HRP950459A2 - Spirostanyl glycosidal crystals - Google Patents
Spirostanyl glycosidal crystals Download PDFInfo
- Publication number
- HRP950459A2 HRP950459A2 HR08/298,106A HRP950459A HRP950459A2 HR P950459 A2 HRP950459 A2 HR P950459A2 HR P950459 A HRP950459 A HR P950459A HR P950459 A2 HRP950459 A2 HR P950459A2
- Authority
- HR
- Croatia
- Prior art keywords
- crystalline
- oxy
- cellobiosyl
- spirostan
- fluorophenylcarbamoyl
- Prior art date
Links
- -1 Spirostanyl Chemical group 0.000 title claims description 16
- 239000013078 crystal Substances 0.000 title claims description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 37
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 229930182470 glycoside Natural products 0.000 claims description 12
- 208000035150 Hypercholesterolemia Diseases 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 238000002441 X-ray diffraction Methods 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 10
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 8
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- 201000001320 Atherosclerosis Diseases 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
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- 239000008101 lactose Substances 0.000 description 1
- 239000008297 liquid dosage form Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- NWMIYTWHUDFRPL-UHFFFAOYSA-N sapogenin Natural products COC(=O)C1(CO)C(O)CCC2(C)C1CCC3(C)C2CC=C4C5C(C)(O)C(C)CCC5(CCC34C)C(=O)O NWMIYTWHUDFRPL-UHFFFAOYSA-N 0.000 description 1
- 239000008299 semisolid dosage form Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- ILJOYZVVZZFIKA-UHFFFAOYSA-M sodium;1,1-dioxo-1,2-benzothiazol-3-olate;hydrate Chemical compound O.[Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 ILJOYZVVZZFIKA-UHFFFAOYSA-M 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- INLFWQCRAJUDCR-LYLBMTSKSA-N spirostane Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CCCCC4CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CO1 INLFWQCRAJUDCR-LYLBMTSKSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000037351 starvation Effects 0.000 description 1
- 150000008143 steroidal glycosides Chemical class 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- RMCMCFUBWGCJLE-UHFFFAOYSA-N sulfuric acid;4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound OS(O)(=O)=O.C1CC2(C)C(=O)CC1C2(C)C RMCMCFUBWGCJLE-UHFFFAOYSA-N 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000000115 thoracic cavity Anatomy 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29810694A | 1994-08-30 | 1994-08-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP950459A2 true HRP950459A2 (en) | 1997-08-31 |
Family
ID=23149057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR08/298,106A HRP950459A2 (en) | 1994-08-30 | 1995-08-25 | Spirostanyl glycosidal crystals |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US5804562A (es) |
| EP (1) | EP0778846A1 (es) |
| JP (1) | JPH09510735A (es) |
| KR (1) | KR970705574A (es) |
| AU (1) | AU2265395A (es) |
| BR (1) | BR9503827A (es) |
| CA (1) | CA2198097A1 (es) |
| CO (1) | CO4480032A1 (es) |
| FI (1) | FI970828A (es) |
| HR (1) | HRP950459A2 (es) |
| IL (1) | IL115062A0 (es) |
| MA (1) | MA23651A1 (es) |
| MX (1) | MX9701525A (es) |
| NO (1) | NO970910L (es) |
| OA (1) | OA10402A (es) |
| PE (1) | PE47696A1 (es) |
| PL (1) | PL318937A1 (es) |
| SI (1) | SI9520092A (es) |
| TR (1) | TR199501065A2 (es) |
| WO (1) | WO1996006854A1 (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1198622C (zh) * | 1998-03-26 | 2005-04-27 | 植物药物公共有限公司 | 用于治疗阿尔茨海默病的甾类皂苷及其衍生物 |
| GB9923076D0 (en) * | 1999-09-29 | 1999-12-01 | Phytopharm Plc | Sapogenin derivatives and their use |
| GB9923078D0 (en) * | 1999-09-29 | 1999-12-01 | Phytopharm Plc | Sapogenin derivatives and their use |
| GB9923077D0 (en) * | 1999-09-29 | 1999-12-01 | Phytopharm Plc | Sapogenin derivatives and their use |
| GB0000228D0 (en) * | 2000-01-06 | 2000-03-01 | Phytopharm Plc | Fluoro substituted sapogenins and their use |
| GB0107822D0 (en) * | 2001-03-28 | 2001-05-23 | Phytopharm Plc | Sapogenin derivatives their synthesis and use methods based upon their use |
| US20050130948A1 (en) * | 2002-03-27 | 2005-06-16 | Daryl Rees | Therapeutic methods and uses of sapogenins and their derivatives |
| KR101130212B1 (ko) * | 2002-03-27 | 2012-04-13 | 파이토팜 피엘씨 | 사포게닌 및 그 유도체의 치료 방법 및 사용법 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU94046294A (ru) * | 1992-06-26 | 1996-10-10 | Пфайзер Инк. (US) | Стероидные гликозиды для лечения гиперхолестеринэмии |
| US5698526A (en) * | 1993-12-28 | 1997-12-16 | Pfizer Inc. | Steroidal glycosides |
-
1995
- 1995-05-04 SI SI9520092A patent/SI9520092A/sl unknown
- 1995-05-04 EP EP95915968A patent/EP0778846A1/en not_active Withdrawn
- 1995-05-04 KR KR1019970701280A patent/KR970705574A/ko not_active Application Discontinuation
- 1995-05-04 PL PL95318937A patent/PL318937A1/xx unknown
- 1995-05-04 AU AU22653/95A patent/AU2265395A/en not_active Abandoned
- 1995-05-04 JP JP8508579A patent/JPH09510735A/ja not_active Ceased
- 1995-05-04 CA CA002198097A patent/CA2198097A1/en not_active Abandoned
- 1995-05-04 MX MX9701525A patent/MX9701525A/es unknown
- 1995-05-04 WO PCT/IB1995/000317 patent/WO1996006854A1/en not_active Application Discontinuation
- 1995-08-21 MA MA23993A patent/MA23651A1/fr unknown
- 1995-08-23 CO CO95037817A patent/CO4480032A1/es unknown
- 1995-08-24 IL IL11506295A patent/IL115062A0/xx unknown
- 1995-08-25 HR HR08/298,106A patent/HRP950459A2/hr not_active Application Discontinuation
- 1995-08-28 PE PE1995277474A patent/PE47696A1/es not_active Application Discontinuation
- 1995-08-29 BR BR9503827A patent/BR9503827A/pt not_active Application Discontinuation
- 1995-08-29 TR TR95/01065A patent/TR199501065A2/xx unknown
-
1997
- 1997-02-27 FI FI970828A patent/FI970828A/fi not_active Application Discontinuation
- 1997-02-27 NO NO970910A patent/NO970910L/no unknown
- 1997-02-28 OA OA60970A patent/OA10402A/en unknown
- 1997-05-01 US US08/809,160 patent/US5804562A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR970705574A (ko) | 1997-10-09 |
| NO970910D0 (no) | 1997-02-27 |
| OA10402A (en) | 2001-12-05 |
| AU2265395A (en) | 1996-03-22 |
| US5804562A (en) | 1998-09-08 |
| CA2198097A1 (en) | 1996-03-07 |
| SI9520092A (en) | 1997-12-31 |
| WO1996006854A1 (en) | 1996-03-07 |
| PL318937A1 (en) | 1997-07-21 |
| PE47696A1 (es) | 1996-11-12 |
| FI970828A0 (fi) | 1997-02-27 |
| JPH09510735A (ja) | 1997-10-28 |
| MA23651A1 (fr) | 1996-04-01 |
| BR9503827A (pt) | 1996-09-10 |
| CO4480032A1 (es) | 1997-07-09 |
| FI970828A (fi) | 1997-02-27 |
| TR199501065A2 (tr) | 1996-06-21 |
| NO970910L (no) | 1997-02-27 |
| EP0778846A1 (en) | 1997-06-18 |
| IL115062A0 (en) | 1995-12-08 |
| MX9701525A (es) | 1997-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1OB | Publication of a patent application | ||
| AIPI | Request for the grant of a patent on the basis of a substantive examination of a patent application | ||
| OBST | Application withdrawn |