JP2005015486A - 塩酸ドネペジルの多形結晶およびその製造法 - Google Patents
塩酸ドネペジルの多形結晶およびその製造法 Download PDFInfo
- Publication number
- JP2005015486A JP2005015486A JP2004205012A JP2004205012A JP2005015486A JP 2005015486 A JP2005015486 A JP 2005015486A JP 2004205012 A JP2004205012 A JP 2004205012A JP 2004205012 A JP2004205012 A JP 2004205012A JP 2005015486 A JP2005015486 A JP 2005015486A
- Authority
- JP
- Japan
- Prior art keywords
- donepezil hydrochloride
- donepezil
- producing
- iii
- polymorphic
- 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.)
- Pending
Links
- 239000013078 crystal Substances 0.000 title claims abstract description 365
- XWAIAVWHZJNZQQ-UHFFFAOYSA-N donepezil hydrochloride Chemical compound [H+].[Cl-].O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 XWAIAVWHZJNZQQ-UHFFFAOYSA-N 0.000 title claims abstract description 364
- 229960003135 donepezil hydrochloride Drugs 0.000 title claims abstract description 308
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 85
- 238000000034 method Methods 0.000 title claims abstract description 36
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 238
- 238000000862 absorption spectrum Methods 0.000 claims abstract description 28
- 238000000634 powder X-ray diffraction Methods 0.000 claims abstract description 20
- 239000000126 substance Substances 0.000 claims abstract description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 212
- ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 claims description 204
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 138
- 229960003530 donepezil Drugs 0.000 claims description 102
- 238000001914 filtration Methods 0.000 claims description 82
- 238000003756 stirring Methods 0.000 claims description 72
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- 238000010438 heat treatment Methods 0.000 claims description 55
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims description 52
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 47
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 37
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- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
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- IHMQOBPGHZFGLC-UHFFFAOYSA-N 5,6-dimethoxy-2,3-dihydroinden-1-one Chemical compound C1=C(OC)C(OC)=CC2=C1C(=O)CC2 IHMQOBPGHZFGLC-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
-
- 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
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (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)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Investigating Or Analysing Materials By Optical Means (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004205012A JP2005015486A (ja) | 1996-06-07 | 2004-07-12 | 塩酸ドネペジルの多形結晶およびその製造法 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14629396 | 1996-06-07 | ||
| JP2004205012A JP2005015486A (ja) | 1996-06-07 | 2004-07-12 | 塩酸ドネペジルの多形結晶およびその製造法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15055897A Division JPH1053576A (ja) | 1996-06-07 | 1997-06-09 | 塩酸ドネペジルの多形結晶およびその製造法 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008201060A Division JP2009040783A (ja) | 1996-06-07 | 2008-08-04 | 塩酸ドネペジルの多形結晶およびその製造法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2005015486A true JP2005015486A (ja) | 2005-01-20 |
Family
ID=15404413
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004205012A Pending JP2005015486A (ja) | 1996-06-07 | 2004-07-12 | 塩酸ドネペジルの多形結晶およびその製造法 |
| JP2008201060A Withdrawn JP2009040783A (ja) | 1996-06-07 | 2008-08-04 | 塩酸ドネペジルの多形結晶およびその製造法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008201060A Withdrawn JP2009040783A (ja) | 1996-06-07 | 2008-08-04 | 塩酸ドネペジルの多形結晶およびその製造法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6140321A (OSRAM) |
| JP (2) | JP2005015486A (OSRAM) |
| KR (1) | KR100545851B1 (OSRAM) |
| CN (1) | CN1312129C (OSRAM) |
| AT (1) | ATE445603T1 (OSRAM) |
| AU (1) | AU1153097A (OSRAM) |
| CA (1) | CA2516108C (OSRAM) |
| DE (1) | DE69739622D1 (OSRAM) |
| DK (1) | DK1211243T3 (OSRAM) |
| ES (1) | ES2330997T3 (OSRAM) |
| HU (1) | HUP0900417A3 (OSRAM) |
| PT (1) | PT1211243E (OSRAM) |
| SI (1) | SI22888B (OSRAM) |
| UA (1) | UA60307C2 (OSRAM) |
| WO (1) | WO1997046526A1 (OSRAM) |
| ZA (1) | ZA975064B (OSRAM) |
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| JP2013525282A (ja) * | 2010-04-07 | 2013-06-20 | オニキス セラピューティクス, インク. | 結晶質ペプチドエポキシケトンイムノプロテアソーム阻害剤 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI95572C (fi) * | 1987-06-22 | 1996-02-26 | Eisai Co Ltd | Menetelmä lääkeaineena käyttökelpoisen piperidiinijohdannaisten tai sen farmaseuttisen suolan valmistamiseksi |
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- 1996-12-27 AU AU11530/97A patent/AU1153097A/en not_active Abandoned
- 1996-12-27 WO PCT/JP1996/003881 patent/WO1997046526A1/en not_active Ceased
- 1996-12-30 US US08/774,802 patent/US6140321A/en not_active Expired - Fee Related
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- 1997-06-06 UA UA99010107A patent/UA60307C2/uk unknown
- 1997-06-06 SI SI9720102A patent/SI22888B/sl not_active IP Right Cessation
- 1997-06-06 HU HU0900417A patent/HUP0900417A3/hu unknown
- 1997-06-06 DE DE69739622T patent/DE69739622D1/de not_active Expired - Lifetime
- 1997-06-06 CN CNB200510075915XA patent/CN1312129C/zh not_active Expired - Fee Related
- 1997-06-06 DK DK02005248.6T patent/DK1211243T3/da active
- 1997-06-06 PT PT02005248T patent/PT1211243E/pt unknown
- 1997-06-06 KR KR1020047017860A patent/KR100545851B1/ko not_active Expired - Fee Related
- 1997-06-06 AT AT02005248T patent/ATE445603T1/de active
- 1997-06-06 ES ES02005248T patent/ES2330997T3/es not_active Expired - Lifetime
- 1997-06-06 CA CA002516108A patent/CA2516108C/en not_active Expired - Fee Related
- 1997-06-09 ZA ZA9705064A patent/ZA975064B/xx unknown
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007302582A (ja) * | 2006-05-09 | 2007-11-22 | Hisamitsu Pharmaceut Co Inc | ドネペジル経皮吸収型製剤 |
| JP2010126447A (ja) * | 2008-11-25 | 2010-06-10 | Dnp Fine Chemicals Fukushima Co Ltd | (±)2−(ジメチルアミノ)−1−{〔O−(m−メトキシフェネチル)フェノキシ〕メチル}エチル水素サクシナート塩酸塩のI形結晶とII形結晶の混晶の製造法 |
| JP2013525282A (ja) * | 2010-04-07 | 2013-06-20 | オニキス セラピューティクス, インク. | 結晶質ペプチドエポキシケトンイムノプロテアソーム阻害剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| SI22888A (sl) | 2010-04-30 |
| HUP0900417A3 (en) | 2012-12-28 |
| PT1211243E (pt) | 2009-11-06 |
| CA2516108A1 (en) | 1997-12-11 |
| JP2009040783A (ja) | 2009-02-26 |
| CN1312129C (zh) | 2007-04-25 |
| ATE445603T1 (de) | 2009-10-15 |
| ZA975064B (en) | 1998-04-01 |
| CN1699343A (zh) | 2005-11-23 |
| UA60307C2 (uk) | 2003-10-15 |
| DK1211243T3 (da) | 2010-02-08 |
| KR20040104707A (ko) | 2004-12-10 |
| KR100545851B1 (ko) | 2006-01-24 |
| ES2330997T3 (es) | 2009-12-18 |
| DE69739622D1 (de) | 2009-11-26 |
| HK1080078A1 (en) | 2006-04-21 |
| SI22888B (sl) | 2010-06-30 |
| WO1997046526A1 (en) | 1997-12-11 |
| AU1153097A (en) | 1998-01-05 |
| HU0900417D0 (en) | 2009-08-28 |
| US6140321A (en) | 2000-10-31 |
| CA2516108C (en) | 2008-12-02 |
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