DK137083A - Fremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferol og mellemprodukter til brug herved - Google Patents
Fremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferol og mellemprodukter til brug herved Download PDFInfo
- Publication number
- DK137083A DK137083A DK137083A DK137083A DK137083A DK 137083 A DK137083 A DK 137083A DK 137083 A DK137083 A DK 137083A DK 137083 A DK137083 A DK 137083A DK 137083 A DK137083 A DK 137083A
- Authority
- DK
- Denmark
- Prior art keywords
- hexafluoro
- dihydroxycholecalciferol
- intermediates
- 1alfa
- hexafluor
- Prior art date
Links
- 239000000543 intermediate Substances 0.000 title abstract 2
- GMRQFYUYWCNGIN-NKMMMXOESA-N calcitriol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- LQSDJSDSYOWRNN-OLSVQSNTSA-N (3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-7,7,7-trifluoro-6-hydroxy-6-(trifluoromethyl)heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(O)(C(F)(F)F)C(F)(F)F)C)[C@@]1(C)CC2 LQSDJSDSYOWRNN-OLSVQSNTSA-N 0.000 abstract 1
- SLPMBWXFXYNFOD-SVYVOUITSA-N (8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-7,7,7-trifluoro-6-hydroxy-6-(trifluoromethyl)heptan-2-yl]-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one Chemical compound C1=CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(O)(C(F)(F)F)C(F)(F)F)C)[C@@]1(C)CC2 SLPMBWXFXYNFOD-SVYVOUITSA-N 0.000 abstract 1
- 229930003316 Vitamin D Natural products 0.000 abstract 1
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 239000011612 calcitriol Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 239000011710 vitamin D Substances 0.000 abstract 1
- 235000019166 vitamin D Nutrition 0.000 abstract 1
- 150000003710 vitamin D derivatives Chemical class 0.000 abstract 1
- 229940046008 vitamin d Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- 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
- C07J71/001—Oxiranes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Nutrition Science (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK554084A DK165695C (da) | 1981-07-27 | 1984-11-22 | 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28679081 | 1981-07-27 | ||
| US06/286,790 US4358406A (en) | 1981-07-27 | 1981-07-27 | 26,26,26,27,27,27-Hexafluoro-1α,25-dihydroxycholecalciferol and process for preparing same |
| US8200909 | 1982-07-06 | ||
| PCT/US1982/000909 WO1983000335A1 (en) | 1981-07-27 | 1982-07-06 | 26,26,26,27,27,27-HEXAFLUORO-1'alpha',25-DIHYDROXYCHOLECALCIFEROL AND PROCESS FOR PREPARING SAME |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| DK137083D0 DK137083D0 (da) | 1983-03-25 |
| DK137083A true DK137083A (da) | 1983-03-25 |
| DK162282B DK162282B (da) | 1991-10-07 |
| DK162282C DK162282C (da) | 1992-03-16 |
Family
ID=23100174
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK137083A DK162282C (da) | 1981-07-27 | 1983-03-25 | Analogifremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferoler samt 26,26,26-27,27,27-hexafluor-1alfa,3beta,25-trihydroxycholest-5,7-dien til anvendelse som udgangsmateriale ved fremgangsmaaden |
| DK554084A DK165695C (da) | 1981-07-27 | 1984-11-22 | 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK554084A DK165695C (da) | 1981-07-27 | 1984-11-22 | 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4358406A (da) |
| JP (1) | JPS58501176A (da) |
| AU (2) | AU552210B2 (da) |
| BE (1) | BE893943A (da) |
| CH (2) | CH655307A5 (da) |
| DE (2) | DE3250034C2 (da) |
| DK (2) | DK162282C (da) |
| FR (1) | FR2510566B1 (da) |
| GB (2) | GB2102806B (da) |
| IE (2) | IE54370B1 (da) |
| IL (5) | IL76091A (da) |
| IT (1) | IT1157309B (da) |
| NL (1) | NL8220265A (da) |
| WO (1) | WO1983000335A1 (da) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4634692A (en) * | 1981-08-28 | 1987-01-06 | Hoffmann-La Roche Inc. | Synthesis of 1α,25-dihydroxy-24R-fluorocholecalciferol and 1α,25-dihydroxy-24S-fluorocholecalciferol |
| US4411833A (en) * | 1982-05-26 | 1983-10-25 | Wisconsin Alumni Research Foundation | Method for preparing 26,26,26,27,27,27-hexafluoro-1α,25-dihydroxycholesterol |
| US4448726A (en) * | 1983-05-11 | 1984-05-15 | Wisconsin Alumni Research Foundation | Ring A- and triene-modified vitamin D compounds |
| US4613594A (en) * | 1984-11-16 | 1986-09-23 | Hoffmann-La Roche Inc. | Fluorinated vitamin D3 compounds |
| ZA859138B (en) * | 1984-12-19 | 1986-08-27 | Hoffmann La Roche | Cholecalciferol derivatives |
| EP0205025A1 (en) * | 1985-05-27 | 1986-12-17 | Sumitomo Pharmaceuticals Company, Limited | Fluorine derivatives of vitamin D3 and cell differentiation-inducing agents containing the same as an active ingredient |
| US4619920A (en) * | 1985-09-16 | 1986-10-28 | Wisconsin Alumni Research Foundation | 26,26,26,27,27-pentafluoro-1α-hydroxy-27-methoxyvitamin D3 |
| CA1314872C (en) | 1986-04-25 | 1993-03-23 | Toshio Nishizawa | Fluorine derivatives of vitamin d _and process for producing the same |
| JPH0764804B2 (ja) * | 1986-04-25 | 1995-07-12 | 住友製薬株式会社 | 活性型ビタミンｄ３のフッ素誘導体 |
| US4853378A (en) * | 1986-10-20 | 1989-08-01 | Sumitomo Chemical Company, Limited | Fluorine derivatives of vitamin D3 and process for producing the same |
| US4804502A (en) * | 1988-01-20 | 1989-02-14 | Hoffmann-La Roche Inc. | Vitamin D compounds |
| US5366736A (en) * | 1989-02-16 | 1994-11-22 | University Of Georgia Research Foundation, Inc. | Vitamin D derivative feed compositions and methods of use |
| WO1990009179A1 (en) * | 1989-02-16 | 1990-08-23 | University Of Georgia Research Foundation, Inc. | Treatment of tibial dyschondroplasia |
| US5316770A (en) * | 1989-02-16 | 1994-05-31 | University Of Georgia Research Foundation, Inc. | Vitamin D derivative feed compositions and methods of use |
| BR9205983A (pt) * | 1991-05-06 | 1994-08-02 | Procter & Gamble | Suplementos de cálcio e vitamina d combinados |
| CA2096105A1 (en) * | 1992-10-07 | 1994-04-08 | Enrico Giuseppe Baggiolini (Deceased) | Vitamin d3 fluorinated analogs |
| US5753638A (en) * | 1992-10-07 | 1998-05-19 | Hoffmann-La Roche Inc. | Method of treating hyperproliferative skin disease with Vitamin D3 fluorinated analogs |
| AU5156593A (en) * | 1992-10-16 | 1994-05-09 | Chugai Seiyaku Kabushiki Kaisha | Vitamin d derivative and process for producing the same |
| US5571802A (en) * | 1993-02-19 | 1996-11-05 | Wisconsin Alumni Research Foundation | Method of treating post menopausal osteoporosis with hexafluro-vitamin D |
| US5547947A (en) * | 1993-03-11 | 1996-08-20 | Hoffmann-La Roche Inc. | Methods of treatment |
| US5428029A (en) * | 1993-11-24 | 1995-06-27 | Hoffmann-La Roche Inc. | Vitamin D3 fluorinated analogs |
| IL139241A0 (en) * | 1998-05-13 | 2001-11-25 | Novo Nordisk As | Meiosis regulating compounds |
| US6080879A (en) * | 1998-05-19 | 2000-06-27 | Tetrionics, Inc. | Hexafluoro-vitamin synthesis and crystallization method, solvent and product |
| MX2010007266A (es) * | 2007-12-28 | 2010-11-30 | Wisconsin Alumni Res Found | Análogos de vitamina d, (20s)-23, 23-difluoro-2-metilen-19-nor-bis homopregnacalciferol. |
| SG2014006324A (en) | 2009-01-27 | 2014-03-28 | Berg Llc | Vitamin d3 and analogs thereof for alleviating side effects associated with chemotherapy |
| CN102655869B (zh) | 2009-08-14 | 2016-08-10 | 博格有限责任公司 | 用于治疗脱发的维生素d3及其类似物 |
| US20150158903A1 (en) * | 2011-09-08 | 2015-06-11 | Sage Therapeutics, Inc. | Neuroactive steroids, compositions, and uses thereof |
| HK1222819A1 (zh) | 2013-05-29 | 2017-07-14 | 博格有限责任公司 | 使用维生素d预防或减轻化疗诱发的脱发 |
| ES2536256B2 (es) * | 2013-11-20 | 2016-02-01 | Universidade De Santiago De Compostela | Análogos de vitamina d con interés farmacéutico |
| MX376833B (es) | 2015-07-06 | 2025-03-07 | Sage Therapeutics Inc | Oxiesteroles y metodos de uso de los mismos. |
| CN114272249A (zh) | 2016-04-01 | 2022-04-05 | 萨奇治疗股份有限公司 | 氧甾醇及其使用方法 |
| EP3519422B1 (en) | 2016-09-30 | 2022-08-31 | Sage Therapeutics, Inc. | C7 substituted oxysterols and these compounds for use as nmda modulators |
| ES2952106T3 (es) | 2016-10-18 | 2023-10-27 | Sage Therapeutics Inc | Oxisteroles y procedimientos de utilización de los mismos |
| CN111960938B (zh) * | 2020-08-20 | 2022-06-17 | 甘肃皓天医药科技有限责任公司 | 用于制备氟骨化醇的中间体的制备方法及其应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL45897A (en) * | 1974-10-22 | 1978-12-17 | Yeda Res & Dev | Process for the preparation of 1 hydroxy-provitamin d3 |
| US4199518A (en) * | 1978-03-30 | 1980-04-22 | Diamond Shamrock Corporation | 1α,3β-Dihydroxy-steroid-5-enes from 1α,2α-epoxy-steroid-4,6-dien-3-ones |
| PH16989A (en) * | 1978-11-07 | 1984-05-04 | Res Inst Medicine Chem | Process for the preparation of 1-hydroxylated vitamin d compounds |
| US4226788A (en) * | 1979-03-28 | 1980-10-07 | Wisconsin Alumni Research Foundation | 24,24-Difluoro-1α,25-dihydroxycholecalciferol |
| US4248791A (en) * | 1980-02-04 | 1981-02-03 | Wisconsin Alumni Research Foundation | 25-Hydroxy-26,26,26,27,27,27-hexafluorocholecalciferol |
-
1981
- 1981-07-27 US US06/286,790 patent/US4358406A/en not_active Expired - Lifetime
-
1982
- 1982-07-06 NL NL8220265A patent/NL8220265A/nl not_active Application Discontinuation
- 1982-07-06 DE DE3250034A patent/DE3250034C2/de not_active Expired - Lifetime
- 1982-07-06 WO PCT/US1982/000909 patent/WO1983000335A1/en not_active Ceased
- 1982-07-06 DE DE823248900T patent/DE3248900T1/de active Granted
- 1982-07-06 AU AU87605/82A patent/AU552210B2/en not_active Ceased
- 1982-07-06 JP JP57502411A patent/JPS58501176A/ja active Granted
- 1982-07-06 CH CH1788/83A patent/CH655307A5/de not_active IP Right Cessation
- 1982-07-06 CH CH2891/85A patent/CH656134A5/de not_active IP Right Cessation
- 1982-07-19 IL IL76091A patent/IL76091A/xx not_active IP Right Cessation
- 1982-07-19 IL IL76090A patent/IL76090A/xx not_active IP Right Cessation
- 1982-07-19 IL IL66351A patent/IL66351A/xx not_active IP Right Cessation
- 1982-07-26 IE IE1226/89A patent/IE54370B1/en not_active IP Right Cessation
- 1982-07-26 GB GB08221573A patent/GB2102806B/en not_active Expired
- 1982-07-26 IT IT22574/82A patent/IT1157309B/it active
- 1982-07-26 IE IE1797/82A patent/IE54369B1/en not_active IP Right Cessation
- 1982-07-26 BE BE0/208679A patent/BE893943A/fr not_active IP Right Cessation
- 1982-07-26 FR FR8212994A patent/FR2510566B1/fr not_active Expired
-
1983
- 1983-03-25 DK DK137083A patent/DK162282C/da not_active IP Right Cessation
- 1983-04-27 GB GB08311517A patent/GB2118556B/en not_active Expired
-
1984
- 1984-11-22 DK DK554084A patent/DK165695C/da not_active IP Right Cessation
-
1985
- 1985-08-14 IL IL76091A patent/IL76091A0/xx unknown
- 1985-08-14 IL IL76090A patent/IL76090A0/xx unknown
-
1986
- 1986-07-25 AU AU60560/86A patent/AU586267B2/en not_active Ceased
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PBP | Patent lapsed |