CN115108927A - (2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法 - Google Patents

(2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法 Download PDF

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Publication number
CN115108927A
CN115108927A CN202210826464.2A CN202210826464A CN115108927A CN 115108927 A CN115108927 A CN 115108927A CN 202210826464 A CN202210826464 A CN 202210826464A CN 115108927 A CN115108927 A CN 115108927A
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China
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compound
formula
hydroxynorketamine
norketamine
acid
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Pending
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CN202210826464.2A
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English (en)
Chinese (zh)
Inventor
克雷格·托马斯
帕特里克·莫里斯
卡洛斯·萨拉特
鲁因·莫阿德尔
托德·古尔德
帕诺斯·萨诺斯
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University of Maryland Baltimore
US Department of Health and Human Services
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University of Maryland Baltimore
US Department of Health and Human Services
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Application filed by University of Maryland Baltimore, US Department of Health and Human Services filed Critical University of Maryland Baltimore
Publication of CN115108927A publication Critical patent/CN115108927A/zh
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds 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
    • C07C225/20—Compounds 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • 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
    • C07B2200/07—Optical isomers
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Analysing Materials By The Use Of Radiation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CN202210826464.2A 2016-03-25 2017-03-27 (2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法 Pending CN115108927A (zh)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201662313309P 2016-03-25 2016-03-25
US62/313,309 2016-03-25
CN201780027680.8A CN109311801B (zh) 2016-03-25 2017-03-27 (2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法
PCT/US2017/024241 WO2017165878A1 (en) 2016-03-25 2017-03-27 Crystal forms and methods of synthesis of (2r, 6r)-hydroxynorketamine and (2s, 6s)-hydroxynorketamine

Related Parent Applications (1)

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CN201780027680.8A Division CN109311801B (zh) 2016-03-25 2017-03-27 (2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法

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CN115108927A true CN115108927A (zh) 2022-09-27

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CN201780027680.8A Active CN109311801B (zh) 2016-03-25 2017-03-27 (2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮的晶型和合成方法

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US (3) US10919842B2 (enExample)
EP (1) EP3433230A1 (enExample)
JP (3) JP7603368B2 (enExample)
CN (2) CN115108927A (enExample)
AU (1) AU2017238859B2 (enExample)
CA (2) CA3228060A1 (enExample)
WO (1) WO2017165878A1 (enExample)

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AU2016288188B2 (en) 2015-06-27 2021-08-05 Shenox Pharmaceuticals, Llc Ketamine transdermal delivery system
AU2017238859B2 (en) 2016-03-25 2021-02-18 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Crystal forms and methods of synthesis of (2R, 6R)-hydroxynorketamine and (2S, 6S)-hydroxynorketamine
AU2017250086A1 (en) * 2016-04-11 2018-09-20 Clexio Biosciences Ltd. Deuterated ketamine derivatives
CN110343050B (zh) * 2018-04-04 2021-09-24 上海键合医药科技有限公司 芳香类化合物及其制备方法和用途
ES2960813T3 (es) 2018-06-04 2024-03-06 Us Health Proceso para la síntesis y purificación de (2r,6r)-hidroxinorketamina
CN112299972B (zh) * 2019-08-02 2023-03-14 扬子江药业集团有限公司 一种高纯度盐酸艾司氯胺酮酮体的制备方法
EP4061794A1 (en) 2019-11-18 2022-09-28 The United States of America, as represented by the Secretary, Department of Health and Human Services Salts of (2r, 6r)-hydroxynorketamine, their crystal forms, and methods of making the same
JP7579595B2 (ja) * 2020-08-31 2024-11-08 深▲せん▼瑞健生物科技有限公司 長時間作用性の低嗜癖性ｈｎｋ誘導体及びその製造方法
WO2022041175A1 (zh) * 2020-08-31 2022-03-03 深圳瑞健生物科技有限公司 一种长效低成瘾性hnk衍生物在制备药物中的应用
WO2022041171A1 (zh) * 2020-08-31 2022-03-03 深圳瑞健生物科技有限公司 一种长效低成瘾性化合物及其制备方法
CN112521357B (zh) * 2020-08-31 2021-10-08 深圳瑞健生物科技有限公司 一种长效低成瘾性hnk衍生物及其制备方法
CN112521358B (zh) * 2020-08-31 2021-10-08 深圳瑞健生物科技有限公司 一种长效低成瘾性hnk衍生物在制备药物中的应用
CN112521295B (zh) * 2020-08-31 2021-10-08 深圳瑞健生物科技有限公司 一种长效低成瘾性化合物及其制备方法
CN112516130B (zh) * 2020-08-31 2022-01-04 深圳瑞健生物科技有限公司 一种长效低成瘾性化合物在制备药物中的应用
WO2022041172A1 (zh) * 2020-08-31 2022-03-03 深圳瑞健生物科技有限公司 一种长效低成瘾性化合物在制备药物中的应用

Citations (3)

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WO2009131794A1 (en) * 2008-03-27 2009-10-29 University Of Kentucky Research Foundation Opioid-ketamine and norketamine codrug combinations for pain management
US20140296241A1 (en) * 2011-10-14 2014-10-02 The United State of America, as Represented by the Secretary, Department od Health and Human Service The use of (2r, 6r)-hydroxynorketamine, (s)-dehydronorketamine and other stereoisomeric dehydro and hydroxylated metabolites of (r,s)- ketamine in the treatment of depression and neuropathic pain
US20150259277A1 (en) * 2012-10-08 2015-09-17 James Wallace Sleigh Ketamine Derivatives

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CN109475514A (zh) * 2016-03-25 2019-03-15 美国政府健康及人类服务部 使用(2r,6r)-羟基去甲氯胺酮和(2s,6s)-羟基去甲氯胺酮治疗抑郁、焦虑、快感缺乏、疲劳、自杀意念和创伤后应激障碍的方法
AU2017238859B2 (en) 2016-03-25 2021-02-18 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Crystal forms and methods of synthesis of (2R, 6R)-hydroxynorketamine and (2S, 6S)-hydroxynorketamine
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WO2009131794A1 (en) * 2008-03-27 2009-10-29 University Of Kentucky Research Foundation Opioid-ketamine and norketamine codrug combinations for pain management
US20140296241A1 (en) * 2011-10-14 2014-10-02 The United State of America, as Represented by the Secretary, Department od Health and Human Service The use of (2r, 6r)-hydroxynorketamine, (s)-dehydronorketamine and other stereoisomeric dehydro and hydroxylated metabolites of (r,s)- ketamine in the treatment of depression and neuropathic pain
CN104395283A (zh) * 2011-10-14 2015-03-04 美国政府健康及人类服务部 (2r,6r)-羟基去甲氯胺酮、(s)-脱氢去甲氯胺酮以及(r,s)-氯胺酮的其他立体异构脱氢和羟基化代谢物在治疗忧郁症和神经性疼痛中的应用
US20150259277A1 (en) * 2012-10-08 2015-09-17 James Wallace Sleigh Ketamine Derivatives

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LEUNG, LOUIS Y.ETAL: "Comparative pharmacology in the rat of ketamine and its two principal metabolites, norketamine and (Z)-6-hydroxynorketamine", 《JOURNAL OF MEDICINAL CHEMISTRY》, pages 2398 - 2399 *
SUK CHANG HONG ETAL: "Stereochemical studies of demethylated ketamine enantiomers", JOURNAL OF PHARMACEUTICAL SCIENCE》, pages 460 *

Also Published As

Publication number Publication date
JP2019510768A (ja) 2019-04-18
US20230192594A1 (en) 2023-06-22
CA3018959C (en) 2024-03-12
US12473251B2 (en) 2025-11-18
EP3433230A1 (en) 2019-01-30
CA3228060A1 (en) 2017-09-28
WO2017165878A1 (en) 2017-09-28
US20190135732A1 (en) 2019-05-09
JP7603368B2 (ja) 2024-12-20
JP2024015334A (ja) 2024-02-01
CN109311801A (zh) 2019-02-05
US10919842B2 (en) 2021-02-16
AU2017238859B2 (en) 2021-02-18
US11613514B2 (en) 2023-03-28
AU2017238859A1 (en) 2018-10-18
JP2022069595A (ja) 2022-05-11
CN109311801B (zh) 2022-07-26
US20210139411A1 (en) 2021-05-13
JP7379567B2 (ja) 2023-11-14
CA3018959A1 (en) 2017-09-28

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