FR2378009A2 - 15-Acyloxy-prostaglandin analogues - with hypotensive activity without undesired smooth muscle side effects (BE 24.7.78) - Google Patents
15-Acyloxy-prostaglandin analogues - with hypotensive activity without undesired smooth muscle side effects (BE 24.7.78)Info
- Publication number
- FR2378009A2 FR2378009A2 FR7801790A FR7801790A FR2378009A2 FR 2378009 A2 FR2378009 A2 FR 2378009A2 FR 7801790 A FR7801790 A FR 7801790A FR 7801790 A FR7801790 A FR 7801790A FR 2378009 A2 FR2378009 A2 FR 2378009A2
- Authority
- FR
- France
- Prior art keywords
- smooth muscle
- alkyl
- hypotensive activity
- substd
- acyloxy
- 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.)
- Pending
Links
- 229940006138 antiglaucoma drug and miotics prostaglandin analogues Drugs 0.000 title abstract 2
- 230000000694 effects Effects 0.000 title abstract 2
- 230000001077 hypotensive effect Effects 0.000 title abstract 2
- 210000002460 smooth muscle Anatomy 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (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)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Prostaglandin analogues of formula (I), suitable salts and esters are new. In (I), one of R1 and R2 is H and the other is OH, or R1+R2 is O, R3 is 1-10C alkyl (opt. substd. by 1-5C alkoxy or by aryloxy, furyloxy or benzyloxy which may in turn be substd. by one or more 1-3C alkyl gps.), or 3-7C cycloalkyl, aryl or furyl opt. substd. by one or more 1-3C alkyl gps.; and R is H or is not >10C alkyl. (I) have hypotensive activity which is superior to that of the corresp. non-acylated cpds. Undesired smooth muscle side-effects are not observed. Specific cpds. (I) include 9-keto-15alpha-acetoxy-16,16-dimethyl-18-oxa-prost-4,13-dienoic acid. In an example, this was prepd. by acylating the corresp. 15alpha-hydroxy cpd. with acetic anhydride in the presence of pyridine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772702366 DE2702366A1 (en) | 1977-01-21 | 1977-01-21 | NEW PROSTAGLANDIN ANALOGS AND METHOD FOR THEIR PRODUCTION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2378009A2 true FR2378009A2 (en) | 1978-08-18 |
Family
ID=5999192
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7801790A Pending FR2378009A2 (en) | 1977-01-21 | 1978-01-23 | 15-Acyloxy-prostaglandin analogues - with hypotensive activity without undesired smooth muscle side effects (BE 24.7.78) |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS5392740A (en) |
| BE (1) | BE863205R (en) |
| DE (1) | DE2702366A1 (en) |
| DK (1) | DK29478A (en) |
| ES (1) | ES466004A2 (en) |
| FR (1) | FR2378009A2 (en) |
| LU (1) | LU78909A1 (en) |
| NL (1) | NL7714523A (en) |
| SE (1) | SE7800688L (en) |
| ZA (1) | ZA78366B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2322593A1 (en) * | 1975-09-02 | 1977-04-01 | Upjohn Co | NEW PROSTAGLANDIN ANALOGUES AND MEDICINAL PRODUCTS CONTAINING THEM |
| US4045577A (en) * | 1971-06-17 | 1977-08-30 | Alza Corporation | Valuable medicinial prostaglandin compounds prepared from material isolated from the sea |
-
1977
- 1977-01-21 DE DE19772702366 patent/DE2702366A1/en active Pending
- 1977-12-29 NL NL7714523A patent/NL7714523A/en not_active Application Discontinuation
-
1978
- 1978-01-16 ES ES466004A patent/ES466004A2/en not_active Expired
- 1978-01-19 LU LU78909A patent/LU78909A1/en unknown
- 1978-01-19 SE SE7800688A patent/SE7800688L/en unknown
- 1978-01-20 ZA ZA00780366A patent/ZA78366B/en unknown
- 1978-01-20 JP JP573078A patent/JPS5392740A/en active Pending
- 1978-01-20 DK DK29478A patent/DK29478A/en unknown
- 1978-01-23 BE BE184545A patent/BE863205R/en active
- 1978-01-23 FR FR7801790A patent/FR2378009A2/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4045577A (en) * | 1971-06-17 | 1977-08-30 | Alza Corporation | Valuable medicinial prostaglandin compounds prepared from material isolated from the sea |
| FR2322593A1 (en) * | 1975-09-02 | 1977-04-01 | Upjohn Co | NEW PROSTAGLANDIN ANALOGUES AND MEDICINAL PRODUCTS CONTAINING THEM |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2702366A1 (en) | 1978-08-03 |
| ZA78366B (en) | 1979-01-31 |
| BE863205R (en) | 1978-07-24 |
| NL7714523A (en) | 1978-07-25 |
| SE7800688L (en) | 1978-07-22 |
| DK29478A (en) | 1978-07-22 |
| ES466004A2 (en) | 1978-10-01 |
| JPS5392740A (en) | 1978-08-15 |
| LU78909A1 (en) | 1978-09-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES449162A1 (en) | 16-Phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives | |
| IE43653L (en) | Sequestration of oxygen dissolved in water | |
| GB1355147A (en) | Oxoprostanoic acid derivatives | |
| IE812057L (en) | Preparing alpha aromatic alkanoic acid derivatives | |
| FR2378009A2 (en) | 15-Acyloxy-prostaglandin analogues - with hypotensive activity without undesired smooth muscle side effects (BE 24.7.78) | |
| GB1131498A (en) | Niconitic acid esters | |
| ES8604960A1 (en) | 1,6-Naphthyridine derivatives, process for their preparation and medicament containing them. | |
| ES426040A1 (en) | Vinvamine series cycloalkyl-alkyl esters | |
| ES461785A1 (en) | Behenic acid esters, compositions thereof and a method of preparation thereof | |
| GB1514389A (en) | Glycerides with antibacterial properties | |
| GB1498535A (en) | Heterocyclic compounds | |
| JPS523046A (en) | Prepration of 4-homotwistane-3-carboxylic acid esters | |
| ES466034A2 (en) | New analogue of prostaglandin and its preparation | |
| ES384231A1 (en) | 2-chloroethane-(thiono)-phosphonic acid esters | |
| ES436058A1 (en) | O-Alkyl-O-n-propyl-O-pyrimidin(2)yl-thiono-phosphoric acid esters | |
| ES449718A1 (en) | Insecticidal and acaricidal O-ethyl-O-{8 1,6-dihydro-1-substituted-6-oxo-pyridazin(3)yl{9 -thionobenzenephosphonic acid esters | |
| IE42666L (en) | Deoxyclavulanic acid and deoxyisoclavulanic acid and¹derivatives thereof | |
| GB1468116A (en) | Esters of 5-n-butyl-pyridine-2-carboxylic acid | |
| FR2044201A5 (en) | Nematocidal alkoxyvinyl dithio phosphoric - acid esters | |
| ES432562A1 (en) | O,S-Dialkyl-O-(2-cyanophenyl)-thionothiolphosphoric acid esters and insecticidal and acaricidal compositions and method | |
| FR2191894A1 (en) | Vincamine and apovincaminic esters and N-oxides - cerebrovascular agents prepd by transesterification of methyl esters and opt oxidn | |
| ES418550A1 (en) | O-alkyl-s-alkyl-o-(1-hydrocarbyloxy carbonyl-1-propen-2-yl)dithiophosphates | |
| JPS5246067A (en) | Reduction of optically active 5-oxo-2-pyrrolidinacetic acid esters | |
| FR2383949A1 (en) | Hypotensive oxa-yohimbane derivs. - prepd. by treating a methyl oxa-yohimbane carboxylic ester with hydrazine | |
| FR2258128A1 (en) | Synergistic herbicidal compsn. - of 2.1.3-benzo-thiadiazin-4-ones and phenoxyacrylic acid esters |