GB1513913A - Prostane derivatives - Google Patents
Prostane derivativesInfo
- Publication number
- GB1513913A GB1513913A GB26352/75A GB2635275A GB1513913A GB 1513913 A GB1513913 A GB 1513913A GB 26352/75 A GB26352/75 A GB 26352/75A GB 2635275 A GB2635275 A GB 2635275A GB 1513913 A GB1513913 A GB 1513913A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- alkyl
- compounds
- alkoxy
- formula
- 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
- UKVVPDHLUHAJNZ-PMACEKPBSA-N prostane Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC UKVVPDHLUHAJNZ-PMACEKPBSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 14
- 125000000217 alkyl group Chemical group 0.000 abstract 11
- 125000003545 alkoxy group Chemical group 0.000 abstract 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 5
- -1 carboxy, hydroxymethyl Chemical group 0.000 abstract 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 3
- 150000004702 methyl esters Chemical class 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 1
- RNCIIHKCYDGCRI-UHFFFAOYSA-N 1-(1-butylcyclohexyl)-2-di(propan-2-yloxy)phosphorylethanone Chemical compound C(CCC)C1(CCCCC1)C(CP(OC(C)C)(OC(C)C)=O)=O RNCIIHKCYDGCRI-UHFFFAOYSA-N 0.000 abstract 1
- AJJDTRMVMBDUPP-UHFFFAOYSA-N 1-(1-butylcyclopentyl)-2-dimethoxyphosphorylethanone Chemical compound COP(=O)(OC)CC(=O)C1(CCCC)CCCC1 AJJDTRMVMBDUPP-UHFFFAOYSA-N 0.000 abstract 1
- YREQYUFYDFSXJC-UHFFFAOYSA-N 1-bromocyclobutane-1-carboxylic acid Chemical compound OC(=O)C1(Br)CCC1 YREQYUFYDFSXJC-UHFFFAOYSA-N 0.000 abstract 1
- SQQBGYGZHHXUPZ-UHFFFAOYSA-N 1-butylcyclohexane-1-carboxylic acid Chemical compound CCCCC1(C(O)=O)CCCCC1 SQQBGYGZHHXUPZ-UHFFFAOYSA-N 0.000 abstract 1
- DXOURNRBIQESQZ-UHFFFAOYSA-N 1-butylcyclopentane-1-carboxylic acid Chemical compound CCCCC1(C(O)=O)CCCC1 DXOURNRBIQESQZ-UHFFFAOYSA-N 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- 150000001243 acetic acids Chemical class 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 abstract 1
- 210000004211 gastric acid Anatomy 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- MFGZMSTXRMOWEG-UHFFFAOYSA-N methyl 1-(1-phenylethyl)cyclobutane-1-carboxylate Chemical compound C1(=CC=CC=C1)C(C)C1(CCC1)C(=O)OC MFGZMSTXRMOWEG-UHFFFAOYSA-N 0.000 abstract 1
- HWTKANUTEOWNMX-UHFFFAOYSA-N methyl 1-(2-chlorophenoxy)cyclobutane-1-carboxylate Chemical compound C=1C=CC=C(Cl)C=1OC1(C(=O)OC)CCC1 HWTKANUTEOWNMX-UHFFFAOYSA-N 0.000 abstract 1
- UBLOEIPLSDEOCQ-UHFFFAOYSA-N methyl 1-(3-chlorophenoxy)cyclobutane-1-carboxylate Chemical compound C=1C=CC(Cl)=CC=1OC1(C(=O)OC)CCC1 UBLOEIPLSDEOCQ-UHFFFAOYSA-N 0.000 abstract 1
- RFXSWXHUIXGZTJ-UHFFFAOYSA-N methyl 1-[(3-chlorophenyl)methyl]cyclobutane-1-carboxylate Chemical compound C=1C=CC(Cl)=CC=1CC1(C(=O)OC)CCC1 RFXSWXHUIXGZTJ-UHFFFAOYSA-N 0.000 abstract 1
- JPTVUWKNOXUCCY-UHFFFAOYSA-N methyl 1-[3-(trifluoromethyl)phenoxy]cyclobutane-1-carboxylate Chemical compound FC(C=1C=C(OC2(CCC2)C(=O)OC)C=CC1)(F)F JPTVUWKNOXUCCY-UHFFFAOYSA-N 0.000 abstract 1
- MLZOWOZDDFLISY-UHFFFAOYSA-N methyl 1-benzylcyclobutane-1-carboxylate Chemical compound C=1C=CC=CC=1CC1(C(=O)OC)CCC1 MLZOWOZDDFLISY-UHFFFAOYSA-N 0.000 abstract 1
- WBEVGYGEJHUARK-UHFFFAOYSA-N methyl 1-butylcyclopentane-1-carboxylate Chemical compound CCCCC1(C(=O)OC)CCCC1 WBEVGYGEJHUARK-UHFFFAOYSA-N 0.000 abstract 1
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 abstract 1
- 150000002826 nitrites Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003180 prostaglandins Chemical class 0.000 abstract 1
- 239000000126 substance Substances 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
-
- 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
-
- 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
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- 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
- C07F9/4018—Esters of cycloaliphatic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (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)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB26352/75A GB1513913A (en) | 1975-06-20 | 1975-06-20 | Prostane derivatives |
| ZA763381A ZA763381B (en) | 1975-06-20 | 1976-06-07 | Prostane derivatives |
| AU14975/76A AU1497576A (en) | 1975-06-20 | 1976-06-16 | Prostane derivatives |
| SE7606930A SE7606930L (sv) | 1975-06-20 | 1976-06-17 | Prostanderivat och sett for deras framstellning |
| BE168115A BE843168A (fr) | 1975-06-20 | 1976-06-18 | Derives du prostane |
| DE19762627462 DE2627462A1 (de) | 1975-06-20 | 1976-06-18 | Prostanderivate |
| NO762123A NO762123L (it) | 1975-06-20 | 1976-06-18 | |
| DK275776A DK275776A (da) | 1975-06-20 | 1976-06-18 | Prostanderivater |
| NL7606619A NL7606619A (nl) | 1975-06-20 | 1976-06-18 | Werkwijze voor de bereiding van prostaanderiva- ten. |
| CS764040A CS188286B2 (en) | 1975-06-20 | 1976-06-18 | Method of producing derivatives of 9-oxo-15-cycloalkyl-pentanorprostanic acid |
| DD193446A DD125599A5 (it) | 1975-06-20 | 1976-06-18 | |
| JP51072086A JPS523043A (en) | 1975-06-20 | 1976-06-18 | Prostane derivative process for preparing same and pharmaceutical and veterinary composition containing same for controlling secretion of gastric juice |
| FR7618627A FR2315912A1 (fr) | 1975-06-20 | 1976-06-18 | Derives du prostane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB26352/75A GB1513913A (en) | 1975-06-20 | 1975-06-20 | Prostane derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1513913A true GB1513913A (en) | 1978-06-14 |
Family
ID=10242336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26352/75A Expired GB1513913A (en) | 1975-06-20 | 1975-06-20 | Prostane derivatives |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS523043A (it) |
| AU (1) | AU1497576A (it) |
| BE (1) | BE843168A (it) |
| CS (1) | CS188286B2 (it) |
| DD (1) | DD125599A5 (it) |
| DE (1) | DE2627462A1 (it) |
| DK (1) | DK275776A (it) |
| FR (1) | FR2315912A1 (it) |
| GB (1) | GB1513913A (it) |
| NL (1) | NL7606619A (it) |
| NO (1) | NO762123L (it) |
| SE (1) | SE7606930L (it) |
| ZA (1) | ZA763381B (it) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4808734A (en) * | 1986-12-01 | 1989-02-28 | Hoffmann-La Roche Inc. | 16-cycloalkyl-7-fluoro-prostacyclins |
-
1975
- 1975-06-20 GB GB26352/75A patent/GB1513913A/en not_active Expired
-
1976
- 1976-06-07 ZA ZA763381A patent/ZA763381B/xx unknown
- 1976-06-16 AU AU14975/76A patent/AU1497576A/en not_active Expired
- 1976-06-17 SE SE7606930A patent/SE7606930L/xx unknown
- 1976-06-18 FR FR7618627A patent/FR2315912A1/fr active Granted
- 1976-06-18 DE DE19762627462 patent/DE2627462A1/de not_active Withdrawn
- 1976-06-18 DD DD193446A patent/DD125599A5/xx unknown
- 1976-06-18 DK DK275776A patent/DK275776A/da not_active Application Discontinuation
- 1976-06-18 CS CS764040A patent/CS188286B2/cs unknown
- 1976-06-18 NO NO762123A patent/NO762123L/no unknown
- 1976-06-18 JP JP51072086A patent/JPS523043A/ja active Pending
- 1976-06-18 NL NL7606619A patent/NL7606619A/xx not_active Application Discontinuation
- 1976-06-18 BE BE168115A patent/BE843168A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4808734A (en) * | 1986-12-01 | 1989-02-28 | Hoffmann-La Roche Inc. | 16-cycloalkyl-7-fluoro-prostacyclins |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2315912A1 (fr) | 1977-01-28 |
| JPS523043A (en) | 1977-01-11 |
| CS188286B2 (en) | 1979-02-28 |
| FR2315912B1 (it) | 1981-12-18 |
| AU1497576A (en) | 1977-12-22 |
| SE7606930L (sv) | 1976-12-21 |
| ZA763381B (en) | 1977-05-25 |
| NO762123L (it) | 1976-12-21 |
| BE843168A (fr) | 1976-12-20 |
| DK275776A (da) | 1976-12-21 |
| NL7606619A (nl) | 1976-12-22 |
| DD125599A5 (it) | 1977-05-04 |
| DE2627462A1 (de) | 1976-12-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |