GB1398838A - Prostaglandin analogues and production thereof - Google Patents
Prostaglandin analogues and production thereofInfo
- Publication number
- GB1398838A GB1398838A GB38475A GB38475A GB1398838A GB 1398838 A GB1398838 A GB 1398838A GB 38475 A GB38475 A GB 38475A GB 38475 A GB38475 A GB 38475A GB 1398838 A GB1398838 A GB 1398838A
- Authority
- GB
- United Kingdom
- Prior art keywords
- analogues
- formulμ
- octenyl
- trans
- dimethyl
- 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
- 229940006138 antiglaucoma drug and miotics prostaglandin analogues Drugs 0.000 title 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 5
- 150000003180 prostaglandins Chemical class 0.000 abstract 5
- -1 4 - methylcyclohexyl Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 3
- 230000003301 hydrolyzing effect Effects 0.000 abstract 3
- 229920000858 Cyclodextrin Polymers 0.000 abstract 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 abstract 2
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 abstract 1
- DFXYFRLRTGSPPR-UHFFFAOYSA-N 1-diethoxyphosphorylheptan-2-one Chemical class CCCCCC(=O)CP(=O)(OCC)OCC DFXYFRLRTGSPPR-UHFFFAOYSA-N 0.000 abstract 1
- RYCSYYMZXSIBJI-UHFFFAOYSA-N 1-dimethoxyphosphoryl-3-methylheptan-2-one Chemical compound CCCCC(C)C(=O)CP(=O)(OC)OC RYCSYYMZXSIBJI-UHFFFAOYSA-N 0.000 abstract 1
- ZVMXXWIDZWKYOM-UHFFFAOYSA-N 2-diethoxyphosphoryloctan-3-one Chemical compound O=C(C(C)P(OCC)(OCC)=O)CCCCC ZVMXXWIDZWKYOM-UHFFFAOYSA-N 0.000 abstract 1
- XSDLSEOIVCVTQZ-UHFFFAOYSA-N 2h-cyclopenta[b]furan Chemical class C1=CC2=CCOC2=C1 XSDLSEOIVCVTQZ-UHFFFAOYSA-N 0.000 abstract 1
- 101000692460 Bos taurus Prostaglandin F synthase 1 Proteins 0.000 abstract 1
- 101000692466 Bos taurus Prostaglandin F synthase 2 Proteins 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- KUJUWQZJHBXEHL-UHFFFAOYSA-N [2-methyl-1-(4-methylcyclohexyl)-1-oxopropan-2-yl]phosphonic acid Chemical compound CC1CCC(CC1)C(=O)C(C)(C)P(=O)(O)O KUJUWQZJHBXEHL-UHFFFAOYSA-N 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 abstract 1
- 238000006266 etherification reaction Methods 0.000 abstract 1
- LFLSVOVPJVCWKQ-UHFFFAOYSA-N ethyl 2-methylhexanoate Chemical compound CCCCC(C)C(=O)OCC LFLSVOVPJVCWKQ-UHFFFAOYSA-N 0.000 abstract 1
- XJPRHDICMWGRBM-UHFFFAOYSA-N ethyl 3-(4-methylcyclohexyl)propanoate Chemical compound CCOC(=O)CCC1CCC(C)CC1 XJPRHDICMWGRBM-UHFFFAOYSA-N 0.000 abstract 1
- QQEFHYCDPYOFIH-UHFFFAOYSA-N ethyl 3-methylhexanoate Chemical compound CCCC(C)CC(=O)OCC QQEFHYCDPYOFIH-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 238000010561 standard procedure Methods 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
- 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
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0025—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing keto groups
-
- 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
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2909671 | 1971-04-30 | ||
| JP9211371A JPS4854068A (fr) | 1971-11-17 | 1971-11-17 | |
| JP46099936A JPS4864073A (fr) | 1971-04-30 | 1971-12-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1398838A true GB1398838A (en) | 1975-06-25 |
Family
ID=27286426
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1970672A Expired GB1398291A (en) | 1971-04-30 | 1972-04-27 | Prostaglandin analogues and production thereof |
| GB38475A Expired GB1398838A (en) | 1971-04-30 | 1972-04-27 | Prostaglandin analogues and production thereof |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1970672A Expired GB1398291A (en) | 1971-04-30 | 1972-04-27 | Prostaglandin analogues and production thereof |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS4864073A (fr) |
| AR (1) | AR196490A1 (fr) |
| BE (1) | BE782822A (fr) |
| CA (1) | CA988083A (fr) |
| CH (1) | CH575368A5 (fr) |
| DD (1) | DD99563A5 (fr) |
| DE (1) | DE2221301A1 (fr) |
| ES (1) | ES402263A1 (fr) |
| GB (2) | GB1398291A (fr) |
| HU (1) | HU168838B (fr) |
| NL (1) | NL7205806A (fr) |
| SE (1) | SE7507619L (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4949963A (fr) * | 1972-09-16 | 1974-05-15 | ||
| US3962312A (en) * | 1972-09-21 | 1976-06-08 | Ono Pharmaceutical Company | 9,11,15-Trihydroxy prost-5-enoic acid analogues |
| IL50310A (en) * | 1972-11-08 | 1977-08-31 | Pfizer | Dimethyl ketophosphonates |
| JPS5720305B2 (fr) * | 1973-02-28 | 1982-04-27 | ||
| JPS5823393B2 (ja) * | 1974-03-14 | 1983-05-14 | オノヤクヒンコウギヨウ カブシキガイシヤ | プロスタグランジンルイジカゴウブツ ノ セイゾウホウホウ |
-
1971
- 1971-12-10 JP JP46099936A patent/JPS4864073A/ja active Pending
-
1972
- 1972-04-27 GB GB1970672A patent/GB1398291A/en not_active Expired
- 1972-04-27 GB GB38475A patent/GB1398838A/en not_active Expired
- 1972-04-28 AR AR241703A patent/AR196490A1/es active
- 1972-04-28 BE BE782822A patent/BE782822A/fr unknown
- 1972-04-28 CH CH636272A patent/CH575368A5/xx not_active IP Right Cessation
- 1972-04-28 NL NL7205806A patent/NL7205806A/xx not_active Application Discontinuation
- 1972-04-29 DE DE19722221301 patent/DE2221301A1/de active Pending
- 1972-04-29 ES ES402263A patent/ES402263A1/es not_active Expired
- 1972-04-29 HU HUOO180A patent/HU168838B/hu unknown
- 1972-05-01 CA CA141,153A patent/CA988083A/en not_active Expired
- 1972-05-02 DD DD162679A patent/DD99563A5/xx unknown
-
1975
- 1975-07-02 SE SE7507619A patent/SE7507619L/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HU168838B (fr) | 1976-07-28 |
| GB1398291A (en) | 1975-06-18 |
| ES402263A1 (es) | 1976-01-01 |
| DD99563A5 (fr) | 1973-08-12 |
| JPS4864073A (fr) | 1973-09-05 |
| CA988083A (en) | 1976-04-27 |
| CH575368A5 (fr) | 1976-05-14 |
| DE2221301A1 (de) | 1972-11-23 |
| SE7507619L (sv) | 1975-07-02 |
| AR196490A1 (es) | 1974-02-06 |
| NL7205806A (fr) | 1972-11-01 |
| BE782822A (fr) | 1972-08-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4073934A (en) | Novel acetylenic prostaglandin analogs | |
| GB1373461A (en) | Tetrazoyl derivatives of naturally occuring prostaglandins | |
| CA1091226A (fr) | Derives du prostane et procede de production | |
| GB1416410A (en) | Prostaglandin anologues | |
| GB1507211A (en) | Prostaglandin analogues | |
| GB1330003A (en) | Cyclopentane derivatives | |
| IE38241L (en) | Prostanoic acid derivatives | |
| GB1398838A (en) | Prostaglandin analogues and production thereof | |
| GB1386146A (en) | Cyclopentane derivatives | |
| DE2434133C2 (de) | 15,15-Äthylendioxy-Prostansäurederivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel | |
| US4346228A (en) | Novel 11-oxoprostaglandin derivatives | |
| GB1396206A (en) | Prostaglandins and the preparation thereof | |
| US3879438A (en) | 4,5,13-Prostatrienoic acid derivatives | |
| US4001286A (en) | Phenyl-substituted prostaglandin-β-type anologs | |
| US4065631A (en) | 17-Phenyl-18,19,20-trinor-cis-4,5-didehydro-PGF1β compounds | |
| GB1462716A (en) | Prosta-5-cis,11,13-trnas-trienoic acids and derivatives thereof | |
| IE49406B1 (en) | New prostane derivatives and their manufacture and use | |
| IE38058L (en) | Prostaglandin carboxamides | |
| GB1508168A (en) | 11-deoxy-15-substituted-16,17,18,19,20-pentanorprostaglandins | |
| GB1423664A (en) | Prostaglandin compounds | |
| GB1434620A (en) | Prostaglandins and the preparation thereof | |
| GB1440601A (en) | Oxaprostaglandins | |
| US4005115A (en) | Phenyl-substituted prostaglandin-A type analogs | |
| GB1362955A (en) | Omega - homo - prostaglandin e1 heptyl ester and production thereof | |
| GB1460519A (en) | Polyunsaturated prostaglandin derivatives and process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |