MA45250B1 - Forme crystalline de (r)-4-(5-(cyclopropyléthynyl)isoxazol-3-yl)-n-hydroxy-2-méthyl-2-(méthylsulfonyl)butanamide en tant qu'agent antibacteriel - Google Patents
Forme crystalline de (r)-4-(5-(cyclopropyléthynyl)isoxazol-3-yl)-n-hydroxy-2-méthyl-2-(méthylsulfonyl)butanamide en tant qu'agent antibacterielInfo
- Publication number
- MA45250B1 MA45250B1 MA45250A MA45250A MA45250B1 MA 45250 B1 MA45250 B1 MA 45250B1 MA 45250 A MA45250 A MA 45250A MA 45250 A MA45250 A MA 45250A MA 45250 B1 MA45250 B1 MA 45250B1
- Authority
- MA
- Morocco
- Prior art keywords
- crystalline form
- cyclopropylethynyl
- butanamide
- isoxazol
- methylsulfonyl
- Prior art date
Links
- YSKCELXYZFBKNU-CQSZACIVSA-N (2R)-4-[5-(2-cyclopropylethynyl)-1,2-oxazol-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1(CC1)C#CC1=CC(=NO1)CC[C@](C(=O)NO)(S(=O)(=O)C)C YSKCELXYZFBKNU-CQSZACIVSA-N 0.000 title abstract 2
- 239000003242 anti bacterial agent Substances 0.000 title 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- 208000035143 Bacterial infection Diseases 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 206010048723 Multiple-drug resistance Diseases 0.000 abstract 1
- 208000022362 bacterial infectious disease Diseases 0.000 abstract 1
- 208000027096 gram-negative bacterial infections Diseases 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
- A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
- A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
- A61K31/431—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems containing further heterocyclic rings, e.g. ticarcillin, azlocillin, oxacillin
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5383—1,4-Oxazines, e.g. morpholine ortho- or peri-condensed with heterocyclic ring systems
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- 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
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
- A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
- A61K31/546—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine containing further heterocyclic rings, e.g. cephalothin
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- 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
- A61K31/65—Tetracyclines
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- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
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- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/14—Peptides containing saccharide radicals; Derivatives thereof, e.g. bleomycin, phleomycin, muramylpeptides or vancomycin
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- 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)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
L'invention concerne une forme cristalline du (r)-4-(5-(cyclopropyléthynyl)isoxazol-3-yl)-n-hydroxy-2-méthyl-2-(méthylsulfonyl)butanamide (c'est-à-dire le composé de formule (a)) de faible hydroscopicité. Le composé et les compositions de de l'invention sont utiles pour traiter des infections bactériennes et en particulier des infections bactériennes à gram négatif, y compris des souches à résistance multiple aux médicaments. La forme cristalline est préparée par dissolution d'une forme amorphe du composé dans un solvant organique halogéné (par exemple, dichlorométhane) et par précipitation de la forme cristalline au moyen d'un solvant hydrocarboné (par exemple, heptane).(a)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2016085694 | 2016-06-14 | ||
| PCT/IB2017/053468 WO2017216705A1 (fr) | 2016-06-14 | 2017-06-12 | Forme cristalline du (r)-4-(5-(cyclopropyléthynyl)isoxazol-3-yl)-n-hydroxy-2-méthyl-2-(méthylsulfonyl)butanamide en tant qu'agent antibactérien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MA45250B1 true MA45250B1 (fr) | 2020-09-30 |
Family
ID=59337734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MA45250A MA45250B1 (fr) | 2016-06-14 | 2017-06-12 | Forme crystalline de (r)-4-(5-(cyclopropyléthynyl)isoxazol-3-yl)-n-hydroxy-2-méthyl-2-(méthylsulfonyl)butanamide en tant qu'agent antibacteriel |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US10071973B2 (fr) |
| EP (1) | EP3468957B1 (fr) |
| JP (1) | JP6941630B2 (fr) |
| KR (1) | KR20190018637A (fr) |
| CN (1) | CN109311828A (fr) |
| AU (1) | AU2017283768B2 (fr) |
| BR (1) | BR112018074983A2 (fr) |
| CA (1) | CA3026356A1 (fr) |
| CL (1) | CL2018003559A1 (fr) |
| CY (1) | CY1123368T1 (fr) |
| DK (1) | DK3468957T3 (fr) |
| EA (1) | EA036243B1 (fr) |
| ES (1) | ES2820502T3 (fr) |
| HR (1) | HRP20201524T1 (fr) |
| HU (1) | HUE050796T2 (fr) |
| IL (1) | IL263299A (fr) |
| JO (1) | JOP20170145A1 (fr) |
| MA (1) | MA45250B1 (fr) |
| MD (1) | MD3468957T2 (fr) |
| MX (1) | MX379234B (fr) |
| PH (1) | PH12018502523B1 (fr) |
| PL (1) | PL3468957T3 (fr) |
| PT (1) | PT3468957T (fr) |
| SG (1) | SG11201810656WA (fr) |
| SI (1) | SI3468957T1 (fr) |
| SM (1) | SMT202000524T1 (fr) |
| TW (1) | TWI746572B (fr) |
| UA (1) | UA123790C2 (fr) |
| WO (1) | WO2017216705A1 (fr) |
| ZA (1) | ZA201807680B (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107375211B (zh) * | 2017-08-24 | 2021-02-26 | 正大制药(青岛)有限公司 | 一种甲苯磺酸妥舒沙星小儿用舌下喷雾剂及其制备方法 |
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| DK0920505T3 (da) | 1996-08-16 | 2008-09-08 | Schering Corp | Pattedyrcelleoverfladeantigener og tilhörende reagenser |
| US6111090A (en) | 1996-08-16 | 2000-08-29 | Schering Corporation | Mammalian cell surface antigens; related reagents |
| CA2308114A1 (fr) | 1997-10-21 | 1999-04-29 | Human Genome Sciences, Inc. | Proteines tr11, tr11sv1 et tr11sv2 de type recepteur du facteur de necrose tumorale humain |
| JP2002502607A (ja) | 1998-02-09 | 2002-01-29 | ジェネンテク・インコーポレイテッド | 新規な腫瘍壊死因子レセプター相同体及びそれをコードする核酸 |
| ATE376837T1 (de) | 1999-07-12 | 2007-11-15 | Genentech Inc | Stimulierung oder hemmung von angiogenese und herzvaskularisierung mit tumor nekrose faktor ligand/rezeptor homologen |
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| AP3336A (en) | 2011-03-07 | 2015-07-31 | Pfizer | Fluoro-pyridinone derivatives useful as antibacterial agents |
| WO2012137099A1 (fr) | 2011-04-08 | 2012-10-11 | Pfizer Inc. | Dérivés d'imidazole, de pyrazole et de triazole, utiles en tant qu'agents antibactériens |
| WO2012137094A1 (fr) * | 2011-04-08 | 2012-10-11 | Pfizer Inc. | Dérivés d'isoxazole utiles en tant qu'agents antibactériens |
| US20130108641A1 (en) | 2011-09-14 | 2013-05-02 | Sanofi | Anti-gitr antibodies |
| BR112014012819B1 (pt) | 2011-11-28 | 2022-08-16 | Merck Patent Gmbh | Anticorpo anti-pd-l1 ou fragmento de ligação ao antígeno do mesmo e composição |
| AR091649A1 (es) | 2012-07-02 | 2015-02-18 | Bristol Myers Squibb Co | Optimizacion de anticuerpos que se fijan al gen de activacion de linfocitos 3 (lag-3) y sus usos |
| WO2014160649A1 (fr) | 2013-03-29 | 2014-10-02 | Novartis Ag | Dérivés d'acide hydroxamique utilisés comme inhibiteurs de lpxc pour le traitement d'infections bactériennes |
| WO2015056799A1 (fr) * | 2013-10-18 | 2015-04-23 | 大正製薬株式会社 | Dérivé d'acide hydroxamique |
| CN106573924B (zh) * | 2014-04-22 | 2019-06-25 | 诺华股份有限公司 | 作为LpxC抑制剂的异噁唑啉异羟肟酸衍生物 |
| HUE047225T2 (hu) * | 2014-12-16 | 2020-04-28 | Novartis Ag | LpxC inhibitor izoxazol hidroxámsav-vegyületek |
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2017
- 2017-06-12 SM SM20200524T patent/SMT202000524T1/it unknown
- 2017-06-12 SI SI201730409T patent/SI3468957T1/sl unknown
- 2017-06-12 EA EA201990012A patent/EA036243B1/ru not_active IP Right Cessation
- 2017-06-12 UA UAA201811400A patent/UA123790C2/uk unknown
- 2017-06-12 WO PCT/IB2017/053468 patent/WO2017216705A1/fr not_active Ceased
- 2017-06-12 CN CN201780036712.0A patent/CN109311828A/zh active Pending
- 2017-06-12 PL PL17739696T patent/PL3468957T3/pl unknown
- 2017-06-12 SG SG11201810656WA patent/SG11201810656WA/en unknown
- 2017-06-12 HU HUE17739696A patent/HUE050796T2/hu unknown
- 2017-06-12 MA MA45250A patent/MA45250B1/fr unknown
- 2017-06-12 EP EP17739696.7A patent/EP3468957B1/fr active Active
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- 2017-06-12 BR BR112018074983-4A patent/BR112018074983A2/pt not_active IP Right Cessation
- 2017-06-12 US US15/620,373 patent/US10071973B2/en not_active Expired - Fee Related
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- 2017-06-12 CA CA3026356A patent/CA3026356A1/fr not_active Abandoned
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- 2017-06-12 AU AU2017283768A patent/AU2017283768B2/en not_active Ceased
- 2017-06-12 KR KR1020187035895A patent/KR20190018637A/ko not_active Abandoned
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