EA038393B1 - Соединения и способы для лечения бактериальных инфекций - Google Patents
Соединения и способы для лечения бактериальных инфекций Download PDFInfo
- Publication number
- EA038393B1 EA038393B1 EA201992370A EA201992370A EA038393B1 EA 038393 B1 EA038393 B1 EA 038393B1 EA 201992370 A EA201992370 A EA 201992370A EA 201992370 A EA201992370 A EA 201992370A EA 038393 B1 EA038393 B1 EA 038393B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- mmol
- oxo
- methyl
- tert
- methanopyrazolo
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 143
- 208000035143 Bacterial infection Diseases 0.000 title claims abstract description 24
- 208000022362 bacterial infectious disease Diseases 0.000 title claims abstract description 24
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- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 4
- -1 C (O) NR d R e Inorganic materials 0.000 claims description 228
- 239000000203 mixture Substances 0.000 claims description 77
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 71
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- 239000001257 hydrogen Substances 0.000 claims description 50
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 44
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 238000011282 treatment Methods 0.000 claims description 11
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- ODBYIMUTLRGAOU-HOCLYGCPSA-N N-[2-[(1R,7S)-7-[N-[tert-butyl(dimethyl)silyl]oxy-N'-methylcarbamimidoyl]-10-hydroxy-9-oxo-4,5,8,10-tetrazatricyclo[6.2.1.02,6]undeca-2(6),3-dien-5-yl]ethyl]acetamide Chemical compound CN\C(=N/O[Si](C)(C)C(C)(C)C)[C@H]1N2C[C@H](N(O)C2=O)C2=C1N(CCNC(C)=O)N=C2 ODBYIMUTLRGAOU-HOCLYGCPSA-N 0.000 description 2
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- DESVTLBFXBWPQT-HBYGCAHESA-N methyl (1R,7S)-5-[(2E)-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxyimino]ethyl]-9-oxo-10-phenylmethoxy-4,5,8,10-tetrazatricyclo[6.2.1.02,6]undeca-2(6),3-diene-7-carboxylate Chemical compound COC(=O)[C@H]1N2C[C@H](N(OCC3=CC=CC=C3)C2=O)C2=C1N(C\C=N\OCCNC(=O)OC(C)(C)C)N=C2 DESVTLBFXBWPQT-HBYGCAHESA-N 0.000 description 2
- ZBGNCOJCOITFIE-UHFFFAOYSA-N methyl 1-methyl-4-(phenylmethoxyamino)-4,5,6,7-tetrahydropyrazolo[3,4-c]pyridine-7-carboxylate Chemical compound C(C1=CC=CC=C1)ONC1C2=C(C(NC1)C(=O)OC)N(N=C2)C ZBGNCOJCOITFIE-UHFFFAOYSA-N 0.000 description 2
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- ASDTVVPUAINJAC-CCQDYZPNSA-N tert-butyl 3-[(1R,7S)-10-hydroxy-5-methyl-9-oxo-4,5,8,10-tetrazatricyclo[6.2.1.02,6]undeca-2(6),3-dien-7-yl]-4,5-dihydro-1,2-oxazole-5-carboxylate Chemical compound CN1N=CC2=C1[C@H](N1C[C@@H]2N(O)C1=O)C1=NOC(C1)C(=O)OC(C)(C)C ASDTVVPUAINJAC-CCQDYZPNSA-N 0.000 description 1
- CQJIUOSNROVOKO-UHFFFAOYSA-N tert-butyl 4-hydrazinylidene-5,7-dihydro-1H-pyrazolo[3,4-c]pyridine-6-carboxylate Chemical compound N(N)=C1C=2C(CN(C1)C(=O)OC(C)(C)C)=NNC=2 CQJIUOSNROVOKO-UHFFFAOYSA-N 0.000 description 1
- PPMNMHLOYSFMNR-UHFFFAOYSA-N tert-butyl 4-hydroxy-2-trityl-5,7-dihydro-4h-pyrazolo[3,4-c]pyridine-6-carboxylate Chemical compound N1=C2CN(C(=O)OC(C)(C)C)CC(O)C2=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 PPMNMHLOYSFMNR-UHFFFAOYSA-N 0.000 description 1
- CVZHZXNTNPPKKB-UHFFFAOYSA-N tert-butyl 4-oxo-5,7-dihydro-1H-pyrazolo[3,4-c]pyridine-6-carboxylate Chemical compound O=C1C2=C(CN(C1)C(=O)OC(C)(C)C)NN=C2 CVZHZXNTNPPKKB-UHFFFAOYSA-N 0.000 description 1
- TXPLJSKVSPTWOM-JQWIXIFHSA-N tert-butyl N-[2-[(1R,7S)-7-(N-hydroxy-N'-methylcarbamimidoyl)-9-oxo-10-sulfooxy-4,5,8,10-tetrazatricyclo[6.2.1.02,6]undeca-2(6),3-dien-5-yl]ethyl]carbamate Chemical compound C\N=C(/NO)[C@H]1N2C[C@H](N(OS(O)(=O)=O)C2=O)c2cnn(CCNC(=O)OC(C)(C)C)c12 TXPLJSKVSPTWOM-JQWIXIFHSA-N 0.000 description 1
- QPTSIQMAUGGRRZ-KXVQEXJKSA-N tert-butyl N-[[(Z)-N-hydroxy-C-[(1R,7S)-10-hydroxy-5-methyl-9-oxo-4,5,8,10-tetrazatricyclo[6.2.1.02,6]undeca-2(6),3-dien-7-yl]carbonimidoyl]-methylamino]carbamate Chemical compound CN(NC(=O)OC(C)(C)C)C(=N/O)\[C@H]1N2C[C@H](N(O)C2=O)C2=C1N(C)N=C2 QPTSIQMAUGGRRZ-KXVQEXJKSA-N 0.000 description 1
- AOCSUUGBCMTKJH-UHFFFAOYSA-N tert-butyl n-(2-aminoethyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCN AOCSUUGBCMTKJH-UHFFFAOYSA-N 0.000 description 1
- JRLJOAREDJOYLW-UHFFFAOYSA-N tert-butyl n-(2-aminooxyethyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCON JRLJOAREDJOYLW-UHFFFAOYSA-N 0.000 description 1
- GPTXCAZYUMDUMN-UHFFFAOYSA-N tert-butyl n-(2-hydroxyethyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCO GPTXCAZYUMDUMN-UHFFFAOYSA-N 0.000 description 1
- LIYMTLVBAVHPBU-UHFFFAOYSA-N tert-butyl n-(4-hydroxybutyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCCCO LIYMTLVBAVHPBU-UHFFFAOYSA-N 0.000 description 1
- UZRUVUYVHGPEAP-UHFFFAOYSA-N tert-butyl n-(methylamino)carbamate Chemical compound CNNC(=O)OC(C)(C)C UZRUVUYVHGPEAP-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 208000019206 urinary tract infection Diseases 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
-
- 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
- A61K31/439—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 the ring forming part of a bridged ring system, e.g. quinuclidine
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762502867P | 2017-05-08 | 2017-05-08 | |
| PCT/US2018/031593 WO2018208769A1 (en) | 2017-05-08 | 2018-05-08 | Compounds and methods for treating bacterial infections |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201992370A1 EA201992370A1 (ru) | 2020-03-10 |
| EA038393B1 true EA038393B1 (ru) | 2021-08-20 |
Family
ID=62223332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201992370A EA038393B1 (ru) | 2017-05-08 | 2018-05-08 | Соединения и способы для лечения бактериальных инфекций |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US11046694B2 (https=) |
| EP (1) | EP3630111B1 (https=) |
| JP (1) | JP7058322B2 (https=) |
| KR (1) | KR102611447B1 (https=) |
| CN (1) | CN110709081B (https=) |
| AU (1) | AU2018266640B2 (https=) |
| CY (1) | CY1125340T1 (https=) |
| DK (1) | DK3630111T3 (https=) |
| EA (1) | EA038393B1 (https=) |
| ES (1) | ES2907858T3 (https=) |
| HR (1) | HRP20220231T1 (https=) |
| HU (1) | HUE057592T2 (https=) |
| IL (1) | IL270380B (https=) |
| LT (1) | LT3630111T (https=) |
| MA (1) | MA48743A (https=) |
| MX (1) | MX385203B (https=) |
| MY (1) | MY201377A (https=) |
| NZ (1) | NZ758200A (https=) |
| PE (1) | PE20200333A1 (https=) |
| PH (1) | PH12019502509A1 (https=) |
| PL (1) | PL3630111T3 (https=) |
| PT (1) | PT3630111T (https=) |
| SG (1) | SG11201909443YA (https=) |
| SI (1) | SI3630111T1 (https=) |
| SM (1) | SMT202200110T1 (https=) |
| TW (1) | TWI791018B (https=) |
| WO (1) | WO2018208769A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11905286B2 (en) | 2018-08-09 | 2024-02-20 | Antabio Sas | Diazabicyclooctanones as inhibitors of serine beta-lactamases |
| EP3833665B1 (en) | 2018-08-09 | 2023-07-19 | Antabio SAS | Diazabicyclooctanones as inhibitors of serine beta-lactamases |
| CN111675641B (zh) * | 2020-06-04 | 2023-09-08 | 宁夏农林科学院农业资源与环境研究所（宁夏土壤与植物营养重点实验室） | 单环β-内酰胺类化合物、单环内酰胺类化合物盐及其制备方法 |
| CN115605480B (zh) | 2021-05-07 | 2024-04-05 | 宁夏农林科学院 | 磺酰脒取代的化合物及其作为β-内酰胺酶抑制剂的用途 |
| US11814385B2 (en) | 2021-06-25 | 2023-11-14 | University Of South Florida | Small molecule inhibitors targeting Clostridioides difficile sporulation |
| AU2024346059A1 (en) * | 2023-09-19 | 2026-04-02 | Entasis Therapeutics Inc. | Compounds and methods for treating bacterial infections |
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| US20090018329A1 (en) * | 2002-12-06 | 2009-01-15 | Novexel | Novel heterocyclic compounds, their preparation and their use as medicaments, in particular as antibacterials and beta-lactamase inhibitors |
| US20100093784A1 (en) * | 2008-10-10 | 2010-04-15 | Novexel | Novel heterocyclic nitrogenous compounds, their preparation and their use as antibacterial medicaments |
| WO2013030735A1 (en) * | 2011-08-30 | 2013-03-07 | Wockhardt Limited | 1,6- diazabicyclo [3,2,1] octan- 7 - one derivatives and their use in the treatment of bacterial infections |
| US20130289012A1 (en) * | 2012-03-30 | 2013-10-31 | Cubist Pharmaceuticals, Inc. | 1,2,4-oxadiazole and 1,2,4-thiadiazole beta-lactamase inhibitors |
| WO2014141132A1 (en) * | 2013-03-14 | 2014-09-18 | Naeja Pharmaceutical Inc. | NEW HETEROCYCLIC COMPOUNDS AND THEIR USE AS ANTIBACTERIAL AGENTS AND β-LACTAMASE INHIBITORS |
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| FR2812635B1 (fr) | 2000-08-01 | 2002-10-11 | Aventis Pharma Sa | Nouveaux composes heterocycliques, preparation et utilisation comme medicaments notamment comme anti- bacteriens |
| FR2825705B1 (fr) | 2001-06-08 | 2005-05-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, leur preparation et leur utilisation comme medicaments, notamment comme anti-bacteriens |
| FR2835186B1 (fr) | 2002-01-28 | 2006-10-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, actifs comme inhibiteurs de beta-lactamases |
| FR2848210B1 (fr) | 2002-12-06 | 2007-10-19 | Aventis Pharma Sa | Nouveaux composes heterocycliques, leur preparation et leur utilisation comme medicaments, notamment comme anti-bacteriens et inhibiteurs de beta-lactamases |
| US7507727B2 (en) * | 2003-04-07 | 2009-03-24 | Cylene Pharmaceuticals, Inc. | Substituted quinobenzoxazine analogs and methods of using thereof |
| FR2914923B1 (fr) | 2007-04-12 | 2013-06-14 | Novexel | Nouveaux composes heterocycliques azotes,leur preparation et leur utilisation comme medicaments antibacteriens. |
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| FR2930553B1 (fr) | 2008-04-29 | 2010-05-21 | Novexel | Composes azabicycliques, leur preparation et leur utilisation comme medicaments, notamment inhibiteurs de beta-lactamases |
| EP2921559A1 (en) | 2008-06-19 | 2015-09-23 | Astra Zeneca Holding France | Use of (1r,2s,5r) 1,6-diazabicyclo [3.2.1]octane-2-carboxamide, 7-oxo-6-(sulfooxy)-, monosodium salt as a diagnostic reagent for detecting serine beta-lactamases |
| FR2936798B1 (fr) | 2008-10-03 | 2012-09-28 | Novexel | Nouveaux composes heterocycliques azotes, leur preparation et leur utilisation comme medicaments antibacteriens. |
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| FR2951171A1 (fr) | 2009-10-09 | 2011-04-15 | Novexel | Nouveau sel de sodium d'un compose azabicyclique sous forme enantiomere cristallisee et nouvelles formes polymorphes et pseudopolymorphes ainsi que leur preparation |
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-
2018
- 2018-05-08 WO PCT/US2018/031593 patent/WO2018208769A1/en not_active Ceased
- 2018-05-08 NZ NZ758200A patent/NZ758200A/en unknown
- 2018-05-08 AU AU2018266640A patent/AU2018266640B2/en active Active
- 2018-05-08 LT LTEPPCT/US2018/031593T patent/LT3630111T/lt unknown
- 2018-05-08 US US16/611,065 patent/US11046694B2/en active Active
- 2018-05-08 MY MYPI2019006163A patent/MY201377A/en unknown
- 2018-05-08 HU HUE18726702A patent/HUE057592T2/hu unknown
- 2018-05-08 MX MX2019013291A patent/MX385203B/es unknown
- 2018-05-08 ES ES18726702T patent/ES2907858T3/es active Active
- 2018-05-08 KR KR1020197035865A patent/KR102611447B1/ko active Active
- 2018-05-08 SG SG11201909443Y patent/SG11201909443YA/en unknown
- 2018-05-08 PE PE2019002309A patent/PE20200333A1/es unknown
- 2018-05-08 HR HRP20220231TT patent/HRP20220231T1/hr unknown
- 2018-05-08 SM SM20220110T patent/SMT202200110T1/it unknown
- 2018-05-08 EA EA201992370A patent/EA038393B1/ru unknown
- 2018-05-08 SI SI201830571T patent/SI3630111T1/sl unknown
- 2018-05-08 CN CN201880030289.8A patent/CN110709081B/zh active Active
- 2018-05-08 EP EP18726702.6A patent/EP3630111B1/en active Active
- 2018-05-08 PT PT187267026T patent/PT3630111T/pt unknown
- 2018-05-08 IL IL270380A patent/IL270380B/en unknown
- 2018-05-08 TW TW107115559A patent/TWI791018B/zh active
- 2018-05-08 DK DK18726702.6T patent/DK3630111T3/da active
- 2018-05-08 MA MA048743A patent/MA48743A/fr unknown
- 2018-05-08 PL PL18726702T patent/PL3630111T3/pl unknown
- 2018-05-08 JP JP2020512769A patent/JP7058322B2/ja active Active
-
2019
- 2019-11-08 PH PH12019502509A patent/PH12019502509A1/en unknown
-
2022
- 2022-02-23 CY CY20221100157T patent/CY1125340T1/el unknown
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| US20090018329A1 (en) * | 2002-12-06 | 2009-01-15 | Novexel | Novel heterocyclic compounds, their preparation and their use as medicaments, in particular as antibacterials and beta-lactamase inhibitors |
| US20100093784A1 (en) * | 2008-10-10 | 2010-04-15 | Novexel | Novel heterocyclic nitrogenous compounds, their preparation and their use as antibacterial medicaments |
| WO2013030735A1 (en) * | 2011-08-30 | 2013-03-07 | Wockhardt Limited | 1,6- diazabicyclo [3,2,1] octan- 7 - one derivatives and their use in the treatment of bacterial infections |
| US20130289012A1 (en) * | 2012-03-30 | 2013-10-31 | Cubist Pharmaceuticals, Inc. | 1,2,4-oxadiazole and 1,2,4-thiadiazole beta-lactamase inhibitors |
| WO2014141132A1 (en) * | 2013-03-14 | 2014-09-18 | Naeja Pharmaceutical Inc. | NEW HETEROCYCLIC COMPOUNDS AND THEIR USE AS ANTIBACTERIAL AGENTS AND β-LACTAMASE INHIBITORS |
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