GB1172060A - Cyclopentaneheptanoic Acids - Google Patents
Cyclopentaneheptanoic AcidsInfo
- Publication number
- GB1172060A GB1172060A GB5174368A GB5174368A GB1172060A GB 1172060 A GB1172060 A GB 1172060A GB 5174368 A GB5174368 A GB 5174368A GB 5174368 A GB5174368 A GB 5174368A GB 1172060 A GB1172060 A GB 1172060A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- acid
- hydroxy
- prepared
- prostaglandins
- 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 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 3-hydroxyoctanyl compound Chemical class 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 abstract 2
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 2
- 150000003180 prostaglandins Chemical class 0.000 abstract 2
- UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 abstract 1
- 229930182837 (R)-adrenaline Natural products 0.000 abstract 1
- 241001494479 Pecora Species 0.000 abstract 1
- 208000007536 Thrombosis Diseases 0.000 abstract 1
- 230000002159 abnormal effect Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 210000001772 blood platelet Anatomy 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- HOBAELRKJCKHQD-QNEBEIHSSA-N dihomo-γ-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O HOBAELRKJCKHQD-QNEBEIHSSA-N 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 229960005139 epinephrine Drugs 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 235000021588 free fatty acids Nutrition 0.000 abstract 1
- 239000007943 implant Substances 0.000 abstract 1
- 238000011534 incubation Methods 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000133 nasal decongestant Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 210000001625 seminal vesicle Anatomy 0.000 abstract 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 201000010653 vesiculitis Diseases 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P31/00—Preparation of compounds containing a five-membered ring having two side-chains in ortho position to each other, and having at least one oxygen atom directly bound to the ring in ortho position to one of the side-chains, one side-chain containing, not directly bound 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 at least one oxygen atom bound in gamma-position to the ring, e.g. prostaglandins
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (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
1,172,060. Compounds related to prostaglandins. UPJOHN CO. 31 Oct., 1968 [1 Nov., 1967], No. 51743/68. Heading C2C. Novel compounds of the formula (wherein X is -CH 2 CH 2 - or trans-CH = CH-; R 1 is H, C 1-8 alkyl or a cation, and R 2 is H or C 1-8 alkanoyl) are prepared by aerobic incubation of all-cis-8,11,14-eicosatrienoic acid at pH about 7 to 9 with an aqueous buffered suspension of comminuted sheep seminal vesicles and isolation of the desired 7-[3α-hydroxy-2-(3- hydroxy - 1 - octenyl) - 5 - oxo - cyclopentyl]. heptanoic acid (called ovinoic acid), followed, when required, by reduction to the 3-hydroxyoctanyl compound. Acylates, salts and esters may be prepared by conventional processes. Cations R 1 may be the cationic forms of a metal, ammonia or an amine or are quaternary ammonium ions. The novel compounds may be made up into pharmaceutical compositions with suitable carriers. The compounds are similar in structure to some of the natural prostaglandins and have some similar properties, e.g they are potent antagonists of epinephrine-induced mobilization of free fatty acids and can be used in the cure of diseases involving abnormal lipid mobilization; and they are active in inhibiting blood platelet aggregation and thrombus formation. They are also useful as nasal decongestants. The compositions may be administered intravenously, subcutaneously, intramuscularly, orally, rectally and in the form of sterile implants.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67973467A | 1967-11-01 | 1967-11-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1172060A true GB1172060A (en) | 1969-11-26 |
Family
ID=24728129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5174368A Expired GB1172060A (en) | 1967-11-01 | 1968-10-31 | Cyclopentaneheptanoic Acids |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE723210A (en) |
| DE (1) | DE1806032A1 (en) |
| FR (2) | FR8250M (en) |
| GB (1) | GB1172060A (en) |
-
1968
- 1968-01-30 FR FR183238A patent/FR8250M/fr not_active Expired
- 1968-10-30 DE DE19681806032 patent/DE1806032A1/en active Pending
- 1968-10-31 GB GB5174368A patent/GB1172060A/en not_active Expired
- 1968-10-31 BE BE723210D patent/BE723210A/xx unknown
- 1968-10-31 FR FR1602546D patent/FR1602546A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE723210A (en) | 1969-04-30 |
| DE1806032A1 (en) | 1969-06-19 |
| FR1602546A (en) | 1970-12-21 |
| FR8250M (en) | 1970-10-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |