CA2028626A1 - Methode de production de derives de 5,6,7-trinor-4,8-inter-m-phenylene-pgi2 - Google Patents
Methode de production de derives de 5,6,7-trinor-4,8-inter-m-phenylene-pgi2Info
- Publication number
- CA2028626A1 CA2028626A1 CA2028626A CA2028626A CA2028626A1 CA 2028626 A1 CA2028626 A1 CA 2028626A1 CA 2028626 A CA2028626 A CA 2028626A CA 2028626 A CA2028626 A CA 2028626A CA 2028626 A1 CA2028626 A1 CA 2028626A1
- Authority
- CA
- Canada
- Prior art keywords
- trinor
- inter
- producing
- reaction
- cyclopenta
- 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
- QZOYBAYFYVVGBT-UHFFFAOYSA-N 1,1-dibromo-2,3-dihydrocyclopenta[b][1]benzofuran Chemical compound BrC1(CCC=2OC3=C(C21)C=CC=C3)Br QZOYBAYFYVVGBT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 238000003747 Grignard reaction Methods 0.000 abstract 1
- 238000010478 Prins reaction Methods 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000010511 deprotection reaction Methods 0.000 abstract 1
- 229960001123 epoprostenol Drugs 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/235—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring and to a carbon atom of a ring other than a six-membered aromatic ring
- C07C43/247—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring and to a carbon atom of a ring other than a six-membered aromatic ring containing halogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Luminescent Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4687389 | 1989-02-27 | ||
| JP46873 | 1989-02-27 | ||
| JP4687489 | 1989-02-27 | ||
| JP46874 | 1989-02-27 | ||
| JPPCT/JP90/00237 | 1990-02-27 | ||
| PCT/JP1990/000237 WO1990010003A1 (fr) | 1989-02-27 | 1990-02-27 | PREPARATION DE DERIVES DE 5,6,7-TRINOR-4,8-INTER-m-PHENYLENE PGI¿2? |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2028626A1 true CA2028626A1 (fr) | 1990-08-28 |
| CA2028626C CA2028626C (fr) | 1997-12-09 |
Family
ID=26387021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002028626A Expired - Lifetime CA2028626C (fr) | 1989-02-27 | 1990-02-27 | Methode de production de derives de 5,6,7-trinor-4,8-inter-m-phenylene-pgi2 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US5202447A (fr) |
| EP (1) | EP0463162B1 (fr) |
| JP (2) | JP2527277B2 (fr) |
| AT (1) | ATE105555T1 (fr) |
| AU (1) | AU634213B2 (fr) |
| CA (1) | CA2028626C (fr) |
| DE (1) | DE69008851T2 (fr) |
| DK (1) | DK0463162T3 (fr) |
| ES (1) | ES2053180T3 (fr) |
| FI (1) | FI106715B (fr) |
| NO (1) | NO176962C (fr) |
| WO (1) | WO1990010003A1 (fr) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0389162T3 (da) * | 1989-03-14 | 1994-02-14 | Toray Industries | 2,5,6,7-Tetranor-4,8-inter-m-phenylen PGI2 derivater |
| US5169959A (en) * | 1991-09-23 | 1992-12-08 | Iowa State University Research Foundation, Inc. | Free radical-catalyzed synthesis of benzoprostacyclins |
| US6103914A (en) * | 1997-02-21 | 2000-08-15 | Toray Industries, Inc. | Method of producing optically active material of tricyclic compound |
| US6899830B1 (en) * | 1998-04-06 | 2005-05-31 | Basf | Method for producing Grignard compounds |
| JP3340732B1 (ja) | 2001-10-05 | 2002-11-05 | 日本医薬品工業株式会社 | シクロペンタベンゾフラン誘導体の製造方法及びその製造原料となる新規化合物 |
| GB0215757D0 (en) * | 2002-07-08 | 2002-08-14 | Cascade Biochem Ltd | Benzoprostacyclin intermediates methods for their preparation and products derived therefrom |
| KR100903311B1 (ko) * | 2002-09-18 | 2009-06-17 | 연성정밀화학(주) | 프로스타글란딘 유도체의 제조방법 및 그를 위한 출발물질 |
| JP6174575B2 (ja) * | 2011-06-16 | 2017-08-02 | ラング バイオテクノロジー インコーポレーテッド | ベラプロストの製造方法 |
| CN103509044A (zh) * | 2012-06-21 | 2014-01-15 | 上海天伟生物制药有限公司 | 贝前列素钠中间体及其制备方法 |
| WO2014160638A1 (fr) | 2013-03-25 | 2014-10-02 | United Therapeutics Corporation | Procédé de fabrication de composés de prostacycline ayant un lieur thiol et des formes pégylées |
| EP3145919A4 (fr) | 2014-05-20 | 2018-03-14 | Lung Biotechnology PBC | Procédés de production du béraprost et ses dérivés |
| WO2017027706A1 (fr) * | 2015-08-12 | 2017-02-16 | United Therapeutics Corporation | Procédé de préparation de béraprost |
| RU2020106540A (ru) | 2017-07-27 | 2021-08-27 | Аллерган, Инк. | Агонисты простациклинового рецептора для уменьшения жировых отложений в организме |
| EP3870285B1 (fr) | 2018-10-22 | 2025-06-18 | United Therapeutics Corporation | Synthèse de dérivés esuberaprost |
| CN118496185A (zh) * | 2020-03-19 | 2024-08-16 | 江西科睿药业有限公司 | 一种贝前列素及其盐的中间体及其制备方法 |
| US11884640B2 (en) | 2021-06-02 | 2024-01-30 | Chirogate International Inc. | Processes and intermediates for the preparations of benzoprostacyclin analogues and benzoprostacyclin analogues prepared therefrom |
| TW202317527A (zh) * | 2021-06-28 | 2023-05-01 | 日商大內新興化學工業股份有限公司 | 貝前列素或光學活性物之合成中間物及其製造方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57144277A (en) * | 1981-03-02 | 1982-09-06 | Toray Ind Inc | Cyclopentabenzofuran derivative |
| JPS57144233A (en) * | 1981-03-02 | 1982-09-06 | Toray Ind Inc | Cyclopentene derivative |
| JPS57144276A (en) * | 1981-03-03 | 1982-09-06 | Toray Ind Inc | 5,6,7-trinor-4,8-inter-m-phenylene pgi2 derivative |
| JPS58124778A (ja) * | 1982-01-20 | 1983-07-25 | Toray Ind Inc | ５，６，７−トリノル−４，８−インタ−ｍ−フエニレンＰＧＩ↓２誘導体 |
| US4880939A (en) * | 1986-12-11 | 1989-11-14 | Toray Industries | 2,5,6,7-tetranor-18,18,19,19-tetradehydro-4,8-inter-m-phenylene PGI2 derivatives |
| DK0389162T3 (da) * | 1989-03-14 | 1994-02-14 | Toray Industries | 2,5,6,7-Tetranor-4,8-inter-m-phenylen PGI2 derivater |
-
1990
- 1990-02-27 CA CA002028626A patent/CA2028626C/fr not_active Expired - Lifetime
- 1990-02-27 JP JP2503652A patent/JP2527277B2/ja not_active Expired - Lifetime
- 1990-02-27 AU AU51077/90A patent/AU634213B2/en not_active Expired
- 1990-02-27 AT AT9090903426T patent/ATE105555T1/de not_active IP Right Cessation
- 1990-02-27 EP EP90903426A patent/EP0463162B1/fr not_active Expired - Lifetime
- 1990-02-27 US US07/601,783 patent/US5202447A/en not_active Expired - Lifetime
- 1990-02-27 WO PCT/JP1990/000237 patent/WO1990010003A1/fr not_active Ceased
- 1990-02-27 DE DE69008851T patent/DE69008851T2/de not_active Expired - Lifetime
- 1990-02-27 ES ES90903426T patent/ES2053180T3/es not_active Expired - Lifetime
- 1990-02-27 DK DK90903426.6T patent/DK0463162T3/da active
- 1990-10-26 FI FI905315A patent/FI106715B/fi active IP Right Grant
- 1990-10-26 NO NO904668A patent/NO176962C/no not_active IP Right Cessation
-
1992
- 1992-11-20 US US07/957,357 patent/US5420310A/en not_active Expired - Lifetime
-
1995
- 1995-11-27 JP JP7331130A patent/JP2836556B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| NO904668L (no) | 1990-12-27 |
| NO176962C (no) | 1995-06-28 |
| CA2028626C (fr) | 1997-12-09 |
| DE69008851D1 (de) | 1994-06-16 |
| US5202447A (en) | 1993-04-13 |
| FI106715B (fi) | 2001-03-30 |
| JP2527277B2 (ja) | 1996-08-21 |
| WO1990010003A1 (fr) | 1990-09-07 |
| NO904668D0 (no) | 1990-10-26 |
| EP0463162B1 (fr) | 1994-05-11 |
| EP0463162A1 (fr) | 1992-01-02 |
| ATE105555T1 (de) | 1994-05-15 |
| AU5107790A (en) | 1990-09-26 |
| NO176962B (no) | 1995-03-20 |
| ES2053180T3 (es) | 1994-07-16 |
| DE69008851T2 (de) | 1994-08-18 |
| EP0463162A4 (en) | 1992-05-20 |
| DK0463162T3 (da) | 1994-06-20 |
| FI905315A0 (fi) | 1990-10-26 |
| AU634213B2 (en) | 1993-02-18 |
| US5420310A (en) | 1995-05-30 |
| JP2836556B2 (ja) | 1998-12-14 |
| JPH08225561A (ja) | 1996-09-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |