AU2007218140B2 - Process for the preparation of adamantanamines - Google Patents

Process for the preparation of adamantanamines Download PDF

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Publication number
AU2007218140B2
AU2007218140B2 AU2007218140A AU2007218140A AU2007218140B2 AU 2007218140 B2 AU2007218140 B2 AU 2007218140B2 AU 2007218140 A AU2007218140 A AU 2007218140A AU 2007218140 A AU2007218140 A AU 2007218140A AU 2007218140 B2 AU2007218140 B2 AU 2007218140B2
Authority
AU
Australia
Prior art keywords
process according
formula
acid
compound
adamantanamine
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.)
Ceased
Application number
AU2007218140A
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English (en)
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AU2007218140A1 (en
Inventor
Christian Schickaneder
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.)
Hexal AG
Original Assignee
Hexal AG
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 Hexal AG filed Critical Hexal AG
Publication of AU2007218140A1 publication Critical patent/AU2007218140A1/en
Application granted granted Critical
Publication of AU2007218140B2 publication Critical patent/AU2007218140B2/en
Ceased legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/06—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/30—Isothioureas
    • C07C335/32—Isothioureas having sulfur atoms of isothiourea groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/58—Ring systems containing bridged rings containing three rings
    • C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74—Adamantanes

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hospice & Palliative Care (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Psychiatry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
AU2007218140A 2006-02-21 2007-02-20 Process for the preparation of adamantanamines Ceased AU2007218140B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP06003477A EP1820792B1 (en) 2006-02-21 2006-02-21 Process for the preparation of adamantanamines
EP06003477 2006-02-21
PCT/EP2007/001440 WO2007096124A1 (en) 2006-02-21 2007-02-20 Process for the preparation of adamantanamines

Publications (2)

Publication Number Publication Date
AU2007218140A1 AU2007218140A1 (en) 2007-08-30
AU2007218140B2 true AU2007218140B2 (en) 2010-08-19

Family

ID=36754153

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2007218140A Ceased AU2007218140B2 (en) 2006-02-21 2007-02-20 Process for the preparation of adamantanamines

Country Status (13)

Country Link
US (1) US20090082596A1 (https=)
EP (1) EP1820792B1 (https=)
JP (1) JP5235683B2 (https=)
CN (1) CN101389594B (https=)
AT (1) ATE541827T1 (https=)
AU (1) AU2007218140B2 (https=)
CA (1) CA2640127C (https=)
DK (1) DK1820792T3 (https=)
ES (1) ES2379181T3 (https=)
PL (1) PL1820792T3 (https=)
PT (1) PT1820792E (https=)
SI (1) SI1820792T1 (https=)
WO (1) WO2007096124A1 (https=)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1908748A1 (en) 2006-10-05 2008-04-09 Krka Process for the preparation of memantine and its hydrochloric acid salt form
WO2010007351A1 (en) * 2008-07-14 2010-01-21 Cipla Limited Process for the preparation of memantine and its salts and intermediate for use therein
CN101560157B (zh) * 2009-06-02 2013-09-18 王彦明 盐酸金刚烷胺生产工艺及其专用设备
CN102070463A (zh) * 2009-06-11 2011-05-25 辽宁利锋科技开发有限公司 具有金刚烷结构药物美金刚胺及其衍生物和类似物抗肿瘤新适应症的应用
JP5749260B2 (ja) * 2009-06-29 2015-07-15 メルツ・ファルマ・ゲーエムベーハー・ウント・コ・カーゲーアーアー ネラメキサンの製造方法
HRP20130485T1 (en) * 2009-06-29 2013-06-30 Merz Pharma Gmbh & Co. Kgaa Method of preparing 1-amino-1,3,3,5,5-pentamethylcyclohexane
HRP20130486T1 (en) * 2009-06-29 2013-06-30 Merz Pharma Gmbh & Co. Kgaa Method of preparing neramexane
EP2448911A1 (en) * 2009-06-29 2012-05-09 Merz Pharma GmbH & Co. KGaA Method of preparing 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane
CN101993377A (zh) * 2009-08-07 2011-03-30 出光兴产株式会社 具有金刚烷骨架的胺类和季铵盐的制造方法
CN104936942A (zh) * 2013-01-23 2015-09-23 三菱瓦斯化学株式会社 美金刚胺的制造工艺
CN103483205B (zh) * 2013-10-12 2015-02-04 合肥久诺医药科技有限公司 一种高纯度盐酸美金刚的制备方法
CN103524353B (zh) * 2013-10-12 2015-03-25 合肥久诺医药科技有限公司 一种高纯度盐酸美金刚的制备方法
CN104693039B (zh) * 2015-01-06 2016-11-16 中山大学 一种金刚烷胺类衍生物及其制备方法和应用
CN105399636A (zh) * 2015-12-18 2016-03-16 天津民祥生物医药股份有限公司 一种利用盐酸金刚烷胺制备金刚烷胺游离胺的工艺
CN117843492A (zh) * 2023-12-04 2024-04-09 四川众邦新材料股份有限公司 金刚烷胺生产中的产物分离提取方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3391142A (en) * 1966-02-09 1968-07-02 Lilly Co Eli Adamantyl secondary amines
GB1393503A (en) * 1972-04-20 1975-05-07 Merz & Co Aminoadamantanes and their use as medicaments for affecting the central nervous system

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2318461A1 (de) 1973-04-12 1974-10-31 Merz & Co Verfahren zur herstellung von 1,3,5trisubstituierten adamanta-verbindungen
SU805609A1 (ru) * 1979-10-12 1981-09-30 Предприятие П/Я В-2343 S-(1-адамантилкарбпмоилметил) изотиуроний хлорид,обладающий антивирусной активностью
ES2059602T3 (es) 1989-04-14 1994-11-16 Merz & Co Gmbh & Co Uso de derivados de adamantano para la prevencion y tratamiento de isquemia cerebral.
US5948820A (en) * 1994-08-22 1999-09-07 Yoshitomi Pharmaceutical Industries, Ltd. Benzene compound and pharmaceutical use thereof
CZ288445B6 (en) 1996-06-20 2001-06-13 Lachema Np Process for preparing hydrochloride of 5-amino-1,3-dimethyltricyclo(3,3,1,1 3,7 )decane
GB0001093D0 (en) 2000-01-19 2000-03-08 F2 Chemicals Ltd Selective nitrogen functionalisation of organic compounds
GB0018272D0 (en) * 2000-07-25 2000-09-13 Vernalis Research Limited Chemical compounds IV
JP4118555B2 (ja) * 2001-12-13 2008-07-16 株式会社トクヤマ Ｎ−（アダマンチル）アミド化合物の製造方法
RU2246482C2 (ru) 2002-12-25 2005-02-20 ООО "Циклан" Способ получения гидрохлорида 1-амино-3,5-диметиладамантана
CN1240668C (zh) 2003-09-10 2006-02-08 上海医药工业研究院 一种新的盐酸美金刚制备方法
WO2005062724A2 (en) * 2003-12-31 2005-07-14 Sun Pharmaceutical Industries Limited Novel process for the preparation of aminoadamantane derivatives
EP1708707A1 (en) * 2004-01-22 2006-10-11 Neurosearch A/S Pharmaceutical composition comprising a monoamine neurotransmitter re-uptake inhibitor and an n-methyl-d-aspartate (nmda) receptors antagonist
US7456224B2 (en) * 2004-04-05 2008-11-25 Forest Laboratories Holdings, Ltd. Method for treating autism
EP1879849A1 (en) * 2005-05-11 2008-01-23 Dr. Reddy's Laboratories, Inc. Process for preparing memantine

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3391142A (en) * 1966-02-09 1968-07-02 Lilly Co Eli Adamantyl secondary amines
GB1393503A (en) * 1972-04-20 1975-05-07 Merz & Co Aminoadamantanes and their use as medicaments for affecting the central nervous system

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
GERZON K. et al, Journal of Medicinal Chemistry, 1963, vol. 6, pp. 760-736 *
JIRGENSONS A. et al, Synthesis, vol. 2000, pp. 1709-1712 *
PLAKHOTNIK M. et al, Khimikho-framasevticheskii Zhurnal (English Translation), 1982, vol 16 (9), pp. 1060-1063 *

Also Published As

Publication number Publication date
CN101389594A (zh) 2009-03-18
EP1820792A1 (en) 2007-08-22
ES2379181T3 (es) 2012-04-23
AU2007218140A1 (en) 2007-08-30
JP5235683B2 (ja) 2013-07-10
EP1820792B1 (en) 2012-01-18
CA2640127A1 (en) 2007-08-30
WO2007096124A1 (en) 2007-08-30
CA2640127C (en) 2015-08-11
US20090082596A1 (en) 2009-03-26
PT1820792E (pt) 2012-04-10
CN101389594B (zh) 2013-06-12
ATE541827T1 (de) 2012-02-15
PL1820792T3 (pl) 2012-06-29
JP2009527517A (ja) 2009-07-30
DK1820792T3 (da) 2012-04-10
SI1820792T1 (sl) 2012-04-30

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MK14 Patent ceased section 143(a) (annual fees not paid) or expired