DD202528A5 - Verfahren zur herstellung von carbacyclinderivaten - Google Patents
Verfahren zur herstellung von carbacyclinderivaten Download PDFInfo
- Publication number
- DD202528A5 DD202528A5 DD82239993A DD23999382A DD202528A5 DD 202528 A5 DD202528 A5 DD 202528A5 DD 82239993 A DD82239993 A DD 82239993A DD 23999382 A DD23999382 A DD 23999382A DD 202528 A5 DD202528 A5 DD 202528A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- prostaglandin
- carba
- item
- hydroxymethyl
- tetradehydro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 23
- 230000008569 process Effects 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 55
- -1 hydroxymethylene Chemical class 0.000 claims abstract description 31
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 4
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- KAQKFAOMNZTLHT-OZUDYXHBSA-M prostaglandin I2(1-) Chemical compound O1\C(=C/CCCC([O-])=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 KAQKFAOMNZTLHT-OZUDYXHBSA-M 0.000 claims 1
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- 208000010125 myocardial infarction Diseases 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006772 olefination reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003815 prostacyclins Chemical class 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 230000036593 pulmonary vascular resistance Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000008327 renal blood flow Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000008359 toxicosis Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 230000024883 vasodilation Effects 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/05—Alcohols containing rings other than six-membered aromatic rings
- C07C33/12—Alcohols containing rings other than six-membered aromatic rings containing five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/005—Analogues or derivatives having the five membered ring replaced by other rings
- C07C405/0075—Analogues or derivatives having the five membered ring replaced by other rings having the side-chains or their analogues or derivatives attached to a condensed ring system
- C07C405/0083—Analogues or derivatives having the five membered ring replaced by other rings having the side-chains or their analogues or derivatives attached to a condensed ring system which is only ortho or peri condensed, e.g. carbacyclins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4015—Esters of acyclic unsaturated acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (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)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyrane Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Indole Compounds (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Drawers Of Furniture (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813121155 DE3121155A1 (de) | 1981-05-22 | 1981-05-22 | Neue carbacycline, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD202528A5 true DD202528A5 (de) | 1983-09-21 |
Family
ID=6133385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD82239993A DD202528A5 (de) | 1981-05-22 | 1982-05-19 | Verfahren zur herstellung von carbacyclinderivaten |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4497830A (no) |
| EP (1) | EP0069692B1 (no) |
| JP (1) | JPS57206655A (no) |
| AT (1) | ATE32705T1 (no) |
| AU (1) | AU559925B2 (no) |
| CA (1) | CA1223582A (no) |
| CS (1) | CS226448B2 (no) |
| DD (1) | DD202528A5 (no) |
| DE (2) | DE3121155A1 (no) |
| DK (1) | DK152750C (no) |
| ES (1) | ES8304056A1 (no) |
| FI (1) | FI821824A0 (no) |
| GR (1) | GR82685B (no) |
| HU (1) | HU188173B (no) |
| IE (1) | IE53888B1 (no) |
| IL (1) | IL65847A0 (no) |
| MX (1) | MX155864A (no) |
| NO (1) | NO155536C (no) |
| NZ (1) | NZ200633A (no) |
| PH (1) | PH20454A (no) |
| YU (1) | YU109082A (no) |
| ZA (1) | ZA823551B (no) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5190964A (en) * | 1978-04-03 | 1993-03-02 | Schering Aktiengesellschaft | 5-fluorocarbacyclins, their preparation and pharmaceutical use |
| CA1201712A (en) * | 1980-02-28 | 1986-03-11 | Paul A. Aristoff | Carbacyclin analogs |
| DE3048906A1 (de) * | 1980-12-19 | 1982-07-15 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue carbacycline, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3225287A1 (de) * | 1982-07-02 | 1984-01-05 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue carbacyclinamide, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3306123A1 (de) * | 1983-02-18 | 1984-09-06 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue carbacycline, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3405181A1 (de) * | 1984-02-10 | 1985-08-22 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue carbacycline, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| CA1241324A (en) * | 1984-03-08 | 1988-08-30 | Paul A. Aristoff | Interphenylene carbacyclin derivatives |
| US5801200A (en) * | 1984-03-19 | 1998-09-01 | The Picower Institute For Medical Research | Methods and materials for the diagnosis and treatment of conditions such as stroke |
| EP0410652B1 (en) * | 1989-07-27 | 1995-05-17 | Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo | Use of 15-keto-prostanoic acid derivatives in the manufacture of a medicament for improvement of excretion of potassium ion |
| DE4104606C1 (no) * | 1991-02-12 | 1992-10-15 | Schering Ag Berlin Und Bergkamen, 1000 Berlin, De |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4032576A (no) * | 1976-01-08 | 1977-06-28 | ||
| JPS5495552A (en) * | 1978-01-06 | 1979-07-28 | Sankyo Co Ltd | Prostacyline derivative and its preparation |
| GB2013661B (en) * | 1978-01-26 | 1982-11-10 | Erba Farmitalia | 9-deoxy-9 -methylene isosteres of pgi2 |
| US4705806A (en) * | 1978-02-13 | 1987-11-10 | Morton Jr Douglas R | Prostacyclin analogs |
| US4238414A (en) * | 1978-02-13 | 1980-12-09 | The Upjohn Company | 2-Decarboxy-2-aminomethyl-6a-carba-PGI2 compounds |
| JPS54119441A (en) * | 1978-03-09 | 1979-09-17 | Sumitomo Chem Co Ltd | Novel bicyclooctane derivative |
| IT1113341B (it) * | 1978-03-31 | 1986-01-20 | Ono Pharmaceutical Co | Analoghi della 6,9-metano-pgi2 |
| DE2845770A1 (de) * | 1978-10-19 | 1980-04-30 | Schering Ag | Neue prostacyclin-derivate und verfahren zu ihrer herstellung |
| US4306076A (en) * | 1980-04-23 | 1981-12-15 | The Upjohn Company | Inter-phenylene CBA compounds |
| US4349689A (en) * | 1980-12-22 | 1982-09-14 | The Upjohn Company | Methano carbacyclin analogs |
-
1981
- 1981-05-22 DE DE19813121155 patent/DE3121155A1/de not_active Ceased
-
1982
- 1982-05-14 PH PH27303A patent/PH20454A/en unknown
- 1982-05-17 NZ NZ200633A patent/NZ200633A/en unknown
- 1982-05-19 DE DE8282730069T patent/DE3278159D1/de not_active Expired
- 1982-05-19 EP EP82730069A patent/EP0069692B1/de not_active Expired
- 1982-05-19 DD DD82239993A patent/DD202528A5/de unknown
- 1982-05-19 AT AT82730069T patent/ATE32705T1/de not_active IP Right Cessation
- 1982-05-19 CA CA000403276A patent/CA1223582A/en not_active Expired
- 1982-05-20 GR GR68208A patent/GR82685B/el unknown
- 1982-05-21 NO NO821693A patent/NO155536C/no unknown
- 1982-05-21 YU YU01090/82A patent/YU109082A/xx unknown
- 1982-05-21 DK DK230082A patent/DK152750C/da not_active IP Right Cessation
- 1982-05-21 IL IL65847A patent/IL65847A0/xx unknown
- 1982-05-21 IE IE1218/82A patent/IE53888B1/en unknown
- 1982-05-21 CS CS823764A patent/CS226448B2/cs unknown
- 1982-05-21 FI FI821824A patent/FI821824A0/fi not_active Application Discontinuation
- 1982-05-21 ES ES512441A patent/ES8304056A1/es not_active Expired
- 1982-05-21 ZA ZA823551A patent/ZA823551B/xx unknown
- 1982-05-21 JP JP57085082A patent/JPS57206655A/ja active Granted
- 1982-05-21 HU HU821645A patent/HU188173B/hu unknown
- 1982-05-24 AU AU84072/82A patent/AU559925B2/en not_active Ceased
- 1982-05-24 MX MX192833A patent/MX155864A/es unknown
- 1982-05-24 US US06/381,609 patent/US4497830A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DK230082A (da) | 1982-11-23 |
| US4497830A (en) | 1985-02-05 |
| EP0069692B1 (de) | 1988-03-02 |
| IE821218L (en) | 1982-11-22 |
| DK152750B (da) | 1988-05-09 |
| DE3278159D1 (en) | 1988-04-07 |
| MX155864A (es) | 1988-05-13 |
| AU8407282A (en) | 1982-11-25 |
| ES512441A0 (es) | 1983-03-01 |
| CS226448B2 (en) | 1984-03-19 |
| ZA823551B (en) | 1983-03-30 |
| IE53888B1 (en) | 1989-04-12 |
| JPS57206655A (en) | 1982-12-18 |
| DE3121155A1 (de) | 1982-12-09 |
| EP0069692A1 (de) | 1983-01-12 |
| HU188173B (en) | 1986-03-28 |
| NO155536C (no) | 1987-04-15 |
| JPH0368849B2 (no) | 1991-10-30 |
| FI821824A0 (fi) | 1982-05-21 |
| ATE32705T1 (de) | 1988-03-15 |
| PH20454A (en) | 1987-01-14 |
| CA1223582A (en) | 1987-06-30 |
| AU559925B2 (en) | 1987-03-26 |
| NZ200633A (en) | 1986-08-08 |
| YU109082A (en) | 1984-12-31 |
| NO821693L (no) | 1982-11-23 |
| NO155536B (no) | 1987-01-05 |
| DK152750C (da) | 1988-10-03 |
| GR82685B (no) | 1985-11-25 |
| IL65847A0 (en) | 1982-08-31 |
| ES8304056A1 (es) | 1983-03-01 |
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