CA3079508A1 - Synthesis of antibacterial aminoglycoside analogs - Google Patents

Synthesis of antibacterial aminoglycoside analogs Download PDF

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Publication number
CA3079508A1
CA3079508A1 CA3079508A CA3079508A CA3079508A1 CA 3079508 A1 CA3079508 A1 CA 3079508A1 CA 3079508 A CA3079508 A CA 3079508A CA 3079508 A CA3079508 A CA 3079508A CA 3079508 A1 CA3079508 A1 CA 3079508A1
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CA
Canada
Prior art keywords
formula
compound
solvate
salt
enantiomer
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.)
Pending
Application number
CA3079508A
Other languages
English (en)
French (fr)
Inventor
Raissa TREND
Michael Dappen
Christopher E. Henry
Adam Aaron Goldblum
James Bradley Aggen
Ricardo Filipe De Jesus Goncalves Mendonca
Joao Carlos Falcao Sardinha
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cipla USA Inc
Original Assignee
Cipla USA Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cipla USA Inc filed Critical Cipla USA Inc
Publication of CA3079508A1 publication Critical patent/CA3079508A1/en
Pending legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
    • C07H15/236—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2 a saccharide radical being substituted by an alkylamino radical in position 3 and by two substituents different from hydrogen in position 4, e.g. gentamicin complex, sisomicin, verdamycin
    • 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
    • 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
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA3079508A 2017-10-19 2018-10-18 Synthesis of antibacterial aminoglycoside analogs Pending CA3079508A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201762574544P 2017-10-19 2017-10-19
US62/574,544 2017-10-19
PCT/US2018/056536 WO2019079613A1 (en) 2017-10-19 2018-10-18 SYNTHESIS OF ANTIBACTERIAL AMINOGLYCOSIDE ANALOGUES

Publications (1)

Publication Number Publication Date
CA3079508A1 true CA3079508A1 (en) 2019-04-25

Family

ID=64110232

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3079508A Pending CA3079508A1 (en) 2017-10-19 2018-10-18 Synthesis of antibacterial aminoglycoside analogs

Country Status (11)

Country Link
US (3) US11453658B2 (https=)
EP (1) EP3697797A1 (https=)
JP (3) JP7235741B2 (https=)
CN (1) CN111655709B (https=)
AR (1) AR113780A1 (https=)
AU (2) AU2023219819B2 (https=)
CA (1) CA3079508A1 (https=)
EA (1) EA202090980A1 (https=)
MX (1) MX2020003701A (https=)
TW (1) TWI801438B (https=)
WO (1) WO2019079613A1 (https=)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019079613A1 (en) * 2017-10-19 2019-04-25 Achaogen, Inc. SYNTHESIS OF ANTIBACTERIAL AMINOGLYCOSIDE ANALOGUES
CN110878108B (zh) * 2019-06-17 2022-11-11 山东安信制药有限公司 一种普拉佐米星的合成方法
CN110885350A (zh) * 2019-08-28 2020-03-17 山东安信制药有限公司 一种普拉佐米星的制备方法
CN110642907B (zh) * 2019-10-12 2020-11-06 上海博璞诺科技发展有限公司 普拉唑米星或其盐的合成方法
CN111116688B (zh) * 2020-01-07 2021-07-27 杭州华东医药集团新药研究院有限公司 普拉佐米星的制备方法
CN111205341A (zh) * 2020-02-17 2020-05-29 山东安信制药有限公司 一种普拉佐米星关键中间体的制备方法
CN112079882B (zh) * 2020-10-10 2021-10-08 山东安信制药有限公司 一种Plazomicin的制备方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4388233A (en) * 1981-05-15 1983-06-14 The Regents Of The University Of California Synthetic substrates for enzyme analysis
MX2009003909A (es) 2006-10-12 2009-05-25 Ptc Therapeutics Inc Métodos para dosificar un compuesto 1,2,4, - oxadiazol oralmente activo para el tratamiento de supresión de la mutación finalizadora.
US8614233B2 (en) * 2007-05-29 2013-12-24 Universite De Montreal Cinnamoyl inhibitors of transglutaminase
LT2217610T (lt) 2007-11-21 2017-02-27 Achaogen, Inc. Antibakteriniai aminoglikozidų analogai
EP2103602A1 (en) * 2008-03-17 2009-09-23 AEterna Zentaris GmbH Novel 1,2,4-triazole derivatives and process of manufacturing thereof
CA2761674C (en) * 2009-05-14 2016-11-29 Achaogen, Inc. Treatment of klebsiella pneumoniae infections with antibacterial aminoglycoside compounds
CA2761756A1 (en) * 2009-05-14 2010-11-18 Achaogen, Inc. Treatment of urinary tract infections with antibacterial aminoglycoside compounds
WO2010147836A1 (en) 2009-06-17 2010-12-23 Achaogen, Inc. Combination therapies using antibacterial aminoglycoside compounds
WO2011143497A1 (en) * 2010-05-12 2011-11-17 Rempex Pharmaceuticals, Inc. Aminoglycoside derivatives
US9238670B2 (en) * 2013-03-15 2016-01-19 The Board Of Trustees Of The Leland Stanford Junior University Aminoglycoside antibiotics with reduced ototoxicity
WO2019079613A1 (en) * 2017-10-19 2019-04-25 Achaogen, Inc. SYNTHESIS OF ANTIBACTERIAL AMINOGLYCOSIDE ANALOGUES

Also Published As

Publication number Publication date
AR113780A1 (es) 2020-06-10
CN111655709A (zh) 2020-09-11
US12122769B2 (en) 2024-10-22
US20250122177A1 (en) 2025-04-17
US20230074115A1 (en) 2023-03-09
AU2018353156A1 (en) 2020-05-07
EP3697797A1 (en) 2020-08-26
JP2025062009A (ja) 2025-04-11
MX2020003701A (es) 2020-07-22
EA202090980A1 (ru) 2020-10-07
CN111655709B (zh) 2024-01-02
JP2021500354A (ja) 2021-01-07
WO2019079613A1 (en) 2019-04-25
US20200317652A1 (en) 2020-10-08
RU2020116171A (ru) 2021-11-19
AU2023219819A1 (en) 2023-09-07
BR112020007740A2 (pt) 2020-10-13
AU2025226793A1 (en) 2025-09-25
JP2023054316A (ja) 2023-04-13
TWI801438B (zh) 2023-05-11
JP7235741B2 (ja) 2023-03-08
US11453658B2 (en) 2022-09-27
TW201922233A (zh) 2019-06-16
RU2020116171A3 (https=) 2022-03-03
AU2023219819B2 (en) 2025-06-05

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