therapeutic compounds and methods to treat infection |
-
2018
- 2018-05-25 EP EP18806950.4A patent/EP3630109A4/en not_active Withdrawn
- 2018-05-25 WO PCT/US2018/034724 patent/WO2018218192A1/en not_active Ceased
- 2018-05-25 US US16/616,903 patent/US11826357B2/en active Active
- 2018-05-25 JP JP2020515831A patent/JP7281822B2/ja active Active
- 2018-05-25 CN CN201880045566.2A patent/CN111163774A/zh active Pending
-
2022
- 2022-09-02 JP JP2022139960A patent/JP2022169800A/ja active Pending
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