RU2771275C2 - Нейро-аттенуирующие кетаминовые и норкетаминовые соединения, их производные и способы их получения - Google Patents

Нейро-аттенуирующие кетаминовые и норкетаминовые соединения, их производные и способы их получения Download PDF

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RU2771275C2
RU2771275C2 RU2017119222A RU2017119222A RU2771275C2 RU 2771275 C2 RU2771275 C2 RU 2771275C2 RU 2017119222 A RU2017119222 A RU 2017119222A RU 2017119222 A RU2017119222 A RU 2017119222A RU 2771275 C2 RU2771275 C2 RU 2771275C2
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pharmaceutically acceptable
ketamine
acceptable salt
norketamine
compound
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RU2017119222A
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RU2017119222A3 (enExample
RU2017119222A (ru
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Алекс НИВОРОЖКИН
Нельсон ЛАНДРАУ
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Аморса Терапьютикс, Инк.
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/133Amines having hydroxy groups, e.g. sphingosine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/135Amines having aromatic rings, e.g. ketamine, nortriptyline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
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    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
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    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2013Organic compounds, e.g. phospholipids, fats
    • A61K9/2018Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2022Organic macromolecular compounds
    • A61K9/2027Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
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    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2022Organic macromolecular compounds
    • A61K9/2031Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
    • AHUMAN NECESSITIES
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    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2022Organic macromolecular compounds
    • A61K9/205Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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    • A61K9/2022Organic macromolecular compounds
    • A61K9/205Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2059Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
    • AHUMAN NECESSITIES
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P25/24Antidepressants
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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    • C07C225/00Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/20Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the carbon skeleton
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

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  • Health & Medical Sciences (AREA)
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  • Organic Chemistry (AREA)
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  • Veterinary Medicine (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Psychiatry (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
RU2017119222A 2014-11-04 2015-11-04 Нейро-аттенуирующие кетаминовые и норкетаминовые соединения, их производные и способы их получения RU2771275C2 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462074645P 2014-11-04 2014-11-04
US62/074,645 2014-11-04
PCT/US2015/059113 WO2016073653A1 (en) 2014-11-04 2015-11-04 Neuro-attenuating ketamine and norketamine compounds, derivatives thereof, and methods

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RU2017119222A RU2017119222A (ru) 2018-12-06
RU2017119222A3 RU2017119222A3 (enExample) 2019-06-07
RU2771275C2 true RU2771275C2 (ru) 2022-04-29

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Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015065547A1 (en) 2013-10-31 2015-05-07 Cima Labs Inc. Immediate release abuse-deterrent granulated dosage forms
HUE051264T2 (hu) 2014-04-17 2021-03-01 Develco Pharma Schweiz Ag Ketamin orális dózisformája
WO2016073653A1 (en) 2014-11-04 2016-05-12 Amorsa Therapeutics, Inc. Neuro-attenuating ketamine and norketamine compounds, derivatives thereof, and methods
WO2016186968A1 (en) * 2015-05-15 2016-11-24 The Arizona Board Of Regents On Behalf Of The University Of Arizona Compositions and methods for treating motor disorders
JP6845162B2 (ja) 2015-06-27 2021-03-17 シェノックス・ファーマシューティカルズ・エルエルシー ケタミン経皮送達システム
WO2017180589A1 (en) * 2016-04-11 2017-10-19 Auspex Pharmaceuticals, Inc. Deuterated ketamine derivatives
CN110035997A (zh) * 2016-09-16 2019-07-19 生物制药沃克斯有限公司 羟基去甲氯胺酮前药
JPWO2018079693A1 (ja) * 2016-10-27 2019-10-31 国立大学法人千葉大学 (s)−ノルケタミンおよびその塩の医薬品としての応用
CA3059775A1 (en) 2017-04-13 2018-10-18 Ovid Therapeutics Inc. Methods of treating developmental encephalopathies
WO2018234568A2 (en) * 2017-06-23 2018-12-27 Develco Pharma Schweiz Ag Hydroxynorketamine for the use in the treatment of depression
WO2019025792A1 (en) 2017-07-31 2019-02-07 Small Pharma Ltd CRYSTALLINE FORMS OF HYDROXYNORKETAMINE
US10441544B2 (en) 2017-10-10 2019-10-15 Douglas Pharmaceuticals, Ltd. Extended release pharmaceutical formulation
US10869838B2 (en) 2017-10-10 2020-12-22 Douglas Pharmaceuticals, Ltd. Extended release pharmaceutical formulation
WO2019073408A1 (en) * 2017-10-10 2019-04-18 Douglas Pharmaceuticals Ltd. PROLONGED RELEASE PHARMACEUTICAL FORMULATION AND TREATMENT METHODS
US11471415B2 (en) 2017-10-10 2022-10-18 Douglas Pharmaceuticals, Ltd. Extended release pharmaceutical formulation and methods of treatment
US12090123B2 (en) 2017-10-10 2024-09-17 Douglas Pharmaceuticals Ltd. Extended release pharmaceutical formulation
EP3501503A1 (en) * 2017-12-22 2019-06-26 Cosmo Technologies Ltd. Solid delivery composition
HUE058320T2 (hu) 2017-12-29 2022-07-28 Celon Pharma Sa Száraz por alakú ketamin készítmény pulmonáris adagolásra kezelésnek ellenálló depresszió esetén
EP3753557B1 (en) 2018-02-15 2025-11-05 National University Corporation Chiba University Preventive or therapeutic agent and pharmaceutical composition for inflammatory diseases or bone diseases
MX2020011653A (es) 2018-05-04 2021-02-09 Perception Neuroscience Inc Métodos de tratamiento para el abuso de sustancias.
JP2021529732A (ja) 2018-06-27 2021-11-04 クレキシオ バイオサイエンシーズ エルティーディー. 大うつ病性障害の処置方法
AU2019352028A1 (en) 2018-10-05 2021-03-11 Clexio Biosciences Ltd. Dosage regime of esketamine for treating major depressive disorder
EP3863617A1 (en) 2018-10-11 2021-08-18 Clexio Biosciences Ltd. Esketamine for use in treating major depressive disorder
AU2020247549B2 (en) * 2019-03-25 2024-08-29 Douglas Pharmaceuticals Ltd. Extended release pharmaceutical formulation
US20220062200A1 (en) 2019-05-07 2022-03-03 Clexio Biosciences Ltd. Abuse-deterrent dosage forms containing esketamine
US11324707B2 (en) 2019-05-07 2022-05-10 Clexio Biosciences Ltd. Abuse-deterrent dosage forms containing esketamine
CN120817937A (zh) * 2019-08-06 2025-10-21 加利福尼亚大学董事会 聚酮化合物及其制备方法和中间体
JP7670700B2 (ja) 2019-10-11 2025-04-30 パイク セラピューティクス インコーポレイテッド 発作性障害の治療用のカンナビジオール(cbd)を含む経皮医薬組成物
JP2023507926A (ja) 2019-12-30 2023-02-28 クレキシオ バイオサイエンシーズ エルティーディー. 神経精神状態または神経学的状態を治療するためのエスケタミンを用いた投与計画
WO2021137147A1 (en) 2019-12-30 2021-07-08 Clexio Biosciences Ltd. Dosage regime with esketamine for treating major depressive disorder
WO2021137148A1 (en) * 2019-12-30 2021-07-08 Clexio Biosciences Ltd. Dosage regime with esketamine for treating neuropsychiatric or neurological conditions
US11597726B2 (en) 2020-05-20 2023-03-07 Certego Therapeutics Inc. Ring deuterated gaboxadol and its use for the treatment of psychiatric disorders
CN114524737B (zh) * 2020-11-23 2024-10-22 江苏恒瑞医药股份有限公司 一种取代的环己酮类化合物
GB202019952D0 (en) * 2020-12-17 2021-02-03 Neurocentrx Pharma Ltd Novel compositions
EP4329737A1 (en) * 2021-04-30 2024-03-06 Progressive Therapeutics Inc Ketamine and cannabis for the treatment of emotional disorders
CN116730853A (zh) * 2022-03-04 2023-09-12 上海致根医药科技有限公司 新型氨基酮类化合物及其制备方法和用途

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5384331A (en) * 1991-07-18 1995-01-24 Genentech, Inc. Ketamine analogues for treatment of thrombocytopenia
US20040248964A1 (en) * 2002-11-18 2004-12-09 Crooks Peter A. Analgesic uses of norketamine and ketamine/norketamine prodrugs
WO2009131794A1 (en) * 2008-03-27 2009-10-29 University Of Kentucky Research Foundation Opioid-ketamine and norketamine codrug combinations for pain management
US7638651B2 (en) * 2007-04-26 2009-12-29 Auspex Pharmaceuticals Substituted cyclohexanones
WO2010120797A2 (en) * 2009-04-13 2010-10-21 Auspex Pharmaceuticals, Inc. Methods of reduction of interpatient variability
RU2463049C2 (ru) * 2006-07-19 2012-10-10 Уотсон Лабораториес, Инк. Лекарственные формы с контролируемым высвобождением и соответствующие способы

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AUPN605795A0 (en) 1995-10-19 1995-11-09 F.H. Faulding & Co. Limited Analgesic pharmaceutical composition
EP3035918B1 (en) 2013-08-26 2021-06-30 Amorsa Therapeutics, Inc. Single-layer oral dose of neuro-attenuating ketamine
WO2016073653A1 (en) 2014-11-04 2016-05-12 Amorsa Therapeutics, Inc. Neuro-attenuating ketamine and norketamine compounds, derivatives thereof, and methods

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5384331A (en) * 1991-07-18 1995-01-24 Genentech, Inc. Ketamine analogues for treatment of thrombocytopenia
US20040248964A1 (en) * 2002-11-18 2004-12-09 Crooks Peter A. Analgesic uses of norketamine and ketamine/norketamine prodrugs
RU2463049C2 (ru) * 2006-07-19 2012-10-10 Уотсон Лабораториес, Инк. Лекарственные формы с контролируемым высвобождением и соответствующие способы
US7638651B2 (en) * 2007-04-26 2009-12-29 Auspex Pharmaceuticals Substituted cyclohexanones
WO2009131794A1 (en) * 2008-03-27 2009-10-29 University Of Kentucky Research Foundation Opioid-ketamine and norketamine codrug combinations for pain management
WO2010120797A2 (en) * 2009-04-13 2010-10-21 Auspex Pharmaceuticals, Inc. Methods of reduction of interpatient variability

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
LAI I et al. Ketamine Metabolism. Identification and Synthesis of Deaminated Products, Journal of Pharmaceutical Sciences, 1985, 74(4), p.486-488. *
LAI I et al. Ketamine Metabolism. Identification and Synthesis of Deaminated Products, Journal of Pharmaceutical Sciences, 1985, 74(4), p.486-488. Sulake, Rohidas S. et al. Synthesis of deuterium labeled ketamine metabolite dehydronorketamine-d4.Bioorganic & Medicinal Chemistry Letters,2011, 21(19), 5719-5721. *
Sulake, Rohidas S. et al. Synthesis of deuterium labeled ketamine metabolite dehydronorketamine-d4.Bioorganic & Medicinal Chemistry Letters,2011, 21(19), 5719-5721. *

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WO2016073653A1 (en) 2016-05-12
US20220402863A1 (en) 2022-12-22
KR20170083575A (ko) 2017-07-18
SI3215147T1 (sl) 2024-05-31
JP6882180B2 (ja) 2021-06-02
LT3215147T (lt) 2024-04-25
CN115521217A (zh) 2022-12-27
EP3215147A4 (en) 2018-05-30
AU2015343083B2 (en) 2020-07-23
RU2017119222A3 (enExample) 2019-06-07
US10981859B2 (en) 2021-04-20
HUE066468T2 (hu) 2024-08-28
US20190263749A1 (en) 2019-08-29
EP3215147B1 (en) 2024-02-28
PT3215147T (pt) 2024-04-18
RS65411B1 (sr) 2024-05-31
US20170355663A1 (en) 2017-12-14
JP2018501299A (ja) 2018-01-18
CN107106529A (zh) 2017-08-29
ES2977383T3 (es) 2024-08-22
RU2017119222A (ru) 2018-12-06
EP3215147A1 (en) 2017-09-13
US12466783B2 (en) 2025-11-11
DK3215147T3 (da) 2024-04-02
US11603348B2 (en) 2023-03-14
FI3215147T3 (fi) 2024-04-18
CA2966737A1 (en) 2016-05-12
US11613515B2 (en) 2023-03-28
US20230192593A1 (en) 2023-06-22
EP4393487A3 (en) 2024-08-21
US10252982B2 (en) 2019-04-09
PL3215147T3 (pl) 2024-06-24
JP2021120389A (ja) 2021-08-19
US20220106258A1 (en) 2022-04-07
AU2015343083A1 (en) 2017-06-08
KR102604397B1 (ko) 2023-11-21
EP4393487A2 (en) 2024-07-03

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