BR112019018691A2 - derivados de indol como inibidores de bomba de efluxo - Google Patents
derivados de indol como inibidores de bomba de efluxo Download PDFInfo
- Publication number
- BR112019018691A2 BR112019018691A2 BR112019018691-3A BR112019018691A BR112019018691A2 BR 112019018691 A2 BR112019018691 A2 BR 112019018691A2 BR 112019018691 A BR112019018691 A BR 112019018691A BR 112019018691 A2 BR112019018691 A2 BR 112019018691A2
- Authority
- BR
- Brazil
- Prior art keywords
- alkyl
- carbocyclyl
- compound
- hydrogen
- petition
- Prior art date
Links
- 0 C[*+][C@](CCCNCl)CNC(c1cc(cc(cc2)-c(cc3)ccc3F)c2[n]1)=O Chemical compound C[*+][C@](CCCNCl)CNC(c1cc(cc(cc2)-c(cc3)ccc3F)c2[n]1)=O 0.000 description 16
- JISGOUTZGSQKKG-KRWDZBQOSA-N COc(cc1)ccc1-c1ccc(cc(C(NC[C@H](CCCN)N)=O)[nH]2)c2c1 Chemical compound COc(cc1)ccc1-c1ccc(cc(C(NC[C@H](CCCN)N)=O)[nH]2)c2c1 JISGOUTZGSQKKG-KRWDZBQOSA-N 0.000 description 2
- USWLQLQBVASTSA-SFHVURJKSA-N C[n](c(C(NC[C@H](CCCN)N)=O)c1)c2c1ccc(-c(cc1)ccc1F)c2 Chemical compound C[n](c(C(NC[C@H](CCCN)N)=O)c1)c2c1ccc(-c(cc1)ccc1F)c2 USWLQLQBVASTSA-SFHVURJKSA-N 0.000 description 2
- ZRCJAWNRQFRQKP-KRWDZBQOSA-N NCCC[C@@H](CNC(c([nH]c1c2)cc1ccc2-c(cc1)ccc1F)=O)N Chemical compound NCCC[C@@H](CNC(c([nH]c1c2)cc1ccc2-c(cc1)ccc1F)=O)N ZRCJAWNRQFRQKP-KRWDZBQOSA-N 0.000 description 2
- FPFJFOADICIPKN-UHFFFAOYSA-N CC(C)(C)OC(NCCCCCNC(c([nH]c1cc(-c(cc2)ccc2F)c2)cc1c2OC)=O)=O Chemical compound CC(C)(C)OC(NCCCCCNC(c([nH]c1cc(-c(cc2)ccc2F)c2)cc1c2OC)=O)=O FPFJFOADICIPKN-UHFFFAOYSA-N 0.000 description 1
- SGXPNRFSZZJWEZ-DEOSSOPVSA-N CC(C)(C)OC(NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2-c(cc1)ccc1F)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2-c(cc1)ccc1F)=O)NC(OC(C)(C)C)=O)=O SGXPNRFSZZJWEZ-DEOSSOPVSA-N 0.000 description 1
- KDLGCPHQDVNPOT-SFHVURJKSA-N CC(C)(C)OC(NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2Br)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2Br)=O)NC(OC(C)(C)C)=O)=O KDLGCPHQDVNPOT-SFHVURJKSA-N 0.000 description 1
- DILFTFXKEBNONQ-QHCPKHFHSA-N CC(C)(C)OC(NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)=O)NC(OC(C)(C)C)=O)=O DILFTFXKEBNONQ-QHCPKHFHSA-N 0.000 description 1
- FLWGJNSGPZWACS-DEOSSOPVSA-N CC(C)(C)OC(NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[n]1C)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[n]1C)=O)NC(OC(C)(C)C)=O)=O FLWGJNSGPZWACS-DEOSSOPVSA-N 0.000 description 1
- ARZDVRZKXBQOBS-UHFFFAOYSA-N CC(C)(C)OC(NCCNC(CCC1)CC1N)=O Chemical compound CC(C)(C)OC(NCCNC(CCC1)CC1N)=O ARZDVRZKXBQOBS-UHFFFAOYSA-N 0.000 description 1
- IKJMELVAFLIHET-INIZCTEOSA-N CC(C)(C)OC(NCC[C@@H](CN(C(c1ccccc11)=C)C1=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCC[C@@H](CN(C(c1ccccc11)=C)C1=O)NC(OC(C)(C)C)=O)=O IKJMELVAFLIHET-INIZCTEOSA-N 0.000 description 1
- DLFPNVQGKLRHFT-AXDSSHIGSA-N CC(C)C(C)CC[C@@H](CO)NC Chemical compound CC(C)C(C)CC[C@@H](CO)NC DLFPNVQGKLRHFT-AXDSSHIGSA-N 0.000 description 1
- NIRWXOBKHSZLBP-RGURZIINSA-N CC(C)C(CC[C@@H](CNC(C)=O)N)N Chemical compound CC(C)C(CC[C@@H](CNC(C)=O)N)N NIRWXOBKHSZLBP-RGURZIINSA-N 0.000 description 1
- NHZCKVGXUAZDQJ-XJDOXCRVSA-N CC(C)C(CC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)=O)N)N Chemical compound CC(C)C(CC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)=O)N)N NHZCKVGXUAZDQJ-XJDOXCRVSA-N 0.000 description 1
- DRIRUQKGXOLLOS-QHCPKHFHSA-N CC(C)C(CC[C@@H](CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)C(CC[C@@H](CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)NC(OC(C)(C)C)=O)=O DRIRUQKGXOLLOS-QHCPKHFHSA-N 0.000 description 1
- YGTLYBUFWCCGST-MHINKWEDSA-N CC(C1)[N]1(C(CC1)CCC1N(CC1)C[C@H]1N)C(OCc1ccccc1)=O Chemical compound CC(C1)[N]1(C(CC1)CCC1N(CC1)C[C@H]1N)C(OCc1ccccc1)=O YGTLYBUFWCCGST-MHINKWEDSA-N 0.000 description 1
- NWQKZNSGVLFRJY-LURJTMIESA-N CC(NC[C@H](CCN)N)=O Chemical compound CC(NC[C@H](CCN)N)=O NWQKZNSGVLFRJY-LURJTMIESA-N 0.000 description 1
- RCEQOBAYZNEIDY-SFYZADRCSA-N CC(NC[C@H]1NC[C@@H](CN)C1)=O Chemical compound CC(NC[C@H]1NC[C@@H](CN)C1)=O RCEQOBAYZNEIDY-SFYZADRCSA-N 0.000 description 1
- XWWWMZJWZIZBIK-DYAUCHOISA-N CC/C=C\C(C)(/C=C1/NC(C(O)=O)=C/C1=C(/C=C)\OC)F Chemical compound CC/C=C\C(C)(/C=C1/NC(C(O)=O)=C/C1=C(/C=C)\OC)F XWWWMZJWZIZBIK-DYAUCHOISA-N 0.000 description 1
- WYSLMGFLJILMSV-ZETCQYMHSA-N CCC(NC[C@H](CCCN)N)=O Chemical compound CCC(NC[C@H](CCCN)N)=O WYSLMGFLJILMSV-ZETCQYMHSA-N 0.000 description 1
- RORGQQMXCVRCTR-MLWJPKLSSA-N CCC1CN[C@H](CO)C1 Chemical compound CCC1CN[C@H](CO)C1 RORGQQMXCVRCTR-MLWJPKLSSA-N 0.000 description 1
- ASGNBQGNCHPNOA-QMMMGPOBSA-N CCCC[C@@H](CNC(C)=O)N Chemical compound CCCC[C@@H](CNC(C)=O)N ASGNBQGNCHPNOA-QMMMGPOBSA-N 0.000 description 1
- NELGYSULZPTMBF-UHFFFAOYSA-N COC(c([nH]c1c2)cc1ccc2-c(cc1)ccc1F)=O Chemical compound COC(c([nH]c1c2)cc1ccc2-c(cc1)ccc1F)=O NELGYSULZPTMBF-UHFFFAOYSA-N 0.000 description 1
- STNWFORTTQFNRG-UHFFFAOYSA-N COC(c1cc(c(OC)cc(-c(cc2)ccc2F)c2)c2[nH]1)=O Chemical compound COC(c1cc(c(OC)cc(-c(cc2)ccc2F)c2)c2[nH]1)=O STNWFORTTQFNRG-UHFFFAOYSA-N 0.000 description 1
- BYKIOJVEURZQTB-UHFFFAOYSA-N COC(c1cc(c(OC)cc(Br)c2)c2[nH]1)=O Chemical compound COC(c1cc(c(OC)cc(Br)c2)c2[nH]1)=O BYKIOJVEURZQTB-UHFFFAOYSA-N 0.000 description 1
- HIRNDAVWLKNFFZ-QGZVFWFLSA-N COc1c(cc(C(NC[C@@H](CCCN)[N]#C)=O)[nH]2)c2cc(-c(cc2)ccc2F)c1 Chemical compound COc1c(cc(C(NC[C@@H](CCCN)[N]#C)=O)[nH]2)c2cc(-c(cc2)ccc2F)c1 HIRNDAVWLKNFFZ-QGZVFWFLSA-N 0.000 description 1
- ULAKQXVWRWBVQO-KRWDZBQOSA-N Cc1c(C(NC[C@H](CCCN)N)=O)[nH]c(cc2)c1cc2-c(cc1)ccc1F Chemical compound Cc1c(C(NC[C@H](CCCN)N)=O)[nH]c(cc2)c1cc2-c(cc1)ccc1F ULAKQXVWRWBVQO-KRWDZBQOSA-N 0.000 description 1
- YILSVXBRJVOBLR-UHFFFAOYSA-N Cc1c(C(O)=O)[nH]c(cc2)c1cc2-c(cc1)ccc1F Chemical compound Cc1c(C(O)=O)[nH]c(cc2)c1cc2-c(cc1)ccc1F YILSVXBRJVOBLR-UHFFFAOYSA-N 0.000 description 1
- GEQHKFFSPGPGLN-UHFFFAOYSA-N NC(CCC1)CC1N Chemical compound NC(CCC1)CC1N GEQHKFFSPGPGLN-UHFFFAOYSA-N 0.000 description 1
- ZCYAUYHYNCDOCK-SFHVURJKSA-N NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2-c(cc1)ccc1F)=O)N Chemical compound NCCC[C@@H](CNC(Cc1c[nH]c(cc2)c1cc2-c(cc1)ccc1F)=O)N ZCYAUYHYNCDOCK-SFHVURJKSA-N 0.000 description 1
- GZUGFQSOSDPRRI-DEOSSOPVSA-N NCCC[C@@H](CNC(c([n](Cc(cc1)ccc1F)c1c2)cc1ccc2-c(cc1)ccc1F)=O)N Chemical compound NCCC[C@@H](CNC(c([n](Cc(cc1)ccc1F)c1c2)cc1ccc2-c(cc1)ccc1F)=O)N GZUGFQSOSDPRRI-DEOSSOPVSA-N 0.000 description 1
- IMVVSWAHFLQPEP-INIZCTEOSA-N NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2[N+]([O-])=O)c2)c2[nH]1)=O)N Chemical compound NCCC[C@@H](CNC(c1cc(ccc(-c(cc2)ccc2[N+]([O-])=O)c2)c2[nH]1)=O)N IMVVSWAHFLQPEP-INIZCTEOSA-N 0.000 description 1
- SYLXMRLSBYVMKL-NQCNTLBGSA-N N[C@@H](CCC(C1CC1)N)CNC(c1cc(ccc(-c2ccc(C3CC3)cc2)c2)c2[nH]1)=O Chemical compound N[C@@H](CCC(C1CC1)N)CNC(c1cc(ccc(-c2ccc(C3CC3)cc2)c2)c2[nH]1)=O SYLXMRLSBYVMKL-NQCNTLBGSA-N 0.000 description 1
- YIMDEMGBMNRVFD-UHFFFAOYSA-N O=C(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)NCCNC1CCNCC1 Chemical compound O=C(c1cc(ccc(-c(cc2)ccc2F)c2)c2[nH]1)NCCNC1CCNCC1 YIMDEMGBMNRVFD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762469987P | 2017-03-10 | 2017-03-10 | |
| US62/469,987 | 2017-03-10 | ||
| US201762523154P | 2017-06-21 | 2017-06-21 | |
| US62/523,154 | 2017-06-21 | ||
| PCT/US2018/021848 WO2018165611A1 (en) | 2017-03-10 | 2018-03-09 | Indole derivatives as efflux pump inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR112019018691A2 true BR112019018691A2 (pt) | 2020-04-07 |
Family
ID=62044950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112019018691-3A BR112019018691A2 (pt) | 2017-03-10 | 2018-03-09 | derivados de indol como inibidores de bomba de efluxo |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US11993571B2 (https=) |
| EP (1) | EP3592736A1 (https=) |
| JP (1) | JP7323179B2 (https=) |
| KR (1) | KR102697360B1 (https=) |
| CN (1) | CN110770224B (https=) |
| AU (1) | AU2018231120B2 (https=) |
| BR (1) | BR112019018691A2 (https=) |
| CA (1) | CA3061238A1 (https=) |
| IL (1) | IL269210B2 (https=) |
| MX (1) | MX2019010717A (https=) |
| SG (1) | SG11201908351TA (https=) |
| WO (1) | WO2018165611A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10836706B2 (en) | 2016-02-24 | 2020-11-17 | 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 |
| WO2018165612A1 (en) | 2017-03-10 | 2018-09-13 | Rutgers, The State University Of New Jersey | Bacterial efflux pump inhibitors |
| CN110770224B (zh) | 2017-03-10 | 2022-11-18 | 罗格斯新泽西州立大学 | 作为外排泵抑制剂的吲哚衍生物 |
| 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 |
| US11845742B2 (en) | 2017-11-14 | 2023-12-19 | Rutgers, The State University Of New Jersey | Therapeutic compounds and methods to treat infection |
| KR102704123B1 (ko) | 2019-11-01 | 2024-09-06 | 에스엘 주식회사 | 차량용 램프 |
| AU2024327693A1 (en) | 2023-08-23 | 2026-04-02 | Taxis Pharmaceuticals, Inc. | Bacterial efflux pump inhibitors |
| TW202525791A (zh) * | 2023-08-29 | 2025-07-01 | 美商梅斯治療股份有限公司 | 溶質載體家族６ａ成員１９（ｓｌｃ６ａ１９）之抑制劑及其使用方法 |
Family Cites Families (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3238215A (en) * | 1963-10-17 | 1966-03-01 | Sterling Drug Inc | 1-[(3-, 2-, and 1-indolyl)-lower-alkyl-, lower-alkenyl-, and lower-alkynyl]piperidines |
| US3465080A (en) * | 1968-10-07 | 1969-09-02 | American Cyanamid Co | Therapeutic compositions containing morpholinoalkylene - indoles and methods of administering such in the treatment of depression |
| US3978224A (en) | 1975-07-01 | 1976-08-31 | Schering Corporation | Antimicrobial halo-substituted-2-cyanoethylaminoalkyl-3-phenyl-indoles |
| US4910193A (en) * | 1985-12-16 | 1990-03-20 | Sandoz Ltd. | Treatment of gastrointestinal disorders |
| 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 |
| US5864039A (en) * | 1994-03-30 | 1999-01-26 | Yoshitomi Pharmaceutical Industries, Ltd. | Benzoic acid compounds and use thereof as medicaments |
| US5663152A (en) | 1995-01-19 | 1997-09-02 | Asahi Kasei Kogyo Kabushiki Kaisha | Potentiators for aminoglycosides |
| US6506339B1 (en) * | 1997-02-10 | 2003-01-14 | Biomedical Design, Inc. | Method of sterilization |
| AU2337599A (en) * | 1998-01-23 | 1999-08-09 | Microcide Pharmaceuticals, Inc. | Efflux pump inhibitors |
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-
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- 2018-03-09 BR BR112019018691-3A patent/BR112019018691A2/pt active Search and Examination
- 2018-03-09 WO PCT/US2018/021848 patent/WO2018165611A1/en not_active Ceased
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| US20210094912A1 (en) | 2021-04-01 |
| CA3061238A1 (en) | 2018-09-13 |
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| IL269210B1 (en) | 2025-01-01 |
| JP7323179B2 (ja) | 2023-08-08 |
| JP2020510044A (ja) | 2020-04-02 |
| WO2018165611A1 (en) | 2018-09-13 |
| CN110770224A (zh) | 2020-02-07 |
| AU2018231120B2 (en) | 2022-06-23 |
| KR102697360B1 (ko) | 2024-08-20 |
| MX2019010717A (es) | 2019-12-05 |
| KR20190138790A (ko) | 2019-12-16 |
| US11993571B2 (en) | 2024-05-28 |
| CN110770224B (zh) | 2022-11-18 |
| IL269210B2 (en) | 2025-05-01 |
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