GB1499018A - Pharmaceutically useful prostenoic acid derivatives - Google Patents
Pharmaceutically useful prostenoic acid derivativesInfo
- Publication number
- GB1499018A GB1499018A GB37626/75A GB3762675A GB1499018A GB 1499018 A GB1499018 A GB 1499018A GB 37626/75 A GB37626/75 A GB 37626/75A GB 3762675 A GB3762675 A GB 3762675A GB 1499018 A GB1499018 A GB 1499018A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxyl
- acid derivatives
- pharmaceutically useful
- alkyl
- carboxylic 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
- NNOJWZIBHANBJD-OALUTQOASA-N 7-[(1S,2S)-2-octylcyclopentyl]hept-2-enoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCC=CC(O)=O NNOJWZIBHANBJD-OALUTQOASA-N 0.000 title 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 150000004702 methyl esters Chemical class 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 230000003182 bronchodilatating effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002496 gastric effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000028327 secretion Effects 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- 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
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
-
- 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
- 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
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (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)
Abstract
The novel compounds correspond to the formula: <IMAGE> in which A denotes ethylene or cis-vinylene, R<1> and R<2> each denote hydrogen or C1-C3-alkyl, R<3> and R<4> each denote C1-C3-alkyl and R<5> denotes hydrogen or hydroxyl. They are prepared from corresponding 9-hydroxy compounds, which have a protective hydroxyl group in the 15- and optionally also in the 11-position, by oxidation in the 9-position and subsequent removal of the hydroxyl protective groups. Resulting carboxylic acids can be converted into salts or methyl esters, and resulting methyl esters into the carboxylic acids. The compounds exert an inhibitory action on gastric secretion and a bronchodilatory action, without undesired side effects; they can be used in the corresponding therapeutic indications.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10814374A JPS5434724B2 (en) | 1974-09-19 | 1974-09-19 | |
| JP6052075A JPS5835184B2 (en) | 1975-05-21 | 1975-05-21 | prostaglandin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1499018A true GB1499018A (en) | 1978-01-25 |
Family
ID=26401594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37626/75A Expired GB1499018A (en) | 1974-09-19 | 1975-09-12 | Pharmaceutically useful prostenoic acid derivatives |
Country Status (9)
| Country | Link |
|---|---|
| CA (1) | CA1072956A (en) |
| CH (1) | CH621773A5 (en) |
| DE (1) | DE2541883C2 (en) |
| DK (1) | DK418675A (en) |
| ES (1) | ES441126A1 (en) |
| FR (1) | FR2285124A1 (en) |
| GB (1) | GB1499018A (en) |
| NL (1) | NL170413C (en) |
| SE (1) | SE413023B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2635985A1 (en) * | 1976-08-06 | 1978-02-09 | Schering Ag | PROSTANIC ACID DERIVATIVE AND PROCESS FOR THEIR PRODUCTION |
| IT1078774B (en) * | 1976-09-07 | 1985-05-08 | Lpb Ist Farm | ACID DERIVATIVE 19 METHYL 9 KETO 15 HYDROXY PROST 18 ENOIC |
| GB2048254B (en) * | 1979-04-02 | 1983-05-25 | Upjohn Co | 19,20 -didehydro-19-hydroxy and 19-oxo-prostaglandin derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA711840B (en) * | 1970-04-20 | 1972-01-26 | Upjohn Co | Pge3-type compounds |
-
1975
- 1975-09-12 GB GB37626/75A patent/GB1499018A/en not_active Expired
- 1975-09-18 CA CA235,783A patent/CA1072956A/en not_active Expired
- 1975-09-18 SE SE7510466A patent/SE413023B/en not_active IP Right Cessation
- 1975-09-18 DK DK418675A patent/DK418675A/en not_active Application Discontinuation
- 1975-09-18 FR FR7528588A patent/FR2285124A1/en active Granted
- 1975-09-19 NL NLAANVRAGE7511127,A patent/NL170413C/en not_active IP Right Cessation
- 1975-09-19 ES ES441126A patent/ES441126A1/en not_active Expired
- 1975-09-19 CH CH1217075A patent/CH621773A5/en not_active IP Right Cessation
- 1975-09-19 DE DE2541883A patent/DE2541883C2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES441126A1 (en) | 1977-06-01 |
| DE2541883A1 (en) | 1976-04-01 |
| FR2285124A1 (en) | 1976-04-16 |
| CH621773A5 (en) | 1981-02-27 |
| SE413023B (en) | 1980-03-31 |
| SE7510466L (en) | 1976-03-22 |
| DE2541883C2 (en) | 1984-03-29 |
| NL170413B (en) | 1982-06-01 |
| FR2285124B1 (en) | 1979-09-14 |
| NL7511127A (en) | 1976-03-23 |
| DK418675A (en) | 1976-03-20 |
| NL170413C (en) | 1982-11-01 |
| CA1072956A (en) | 1980-03-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19940912 |