ATE239709T1 - Racemisches huperzin a - Google Patents
Racemisches huperzin aInfo
- Publication number
- ATE239709T1 ATE239709T1 AT01203687T AT01203687T ATE239709T1 AT E239709 T1 ATE239709 T1 AT E239709T1 AT 01203687 T AT01203687 T AT 01203687T AT 01203687 T AT01203687 T AT 01203687T AT E239709 T1 ATE239709 T1 AT E239709T1
- Authority
- AT
- Austria
- Prior art keywords
- huperzine
- racemic
- racemic huperzine
- medicament
- cholesterase
- Prior art date
Links
- ZRJBHWIHUMBLCN-YQEJDHNASA-N huperzine A Chemical compound N1C(=O)C=CC2=C1C[C@H]1\C(=C/C)[C@]2(N)CC(C)=C1 ZRJBHWIHUMBLCN-YQEJDHNASA-N 0.000 title abstract 3
- ZRJBHWIHUMBLCN-SEQYCRGISA-N Huperzine A Natural products N1C(=O)C=CC2=C1C[C@H]1/C(=C/C)[C@]2(N)CC(C)=C1 ZRJBHWIHUMBLCN-SEQYCRGISA-N 0.000 abstract 2
- ZRJBHWIHUMBLCN-UHFFFAOYSA-N Shuangyiping Natural products N1C(=O)C=CC2=C1CC1C(=CC)C2(N)CC(C)=C1 ZRJBHWIHUMBLCN-UHFFFAOYSA-N 0.000 abstract 2
- 239000003814 drug Substances 0.000 abstract 2
- ZRJBHWIHUMBLCN-BMIGLBTASA-N rac-huperzine A Natural products N1C(=O)C=CC2=C1C[C@@H]1C(=CC)[C@@]2(N)CC(C)=C1 ZRJBHWIHUMBLCN-BMIGLBTASA-N 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
Classifications
-
- 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
-
- 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
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/313,118 US4929731A (en) | 1989-02-21 | 1989-02-21 | Method for the synthesis of huperzine A and analogs thereof and compounds useful therein |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE239709T1 true ATE239709T1 (de) | 2003-05-15 |
Family
ID=23214460
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT00201492T ATE330943T1 (de) | 1989-02-21 | 1990-02-21 | Herstellungsverfahren von huperzine a und deren analogen und verbindungen nützlich dazu |
| AT01203687T ATE239709T1 (de) | 1989-02-21 | 1990-02-21 | Racemisches huperzin a |
| AT90904089T ATE219061T1 (de) | 1989-02-21 | 1990-02-21 | Huperzin a analoge verbindungen |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT00201492T ATE330943T1 (de) | 1989-02-21 | 1990-02-21 | Herstellungsverfahren von huperzine a und deren analogen und verbindungen nützlich dazu |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT90904089T ATE219061T1 (de) | 1989-02-21 | 1990-02-21 | Huperzin a analoge verbindungen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4929731A (de) |
| EP (3) | EP1167354B1 (de) |
| JP (1) | JP2933386B2 (de) |
| AT (3) | ATE330943T1 (de) |
| CA (2) | CA2047744C (de) |
| DE (3) | DE69034070T2 (de) |
| DK (2) | DK0460062T3 (de) |
| ES (2) | ES2194003T3 (de) |
| WO (1) | WO1990009993A2 (de) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5177082A (en) * | 1985-11-05 | 1993-01-05 | Yu Chao Mei | Huperzines and analogs |
| US5104880A (en) * | 1991-05-01 | 1992-04-14 | Mayo Foundation For Medical Education And Research | Huperzine a analogs as acetylcholinesterase inhibitors |
| US5145973A (en) * | 1991-09-30 | 1992-09-08 | Union Carbide Chemicals & Plastics Technology Corporation | Oxa-Bicyclic polyfunctional compounds and preparation thereof |
| US5206393A (en) * | 1991-09-30 | 1993-04-27 | Union Carbide Chemicals & Plastics Technology Corporation | Oxa-bicyclic polyfunctional compounds and preparation thereof |
| US5547960A (en) * | 1994-09-07 | 1996-08-20 | Mayo Foundation For Medical Education And Research | C-10 analogs of huperzine a |
| CN1125725A (zh) * | 1994-12-28 | 1996-07-03 | 中国科学院上海药物研究所 | 一类海克林碱衍生物及它的用途 |
| USRE38460E1 (en) | 1994-12-28 | 2004-03-09 | Shanghai Institute Of Materia Medica Chinese Academy Of Sciences | Huperzine A derivatives, their preparation and their use |
| AU6053900A (en) * | 1999-06-25 | 2001-01-31 | Morris Notelovitz | Compositions for treating or preventing neurodegeneration and cognitive decline |
| US6271379B1 (en) | 2000-03-08 | 2001-08-07 | Georgetown University | Intermediates useful for the synthesis of huperzine A |
| US6436972B1 (en) | 2000-04-10 | 2002-08-20 | Dalhousie University | Pyridones and their use as modulators of serine hydrolase enzymes |
| 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 |
| US6967206B2 (en) | 2002-12-05 | 2005-11-22 | Access Business Group International Llc | Compositions and methods for increasing growth hormone levels |
| US20060264455A1 (en) * | 2005-05-23 | 2006-11-23 | Schachter Steven C | Use of huperzine for disorders |
| US8097726B2 (en) * | 2006-05-17 | 2012-01-17 | Industrial Technology Research Institute | Huperzine a compound for treatment of alzheimer's disease |
| WO2009120774A2 (en) * | 2008-03-25 | 2009-10-01 | Debiopharm S.A. | Method of preparing huperzine a and derivatives thereof |
| US20110224245A1 (en) * | 2008-09-04 | 2011-09-15 | President And Fellows Of Harvard College | Treatment Of Neurological Disorders Using Huperzine |
| CN104496900A (zh) * | 2014-12-15 | 2015-04-08 | 陕西嘉禾植物化工有限责任公司 | 一种2-甲氧基-6-酮-5,7,8-三氢-喹啉的制备方法 |
| CN104496998B (zh) * | 2014-12-15 | 2017-07-11 | 陕西嘉禾生物科技股份有限公司 | 一种1′‑苄基‑2′‑酮‑5′,7′,8′‑三氢‑螺‑[1,3‑二氧五环‑2]‑喹啉的制备方法 |
| CN109705038B (zh) * | 2017-10-25 | 2020-11-03 | 广州市朗启医药科技有限责任公司 | 石杉碱甲的合成方法 |
| CN114716449B (zh) * | 2022-04-12 | 2023-09-29 | 浙江工业大学 | 一种2-甲氧基-6-乙二醇缩酮-5,7,8-三氢喹啉的制备方法 |
| CN119431243B (zh) * | 2025-01-09 | 2025-06-10 | 万邦德制药集团有限公司 | 一种氘代石杉碱甲化合物或其药学上可接受的盐及其制备方法和应用 |
-
1989
- 1989-02-21 US US07/313,118 patent/US4929731A/en not_active Expired - Lifetime
-
1990
- 1990-02-21 ES ES01203687T patent/ES2194003T3/es not_active Expired - Lifetime
- 1990-02-21 EP EP01203687A patent/EP1167354B1/de not_active Expired - Lifetime
- 1990-02-21 AT AT00201492T patent/ATE330943T1/de not_active IP Right Cessation
- 1990-02-21 EP EP90904089A patent/EP0460062B1/de not_active Expired - Lifetime
- 1990-02-21 EP EP00201492A patent/EP1026157B1/de not_active Expired - Lifetime
- 1990-02-21 CA CA002047744A patent/CA2047744C/en not_active Expired - Fee Related
- 1990-02-21 DK DK90904089T patent/DK0460062T3/da active
- 1990-02-21 WO PCT/US1990/000925 patent/WO1990009993A2/en not_active Ceased
- 1990-02-21 JP JP2504063A patent/JP2933386B2/ja not_active Expired - Fee Related
- 1990-02-21 DE DE69034070T patent/DE69034070T2/de not_active Expired - Fee Related
- 1990-02-21 AT AT01203687T patent/ATE239709T1/de not_active IP Right Cessation
- 1990-02-21 DE DE69033970T patent/DE69033970T2/de not_active Expired - Fee Related
- 1990-02-21 AT AT90904089T patent/ATE219061T1/de not_active IP Right Cessation
- 1990-02-21 DK DK01203687T patent/DK1167354T3/da active
- 1990-02-21 ES ES90904089T patent/ES2173858T3/es not_active Expired - Lifetime
- 1990-02-21 CA CA002296915A patent/CA2296915A1/en not_active Abandoned
- 1990-02-21 DE DE69034226T patent/DE69034226T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2296915A1 (en) | 1990-08-22 |
| HK1030604A1 (en) | 2001-05-11 |
| DE69034226D1 (de) | 2006-08-03 |
| EP0460062A1 (de) | 1991-12-11 |
| ES2194003T3 (es) | 2003-11-16 |
| EP1167354B1 (de) | 2003-05-07 |
| JP2933386B2 (ja) | 1999-08-09 |
| ATE330943T1 (de) | 2006-07-15 |
| DE69033970T2 (de) | 2002-10-02 |
| EP1026157A3 (de) | 2004-08-11 |
| ES2173858T3 (es) | 2002-11-01 |
| US4929731A (en) | 1990-05-29 |
| CA2047744C (en) | 2000-05-02 |
| ATE219061T1 (de) | 2002-06-15 |
| CA2047744A1 (en) | 1990-08-22 |
| DE69034070T2 (de) | 2003-12-18 |
| DK0460062T3 (da) | 2002-08-26 |
| EP1167354A2 (de) | 2002-01-02 |
| EP1167354A3 (de) | 2002-01-09 |
| DE69033970D1 (de) | 2002-07-18 |
| EP0460062A4 (en) | 1992-07-01 |
| WO1990009993A2 (en) | 1990-09-07 |
| DE69034070D1 (de) | 2003-06-12 |
| EP0460062B1 (de) | 2002-06-12 |
| EP1026157A2 (de) | 2000-08-09 |
| EP1026157B1 (de) | 2006-06-21 |
| DK1167354T3 (da) | 2003-09-01 |
| WO1990009993A3 (en) | 1990-11-01 |
| DE69034226T2 (de) | 2007-06-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
Ref document number: 1167354 Country of ref document: EP |
|
| REN | Ceased due to non-payment of the annual fee |