JPH10511651A - フペルジンa誘導体、その製造およびその使用 - Google Patents
フペルジンa誘導体、その製造およびその使用Info
- Publication number
- JPH10511651A JPH10511651A JP8520102A JP52010296A JPH10511651A JP H10511651 A JPH10511651 A JP H10511651A JP 8520102 A JP8520102 A JP 8520102A JP 52010296 A JP52010296 A JP 52010296A JP H10511651 A JPH10511651 A JP H10511651A
- Authority
- JP
- Japan
- Prior art keywords
- lower alkyl
- substituted
- alkyl
- huperzine
- derivative
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.下記一般式(II)で示されるフペルジンA誘導体。 上式中、Yは−C=Oであるか、または−R″、Yは=CHであり アルキル、C1〜C5低級アルコキシ、ニトロ、ハロゲン、カルボキシ、アルコキ シカルボニル、ヒドロキシメチル、ヒドロキシ、ビス−C1〜C5低級アルキル置 換アミノを表す)、一(CH2)mCOOZ基(ここで、m=0〜5であり、Zは水素また はC1〜C5低級アルキルを表す)、−CH=CH−G基(ここで、Gはフェニル、フ ラニル、カルボキシ、アルコキシカルボニルを表す)、または窒素原子において C1〜C5低級アルキルにより置換されたジヒドロもしくはテトラヒドロピリジル を表し、R′は水素、C1〜C5低級アルキル、ピリドイル、C1〜C5低級アルコ キシ置換ベンゾイルを表し、R″は水素およびC1〜C5低級アルキルを表す。 2.YがC=Oである場合に、RがC1〜C5低級アルキル、 〜C5低級アルコキシ、カルボキシ、アルコキシカルボニル、ピリジル、窒素原 子においてC1〜C5により置換されたジヒドロもしくはテトラヒドロピリジル、 −(CH2)mCOOZ基(ここで、m=0〜5であり、Zは水素またはC1〜C5低級アル キルを表す)、−CH=CH−G基(ここで、Gはフェニル、フラニル、カルボキシ 、アルコキシカルボニルを表す)であり、R′が水素、C1〜C5低級アルキル、 ピリドイル、C1〜C5低級アルコキシ置換ベンゾイルであり、R″は水素および C1〜C5低級アルキルである請求項1記載の化合物。 〜C5低級アルキル、C1〜C5低級アルコキシ、ニトロ、ハロゲン、ヒドロキシ 、ヒドロキシメチル、ビス−C1〜C5低級アルキル置換アミノを表す)、−CH= CH−G基(ここで、Gはフェニル、フラニルを表す)であり、R′は水素および C1〜C5低級アルキルである、請求項1記載の化合物。 4.製造方法が、(1)YがC=Oである場合には、無水溶剤中でフペルジン Aと対応する置換アシルクロリドもしくは酸無水物とを縮合させ、(2)R″, Yが=CHである場合には、無水溶剤中でフペルジンAと対応する置換アルデヒド とを縮合させる、ことからなる、請求項1記載の化合物。 5.コリンエステラーゼ抑制剤である、請求項1記載のフペルジンA誘導体。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN94114057.1 | 1994-12-28 | ||
CN94114057A CN1125725A (zh) | 1994-12-28 | 1994-12-28 | 一类海克林碱衍生物及它的用途 |
PCT/CN1995/000100 WO1996020176A1 (fr) | 1994-12-28 | 1995-12-26 | Derives d'huperzine a, leur preparation et leur emploi |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003148129A Division JP4105592B2 (ja) | 1994-12-28 | 2003-05-26 | フペルジンa誘導体、その製造およびその使用 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH10511651A true JPH10511651A (ja) | 1998-11-10 |
JP3545416B2 JP3545416B2 (ja) | 2004-07-21 |
Family
ID=5037011
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52010296A Expired - Fee Related JP3545416B2 (ja) | 1994-12-28 | 1995-12-26 | フペルジンa誘導体、その製造およびその使用 |
JP2003148129A Expired - Fee Related JP4105592B2 (ja) | 1994-12-28 | 2003-05-26 | フペルジンa誘導体、その製造およびその使用 |
JP2007174592A Pending JP2007246545A (ja) | 1994-12-28 | 2007-07-02 | フペルジンa誘導体、その製造およびその使用 |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003148129A Expired - Fee Related JP4105592B2 (ja) | 1994-12-28 | 2003-05-26 | フペルジンa誘導体、その製造およびその使用 |
JP2007174592A Pending JP2007246545A (ja) | 1994-12-28 | 2007-07-02 | フペルジンa誘導体、その製造およびその使用 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5929084A (ja) |
EP (1) | EP0806416B1 (ja) |
JP (3) | JP3545416B2 (ja) |
CN (1) | CN1125725A (ja) |
AT (1) | ATE239708T1 (ja) |
AU (1) | AU4296696A (ja) |
DE (1) | DE69530706T2 (ja) |
DK (1) | DK0806416T3 (ja) |
ES (1) | ES2199259T3 (ja) |
PT (1) | PT806416E (ja) |
WO (1) | WO1996020176A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1891954A2 (en) | 1998-09-30 | 2008-02-27 | Takeda Pharmaceutical Company Limited | Acetylcholinesterase inhibitors for improving excretory potency of urinary bladder |
JP2009541368A (ja) * | 2006-07-05 | 2009-11-26 | 天津和美生物技▲術▼有限公司 | 鎮痛性5,9−メタノシクロオクタ(b)ピリジン−2−(1H)−オン誘導体、その作成方法と用途 |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20100210590A1 (en) * | 1995-09-27 | 2010-08-19 | Northwestern University | Compositions and treatments for seizure-related disorders |
NL1009437C2 (nl) * | 1998-06-18 | 1999-12-21 | Xenobiosis | Extractiewerkwijze. |
US6159986A (en) * | 1999-11-02 | 2000-12-12 | Altman; David A. | Compounds and therapy for resisting memory loss in humans |
US6436972B1 (en) | 2000-04-10 | 2002-08-20 | Dalhousie University | Pyridones and their use as modulators of serine hydrolase enzymes |
EP1283902A4 (en) * | 2000-05-05 | 2007-05-02 | Us Army Medical Res And Materi | EXPERIMENTAL DESIGN FOR DETECTING, MEASURING AND MONITORING ACTIVITIES AND CONCENTRATIONS OF PROTEINS AND CORRESPONDING METHODS |
US6369052B1 (en) | 2000-08-07 | 2002-04-09 | Georgetown University | Combination of huperzine and nicotinic compounds as a neuroprotective agent |
KR100390777B1 (ko) * | 2000-12-19 | 2003-07-10 | 한국화학연구원 | 피리돈 유도체의 제조방법 |
DE10144041B9 (de) * | 2001-09-07 | 2012-07-26 | Leica Mikrosysteme Gmbh | Gerät zum selbsttätigen Zuführen von Objektträgern zu einem Eindeckautomaten |
CN100398093C (zh) * | 2003-03-14 | 2008-07-02 | 德比欧药物研究有限公司 | 皮下给药系统、其制备方法及其治疗胆碱能缺乏障碍的用途 |
UA82226C2 (uk) * | 2003-03-14 | 2008-03-25 | Дебио Решерш Фармасьютик С.А. | Система підшкірної доставки інгібітора холінестерази у формі твердого імплантату, спосіб її одержання та її застосування для лікування холінергічних дефіцитних розладів |
CN1308312C (zh) * | 2003-11-13 | 2007-04-04 | 中国科学院上海药物研究所 | 石杉碱乙双分子和双功能团衍生物、制备方法及它的用途 |
WO2005072713A2 (en) | 2004-01-27 | 2005-08-11 | The Feinstein Institute For Medical Research | Cholinesterase inhibitors for treating inflammation |
EP1812007B1 (en) * | 2004-11-02 | 2011-09-07 | Northwestern University | Pyridazine compounds and methods |
EP3056200B1 (en) | 2005-05-23 | 2023-09-06 | President and Fellows of Harvard College | Huperzine for use in treating seizure |
WO2007056580A2 (en) * | 2005-11-08 | 2007-05-18 | Pharmadyn, Inc. | Methods and compositions for treating diseases associated with pathogenic proteins |
CA2650711A1 (en) * | 2006-04-28 | 2007-11-08 | Northwestern University | Compositions and treatments using pyridazine compounds and cholinesterase inhibitors |
US8097726B2 (en) * | 2006-05-17 | 2012-01-17 | Industrial Technology Research Institute | Huperzine a compound for treatment of alzheimer's disease |
CN100528844C (zh) * | 2007-04-20 | 2009-08-19 | 中国科学院昆明植物研究所 | 石杉碱甲衍生物,其制备方法和其应用 |
TWI404531B (zh) * | 2007-05-17 | 2013-08-11 | Ind Tech Res Inst | 石杉鹼甲化合物及包含此化合物之醫藥組合物 |
US20110224245A1 (en) * | 2008-09-04 | 2011-09-15 | President And Fellows Of Harvard College | Treatment Of Neurological Disorders Using Huperzine |
CN101797223B (zh) * | 2009-02-06 | 2012-05-23 | 上海交通大学医学院 | 石杉碱甲眼用制剂及其应用 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5177082A (en) * | 1985-11-05 | 1993-01-05 | Yu Chao Mei | Huperzines and analogs |
US4968672A (en) * | 1987-01-02 | 1990-11-06 | The United States Of America As Represented By The Department Of Health And Human Services | Adenosine receptor prodrugs |
US4929731A (en) * | 1989-02-21 | 1990-05-29 | University Of Pittsburgh | Method for the synthesis of huperzine A and analogs thereof and compounds useful therein |
US5104880A (en) * | 1991-05-01 | 1992-04-14 | Mayo Foundation For Medical Education And Research | Huperzine a analogs as acetylcholinesterase inhibitors |
US5684018A (en) * | 1994-12-13 | 1997-11-04 | Merck & Co., Inc. | Acyloxyisopropyl carbamates as prodrugs for amine drugs |
-
1994
- 1994-12-28 CN CN94114057A patent/CN1125725A/zh active Pending
-
1995
- 1995-12-26 EP EP95941572A patent/EP0806416B1/en not_active Expired - Lifetime
- 1995-12-26 ES ES95941572T patent/ES2199259T3/es not_active Expired - Lifetime
- 1995-12-26 WO PCT/CN1995/000100 patent/WO1996020176A1/zh active IP Right Grant
- 1995-12-26 DE DE69530706T patent/DE69530706T2/de not_active Expired - Fee Related
- 1995-12-26 JP JP52010296A patent/JP3545416B2/ja not_active Expired - Fee Related
- 1995-12-26 US US08/860,524 patent/US5929084A/en not_active Ceased
- 1995-12-26 DK DK95941572T patent/DK0806416T3/da active
- 1995-12-26 AT AT95941572T patent/ATE239708T1/de not_active IP Right Cessation
- 1995-12-26 AU AU42966/96A patent/AU4296696A/en not_active Abandoned
- 1995-12-26 PT PT95941572T patent/PT806416E/pt unknown
-
2003
- 2003-05-26 JP JP2003148129A patent/JP4105592B2/ja not_active Expired - Fee Related
-
2007
- 2007-07-02 JP JP2007174592A patent/JP2007246545A/ja active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1891954A2 (en) | 1998-09-30 | 2008-02-27 | Takeda Pharmaceutical Company Limited | Acetylcholinesterase inhibitors for improving excretory potency of urinary bladder |
JP2009541368A (ja) * | 2006-07-05 | 2009-11-26 | 天津和美生物技▲術▼有限公司 | 鎮痛性5,9−メタノシクロオクタ(b)ピリジン−2−(1H)−オン誘導体、その作成方法と用途 |
Also Published As
Publication number | Publication date |
---|---|
ATE239708T1 (de) | 2003-05-15 |
JP2007246545A (ja) | 2007-09-27 |
EP0806416A4 (en) | 1998-04-15 |
JP2003306481A (ja) | 2003-10-28 |
EP0806416A1 (en) | 1997-11-12 |
PT806416E (pt) | 2003-09-30 |
ES2199259T3 (es) | 2004-02-16 |
CN1125725A (zh) | 1996-07-03 |
DE69530706T2 (de) | 2004-03-25 |
US5929084A (en) | 1999-07-27 |
WO1996020176A1 (fr) | 1996-07-04 |
JP3545416B2 (ja) | 2004-07-21 |
AU4296696A (en) | 1996-07-19 |
DE69530706D1 (de) | 2003-06-12 |
EP0806416B1 (en) | 2003-05-07 |
JP4105592B2 (ja) | 2008-06-25 |
DK0806416T3 (da) | 2003-09-01 |
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