GB1507501A - Analogues of prostanoic acids and process for preparing them - Google Patents
Analogues of prostanoic acids and process for preparing themInfo
- Publication number
- GB1507501A GB1507501A GB6535/75A GB653575A GB1507501A GB 1507501 A GB1507501 A GB 1507501A GB 6535/75 A GB6535/75 A GB 6535/75A GB 653575 A GB653575 A GB 653575A GB 1507501 A GB1507501 A GB 1507501A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- analogues
- action
- group
- prostanoic acids
- 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.)
- Expired
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 208000018522 Gastrointestinal disease Diseases 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- BQOWUDKEXDCGQS-UHFFFAOYSA-N [CH]1CCCC1 Chemical compound [CH]1CCCC1 BQOWUDKEXDCGQS-UHFFFAOYSA-N 0.000 abstract 1
- 230000003182 bronchodilatating effect Effects 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000002048 spasmolytic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates
-
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (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)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Novel analogues of prostanoic acids, which have the accompanying formula I, in which the symbols R1 to R3 have the meaning given in Patent Claim 1, are prepared by removing the tetrahydropyranyl ether protective group and the ketal grouping simultaneously or successively from an appropriately substituted 3-tetrahydropyranyloxy- 1,5-dioxaspiro compound. The corresponding compounds in which, instead of the keto group in the cyclopentyl radical, hydrogen and a hydroxy group are present, are obtained by reduction with a complex metal hydride. The compounds can then be converted into their physiologically tolerable salts or esters. The compounds are distinguished, even in the form of their epimer mixtures, by a good general spasmolytic, in particular bronchodilatory, action. They additionally have a hypotensive action and can also be employed in some cases in gastrointestinal disorders. <IMAGE>
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2407186A DE2407186C2 (en) | 1974-02-15 | 1974-02-15 | New, naturally non-occurring analogs of prostanoic acids and processes for their preparation, as well as pharmaceuticals containing these analogs of prostanoic acids |
| DE19742445526 DE2445526A1 (en) | 1974-09-24 | 1974-09-24 | 7-(2-(3-Hydroxy-1-propenyl)-5-oxocyclopentyl)-4-heptenoic acids - prostaglandin analogues with bronchodilatory, hypotensive, etc., activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1507501A true GB1507501A (en) | 1978-04-19 |
Family
ID=25766631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6535/75A Expired GB1507501A (en) | 1974-02-15 | 1975-02-17 | Analogues of prostanoic acids and process for preparing them |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5854139B2 (en) |
| CA (1) | CA1042003A (en) |
| CH (1) | CH617675A5 (en) |
| DK (1) | DK55575A (en) |
| ES (2) | ES434590A1 (en) |
| FR (1) | FR2261004B1 (en) |
| GB (1) | GB1507501A (en) |
| HU (1) | HU174323B (en) |
| IE (1) | IE41407B1 (en) |
| IL (1) | IL46615A0 (en) |
| LU (1) | LU71837A1 (en) |
| NL (1) | NL7501560A (en) |
| SE (1) | SE7501653L (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4387241A (en) * | 1974-11-01 | 1983-06-07 | American Cyanamid Company | Novel 16-aryloxy-17,18,19,20-tetranorprostanoic acids and derivatives |
| US4032561A (en) * | 1975-05-27 | 1977-06-28 | The Upjohn Company | 17-Phenyl-18,19,20-trinor-cis-4,5-didehydro-PGF1.sub.α compounds |
| ZA771725B (en) * | 1976-04-21 | 1978-02-22 | Upjohn Co | Ayal prostaglandin analogs |
| US4228296A (en) * | 1979-01-24 | 1980-10-14 | American Cyanamid Company | Novel 16-aryloxy-17,18,19,20-tetranorprostanoic acids and derivatives |
-
1975
- 1975-02-10 NL NL7501560A patent/NL7501560A/en not_active Application Discontinuation
- 1975-02-10 ES ES434590A patent/ES434590A1/en not_active Expired
- 1975-02-11 IL IL46615A patent/IL46615A0/en unknown
- 1975-02-12 HU HU75HO1768A patent/HU174323B/en unknown
- 1975-02-13 LU LU71837A patent/LU71837A1/xx unknown
- 1975-02-13 CA CA220,062A patent/CA1042003A/en not_active Expired
- 1975-02-14 SE SE7501653A patent/SE7501653L/xx unknown
- 1975-02-14 DK DK55575*#A patent/DK55575A/da not_active Application Discontinuation
- 1975-02-14 IE IE293/75A patent/IE41407B1/en unknown
- 1975-02-14 CH CH183475A patent/CH617675A5/en not_active IP Right Cessation
- 1975-02-15 JP JP50019371A patent/JPS5854139B2/en not_active Expired
- 1975-02-17 FR FR7504857A patent/FR2261004B1/fr not_active Expired
- 1975-02-17 GB GB6535/75A patent/GB1507501A/en not_active Expired
-
1976
- 1976-10-30 ES ES452901A patent/ES452901A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7501560A (en) | 1975-08-19 |
| FR2261004B1 (en) | 1978-07-21 |
| HU174323B (en) | 1979-12-28 |
| IL46615A0 (en) | 1975-04-25 |
| IE41407L (en) | 1975-08-15 |
| ES452901A1 (en) | 1977-11-01 |
| JPS50123644A (en) | 1975-09-29 |
| SE7501653L (en) | 1975-08-18 |
| AU7817775A (en) | 1976-08-19 |
| ES434590A1 (en) | 1977-04-01 |
| FR2261004A1 (en) | 1975-09-12 |
| CH617675A5 (en) | 1980-06-13 |
| DK55575A (en) | 1975-10-13 |
| CA1042003A (en) | 1978-11-07 |
| LU71837A1 (en) | 1977-01-05 |
| IE41407B1 (en) | 1980-01-02 |
| JPS5854139B2 (en) | 1983-12-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |
Free format text: FOR 1507501 READ 1508501 (PRINTING ERROR) |
|
| PS | Patent sealed [section 19, patents act 1949] |
Free format text: FOR 1507501 READ 1508501 (PRINTING ERROR) |
|
| PCNP | Patent ceased through non-payment of renewal fee |