GB1292661A - Prostanoic acid derivatives and preparation thereof - Google Patents
Prostanoic acid derivatives and preparation thereofInfo
- Publication number
- GB1292661A GB1292661A GB51866/69A GB5186669A GB1292661A GB 1292661 A GB1292661 A GB 1292661A GB 51866/69 A GB51866/69 A GB 51866/69A GB 5186669 A GB5186669 A GB 5186669A GB 1292661 A GB1292661 A GB 1292661A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- preparation
- alkyl
- acid derivatives
- 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
- WGJJROVFWIXTPA-OALUTQOASA-N prostanoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O WGJJROVFWIXTPA-OALUTQOASA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 7
- -1 acetoxy, benzoyloxy Chemical group 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 208000001953 Hypotension Diseases 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 230000002959 anti-hypotensive effect Effects 0.000 abstract 1
- 229940124572 antihypotensive agent Drugs 0.000 abstract 1
- 150000008049 diazo compounds Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000027119 gastric acid secretion Effects 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Pulmonology (AREA)
- Heart & Thoracic Surgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Abstract
1292661 Prostanoic acid derivatives AYERST McKENNA & HARRISON Ltd 22 Oct 1969 [22 Oct 1968 28 July 1969] 51866/69 Heading C2C The invention comprises novel prostanoic acid derivatives of the Formula I wherein (a) R<SP>2</SP> is H or C 1-3 alkyl, n is 1 to 6, R is H(OH) and R<SP>1</SP> is O ; (b) wherein R<SP>2</SP> is as defined in (a), R and R<SP>1</SP> are H(OH), and n is 1 to 3, 5 or 6; (c) R<SP>2</SP> and n are as defined in (a) and R and R<SP>1</SP> are both O ; (d) R<SP>2</SP> and n are as defined in (a), R<SP>1</SP> is OH, acetoxy, benzoyloxy, or tetrahydropyran-2-yloxy, R is O, and n is as defined in (b) when R<SP>3</SP> is OH ; and (e) n and R<SP>2</SP> are as defined in (a), R<SP>1</SP> is O, and R is acetoxy, benzoyloxy, benzyloxy or tetrahydro-pyran-2- yloxy, their preparation and the preparation of compounds of the above formula, R<SP>2</SP> is H or C 1 _ 3 alkyl, R and R<SP>1</SP> are H(OH) and n is 4 and R<SP>2</SP> is H or C 1-3 alkyl, R<SP>1</SP> is OH, R is O and n is 4. The compounds of the above formula in which R and R<SP>1</SP> are both O are prepared by treating compounds of the formula with zinc and acetic acid. Reduction of the diazo compounds thus obtained gives compounds of the Formula I above in which R and R<SP>1</SP> are both OH, R is OH and R<SP>1</SP> is O or R is O and R<SP>1</SP> is OH. Any hydroxy groups in the resulting compounds may be esterified or etherified, and any esters obtained hydrolysed. Pharmaceutical compositions contain the above novel compounds (a), (b) or (c) and pharmaceutically acceptable carriers or diluents. The compounds possess hypotensive, antihypotensive, gastric acid secretion inhibiting and/or bonclospasmolytic properties.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76975068A | 1968-10-22 | 1968-10-22 | |
| US84553269A | 1969-07-28 | 1969-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1292661A true GB1292661A (en) | 1972-10-11 |
Family
ID=27118218
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51866/69A Expired GB1292661A (en) | 1968-10-22 | 1969-10-22 | Prostanoic acid derivatives and preparation thereof |
| GB9562/72A Expired GB1292662A (en) | 1968-10-22 | 1969-10-22 | Bicycloheptaneheptanoic acids and esters thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9562/72A Expired GB1292662A (en) | 1968-10-22 | 1969-10-22 | Bicycloheptaneheptanoic acids and esters thereof |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS4843736B1 (en) |
| DE (1) | DE1953232A1 (en) |
| FR (1) | FR2021234B1 (en) |
| GB (2) | GB1292661A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006093348A3 (en) * | 2005-03-04 | 2006-11-16 | Sucampo Ag | Method and composition for treating peripheral vascular diseases |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56171280U (en) * | 1980-05-21 | 1981-12-17 |
-
1969
- 1969-10-21 FR FR6936080A patent/FR2021234B1/fr not_active Expired
- 1969-10-22 DE DE19691953232 patent/DE1953232A1/en active Pending
- 1969-10-22 JP JP44084577A patent/JPS4843736B1/ja active Pending
- 1969-10-22 GB GB51866/69A patent/GB1292661A/en not_active Expired
- 1969-10-22 GB GB9562/72A patent/GB1292662A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006093348A3 (en) * | 2005-03-04 | 2006-11-16 | Sucampo Ag | Method and composition for treating peripheral vascular diseases |
| EP2308495A1 (en) * | 2005-03-04 | 2011-04-13 | Sucampo AG | Method and composition for treating peripheral vascular diseases |
| EP2329825A1 (en) * | 2005-03-04 | 2011-06-08 | Sucampo AG | Method and composition for treating peripheral vascular diseases |
| US8143316B2 (en) | 2005-03-04 | 2012-03-27 | Sucampo Ag | Method for treating peripheral vascular diseases |
| NO340755B1 (en) * | 2005-03-04 | 2017-06-12 | Sucampo Ag | Use of an 11-deoxy-prostaglandin compound for the preparation of a composition for the treatment of a peripheral vascular disease in a mammal. |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2021234A1 (en) | 1970-07-17 |
| DE1953232A1 (en) | 1970-04-30 |
| JPS4843736B1 (en) | 1973-12-20 |
| FR2021234B1 (en) | 1974-11-15 |
| GB1292662A (en) | 1972-10-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |