CA2680018C - Combination medicaments for treating bacterial infections - Google Patents
Combination medicaments for treating bacterial infections Download PDFInfo
- Publication number
- CA2680018C CA2680018C CA2680018A CA2680018A CA2680018C CA 2680018 C CA2680018 C CA 2680018C CA 2680018 A CA2680018 A CA 2680018A CA 2680018 A CA2680018 A CA 2680018A CA 2680018 C CA2680018 C CA 2680018C
- Authority
- CA
- Canada
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- antibiotic
- formula
- carbapenem antibiotic
- 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.)
- Expired - Fee Related
Links
- 239000003814 drug Substances 0.000 title claims abstract description 15
- 208000035143 Bacterial infection Diseases 0.000 title claims abstract description 13
- 208000022362 bacterial infectious disease Diseases 0.000 title claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 82
- 230000003115 biocidal effect Effects 0.000 claims abstract description 63
- YZBQHRLRFGPBSL-RXMQYKEDSA-N carbapenem Chemical compound C1C=CN2C(=O)C[C@H]21 YZBQHRLRFGPBSL-RXMQYKEDSA-N 0.000 claims abstract description 56
- WZPBZJONDBGPKJ-VEHQQRBSSA-N aztreonam Chemical compound O=C1N(S([O-])(=O)=O)[C@@H](C)[C@@H]1NC(=O)C(=N/OC(C)(C)C(O)=O)\C1=CSC([NH3+])=N1 WZPBZJONDBGPKJ-VEHQQRBSSA-N 0.000 claims abstract description 50
- -1 oxyimino group Chemical group 0.000 claims abstract description 50
- 229960003644 aztreonam Drugs 0.000 claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 83
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 24
- 229940127557 pharmaceutical product Drugs 0.000 claims description 24
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- 229960002182 imipenem Drugs 0.000 claims description 22
- ZSKVGTPCRGIANV-ZXFLCMHBSA-N imipenem Chemical compound C1C(SCC\N=C\N)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 ZSKVGTPCRGIANV-ZXFLCMHBSA-N 0.000 claims description 22
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- DMJNNHOOLUXYBV-PQTSNVLCSA-N meropenem Chemical compound C=1([C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)S[C@@H]1CN[C@H](C(=O)N(C)C)C1 DMJNNHOOLUXYBV-PQTSNVLCSA-N 0.000 claims description 20
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- AVAACINZEOAHHE-VFZPANTDSA-N doripenem Chemical compound C=1([C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)S[C@@H]1CN[C@H](CNS(N)(=O)=O)C1 AVAACINZEOAHHE-VFZPANTDSA-N 0.000 claims description 12
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- 239000002904 solvent Substances 0.000 description 7
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 7
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- 244000052616 bacterial pathogen Species 0.000 description 6
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- TYMABNNERDVXID-DLYFRVTGSA-N Panipenem Chemical compound C([C@@H]1[C@H](C(N1C=1C(O)=O)=O)[C@H](O)C)C=1S[C@H]1CCN(C(C)=N)C1 TYMABNNERDVXID-DLYFRVTGSA-N 0.000 description 5
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Classifications
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
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- Epidemiology (AREA)
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- Oncology (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
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Applications Claiming Priority (3)
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| EP07006053.8 | 2007-03-23 | ||
| EP07006053 | 2007-03-23 | ||
| PCT/EP2008/053336 WO2008116813A2 (en) | 2007-03-23 | 2008-03-19 | Combination medicaments for treating bacterial infections |
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| CA2680018A1 CA2680018A1 (en) | 2008-10-02 |
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| CA2680018A Expired - Fee Related CA2680018C (en) | 2007-03-23 | 2008-03-19 | Combination medicaments for treating bacterial infections |
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| US8486929B2 (en) * | 2007-03-23 | 2013-07-16 | Basilea Pharmaceutica Ag | Combination medicaments for treating bacterial infections |
| US20110166119A1 (en) * | 2008-12-01 | 2011-07-07 | Glade Organics Private Limited | Synergistic Combinations of Aztreonam with the Carbapenems Meropenem and Ertapenem |
| AU2009329169B2 (en) | 2008-12-19 | 2012-06-28 | Pfizer Inc. | Monocarbams |
| HUE048859T2 (hu) | 2010-08-10 | 2020-08-28 | Rempex Pharmaceuticals Inc | Gyûrûs bórsavészter származékok, eljárás elõállításukra, és terápiás alkalmazásuk |
| KR101315483B1 (ko) * | 2011-06-23 | 2013-10-07 | 주식회사 아리바이오 | 항생제 및 라이소포스파티딜콜린을 포함하는 면역 증강 또는 세균성 감염 질환 치료용 조성물 |
| WO2013033461A1 (en) | 2011-08-31 | 2013-03-07 | Rempex Pharmaceuticals, Inc. | Heterocyclic boronic acid ester derivatives and therapeutic uses thereof |
| UY34585A (es) * | 2012-01-24 | 2013-09-02 | Aicuris Gmbh & Co Kg | Compuestos b-lactámicos sustituidos con amidina, su preparación y uso |
| US9156858B2 (en) | 2012-05-23 | 2015-10-13 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
| US10561675B2 (en) | 2012-06-06 | 2020-02-18 | Rempex Pharmaceuticals, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
| US9101638B2 (en) | 2013-01-04 | 2015-08-11 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
| AU2014204046B2 (en) | 2013-01-04 | 2017-02-23 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
| US9241947B2 (en) | 2013-01-04 | 2016-01-26 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
| EA201591003A1 (ru) | 2013-01-04 | 2015-12-30 | Ремпекс Фармасьютикалз, Инк. | Производные бороновой кислоты и их терапевтическое применение |
| WO2015171398A1 (en) | 2014-05-05 | 2015-11-12 | Rempex Pharmaceuticals, Inc. | Salts and polymorphs of cyclic boronic acid ester derivatives and therapeutic uses thereof |
| PT3140310T (pt) | 2014-05-05 | 2019-11-18 | Rempex Pharmaceuticals Inc | Síntese de sais de boronato e utilizações dos mesmos |
| BR112016026291A2 (pt) | 2014-05-19 | 2017-08-15 | Rempex Pharmaceuticals Inc | Derivados do ácido borônico e usos terapêuticos dos mesmos |
| MX2016016666A (es) | 2014-07-01 | 2017-08-08 | Rempex Pharmaceuticals Inc | Derivados de acido boronico y usos terapeuticos de los mismos. |
| US10662205B2 (en) | 2014-11-18 | 2020-05-26 | Qpex Biopharma, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
| WO2016149393A1 (en) | 2015-03-17 | 2016-09-22 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
| RU2618433C2 (ru) * | 2015-08-10 | 2017-05-03 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Санкт-Петербургский государственный университет" (СПбГУ) | Антимикробная комбинация в отношении устойчивых к карбапенемам грамотрицательных бактерий вида pseudomonas aeruginosa, продуцирующих металло-β-лактамазу |
| SG11201811549UA (en) | 2016-06-30 | 2019-01-30 | Qpex Biopharma Inc | Boronic acid derivatives and therapeutic uses thereof |
| CN107641119B (zh) * | 2016-07-21 | 2019-11-08 | 中国科学院上海药物研究所 | 单环β-内酰胺-铁载体轭合物及其制备方法和用途 |
| RU2666619C2 (ru) * | 2016-12-01 | 2018-09-11 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный университет" (СПбГУ) | АНТИМИКРОБНАЯ КОМБИНАЦИЯ В ОТНОШЕНИИ УСТОЙЧИВЫХ К КАРБАПЕНЕМАМ ГРАМОТРИЦАТЕЛЬНЫХ БАКТЕРИЙ ВИДА ACINETOBACTER BAUMANNII, ПРОДУЦИРУЮЩИХ МЕТАЛЛО-β-ЛАКТАМАЗУ |
| BR112019012994A2 (pt) | 2016-12-21 | 2019-12-03 | Aicuris Gmbh & Co Kg | terapia de combinação com compostos de b-lactama de amidina substituída e inibidores de b-lactamase para infecções com cepas bacterianas resistentes a antibiótico |
| CN111212843B (zh) | 2017-10-11 | 2025-05-16 | Qpex生物制药有限公司 | 硼酸衍生物及其合成 |
| JP7280273B2 (ja) | 2018-01-29 | 2023-05-23 | メッドシャイン ディスカバリー インコーポレイテッド | 細菌感染を治療するための単環β－ラクタム化合物 |
| JP7329260B2 (ja) | 2018-04-20 | 2023-08-18 | キューペックス バイオファーマ， インコーポレイテッド | ボロン酸誘導体およびその治療的使用 |
| US12310948B2 (en) | 2018-12-18 | 2025-05-27 | Shenzhen Optimum Biological Technology Co., Ltd | Application of monocyclic β-lactam compound in pharmacy |
| US20220133699A1 (en) | 2019-02-14 | 2022-05-05 | Singapore Eye Research Institute | Antibacterial Compositions |
| WO2021121387A1 (zh) | 2019-12-19 | 2021-06-24 | 南京明德新药研发有限公司 | 化合物在制药中的应用 |
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| GB1575803A (en) | 1976-03-09 | 1980-10-01 | Fujisawa Pharmaceutical Co | 3,7 disubstituted 3 cephem 4 carboxylic acid compounds andprocesses for the preparation thereof |
| CA1283404C (en) | 1986-07-01 | 1991-04-23 | Shigeru Sanai | Cephalosporin compounds, processes for their preparation and antibacterial agents |
| US5888998A (en) * | 1997-04-24 | 1999-03-30 | Synphar Laboratories, Inc. | 2-oxo-1-azetidine sulfonic acid derivatives as potent β-lactamase inhibitors |
| US5994340A (en) | 1997-08-29 | 1999-11-30 | Synphar Laboratories, Inc. | Azetidinone derivatives as β-lactamase inhibitors |
| JP2004509122A (ja) * | 2000-09-14 | 2004-03-25 | パンセリックス・リミテッド | 抗菌剤としての、３−（ヘテロアリールアセトアミド）−２−オキソ−アゼチジン−１−スルホン酸誘導体 |
| US20050065141A1 (en) * | 2003-07-31 | 2005-03-24 | Odink Debra A. | Carbapenems useful in treating and preventing pulmonary infections, pharmaceutical compositions thereof and modes of administration thereof |
| CN103724330B (zh) * | 2005-12-07 | 2015-08-19 | 巴斯利尔药物股份公司 | 单环-内酰胺类抗生素与β-内酰胺酶抑制剂的有效的联合应用 |
| US8486929B2 (en) * | 2007-03-23 | 2013-07-16 | Basilea Pharmaceutica Ag | Combination medicaments for treating bacterial infections |
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| US8809315B2 (en) | 2014-08-19 |
| BRPI0809147A2 (pt) | 2014-08-26 |
| RU2488394C2 (ru) | 2013-07-27 |
| CN101641095A (zh) | 2010-02-03 |
| JP2010521517A (ja) | 2010-06-24 |
| KR101320718B1 (ko) | 2013-10-21 |
| AU2008231854B2 (en) | 2013-03-21 |
| EP2124942A2 (en) | 2009-12-02 |
| RU2009139004A (ru) | 2011-04-27 |
| NZ579375A (en) | 2012-02-24 |
| JP5779209B2 (ja) | 2015-09-16 |
| AU2008231854A1 (en) | 2008-10-02 |
| MX2009009918A (es) | 2009-10-19 |
| EP2124942B1 (en) | 2016-04-27 |
| JP2013253094A (ja) | 2013-12-19 |
| CN101641095B (zh) | 2012-10-31 |
| US20100144699A1 (en) | 2010-06-10 |
| US20130274238A1 (en) | 2013-10-17 |
| KR20090122357A (ko) | 2009-11-27 |
| CA2680018A1 (en) | 2008-10-02 |
| WO2008116813A2 (en) | 2008-10-02 |
| US8486929B2 (en) | 2013-07-16 |
| HK1138184A1 (en) | 2010-08-20 |
| WO2008116813A9 (en) | 2008-11-27 |
| WO2008116813A3 (en) | 2009-01-22 |
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