ES437037A1 - 15-substituted-omega-pentanorprostaglandins - Google Patents
15-substituted-omega-pentanorprostaglandinsInfo
- Publication number
- ES437037A1 ES437037A1 ES437037A ES437037A ES437037A1 ES 437037 A1 ES437037 A1 ES 437037A1 ES 437037 A ES437037 A ES 437037A ES 437037 A ES437037 A ES 437037A ES 437037 A1 ES437037 A1 ES 437037A1
- Authority
- ES
- Spain
- Prior art keywords
- compound
- phenyl
- hydrogen
- represent
- 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
- 150000001875 compounds Chemical class 0.000 abstract 6
- -1 beta-naphthyl Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 abstract 1
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07F9/4056—Esters of arylalkanephosphonic acids
- C07F9/4059—Compounds containing the structure (RY)2P(=X)-(CH2)n-C(=O)-(CH2)m-Ar, (X, Y = O, S, Se; n>=1, m>=0)
-
- 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B63—SHIPS OR OTHER WATERBORNE VESSELS; RELATED EQUIPMENT
- B63B—SHIPS OR OTHER WATERBORNE VESSELS; EQUIPMENT FOR SHIPPING
- B63B2211/00—Applications
- B63B2211/02—Oceanography
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Furan Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Compounds Of Unknown Constitution (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
A process for preparing cyclopentane derivatives having the following structure: ** (See formula) ** in which: Ar is alpha- or beta-furyl; alpha- or beta-thienyl; alpha- or beta-naphthyl; phenyl; 3,4-dimethoxyphenyl; 3,4-methylenedioxyphenyl; 3,4,5-trimethoxyphenyl or monosubstituted phenyl in which the substituent is halo, trifluoromethyl, phenyl, lower alkyl or lower alkoxy; n is an integer from 0 to 5, provided that when Ar is phenyl, substituted phenyl, or naphthyl, n is 0 or 1; R is hydrogen or lower alkyl and Q is hydrogen or p-biphenylcarbonyl, characterized by: a) reducing a compound of formula IIA: ** (See formula) ** in which: Ar, n and Q represent what is indicated above, to produce a compound of formula III, in which Ar, n and Q represent what is indicated before and R is hydrogen and, if desired, separate the 15alpha isomers - and 15beta-; b) treating a compound of formula IIa with a suitable alkylating agent, to form a compound of formula III in which Ar, n and Q represent what is indicated above and R is lower alkyl; and, if desired, treating the compound of formula III in which Ar, n and R represent what is indicated above and Q is biphenylcarbonyl, with K2CO3 to produce a compound of formula III in which Q is hydrogen and, if desired, separate the 15alpha- and 15beta- isomers. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27122072A | 1972-07-13 | 1972-07-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES437037A1 true ES437037A1 (en) | 1977-01-01 |
Family
ID=23034697
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES416865A Expired ES416865A1 (en) | 1972-07-13 | 1973-07-03 | 15-substituted-omega-pentanorprostaglandins |
| ES437037A Expired ES437037A1 (en) | 1972-07-13 | 1975-04-26 | 15-substituted-omega-pentanorprostaglandins |
| ES437038A Expired ES437038A1 (en) | 1972-07-13 | 1975-04-26 | 15-substituted-omega-pentanorprostaglandins |
| ES437039A Expired ES437039A1 (en) | 1972-07-13 | 1975-04-26 | 15-substituted-omega-pentanorprostaglandins |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES416865A Expired ES416865A1 (en) | 1972-07-13 | 1973-07-03 | 15-substituted-omega-pentanorprostaglandins |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES437038A Expired ES437038A1 (en) | 1972-07-13 | 1975-04-26 | 15-substituted-omega-pentanorprostaglandins |
| ES437039A Expired ES437039A1 (en) | 1972-07-13 | 1975-04-26 | 15-substituted-omega-pentanorprostaglandins |
Country Status (25)
| Country | Link |
|---|---|
| JP (4) | JPS5241257B2 (en) |
| AR (2) | AR209064A1 (en) |
| AT (1) | AT367033B (en) |
| BE (1) | BE802231A (en) |
| CA (1) | CA1041495A (en) |
| CH (1) | CH593254A5 (en) |
| CS (1) | CS201027B2 (en) |
| DD (2) | DD109210A5 (en) |
| DE (1) | DE2334945A1 (en) |
| ES (4) | ES416865A1 (en) |
| FI (1) | FI57583C (en) |
| FR (1) | FR2192834B1 (en) |
| GB (1) | GB1446341A (en) |
| HU (4) | HU172058B (en) |
| IE (1) | IE37909B1 (en) |
| IL (2) | IL42691A (en) |
| IN (1) | IN138789B (en) |
| LU (1) | LU68015A1 (en) |
| NL (1) | NL7309792A (en) |
| NO (2) | NO143741C (en) |
| PH (1) | PH11461A (en) |
| SE (3) | SE7705946L (en) |
| SU (4) | SU644384A3 (en) |
| YU (1) | YU187773A (en) |
| ZA (1) | ZA734769B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1386146A (en) * | 1972-05-03 | 1975-03-05 | Ici Ltd | Cyclopentane derivatives |
| DE2416193C2 (en) | 1974-04-03 | 1985-08-14 | Hoechst Ag, 6230 Frankfurt | Prostaglandin analogs, processes for their preparation and their use as cytoprotective agents |
| DE2463432C2 (en) * | 1974-04-03 | 1987-06-19 | Hoechst Ag, 6230 Frankfurt, De | |
| ZA747723B (en) * | 1974-12-11 | 1976-11-24 | Pfizer | 11-desoxy-15-substituted-omega-pentanor prostaglandins |
| US4149006A (en) * | 1977-01-24 | 1979-04-10 | G. D. Searle & Co. | Prostaglandin derivatives having alkynyl, hydroxy and aryloxy junctions in the 2β side chain |
| GB8329559D0 (en) * | 1983-11-04 | 1983-12-07 | Erba Farmitalia | Furyl derivatives of 16-substituted prostaglandins preparations |
| SE9002596D0 (en) * | 1990-08-08 | 1990-08-08 | Pharmacia Ab | A METHOD OF SYNTHESIS OF PROSTAGLANDIN DERIVATIVES |
| US5972991A (en) * | 1992-09-21 | 1999-10-26 | Allergan | Cyclopentane heptan(ene) oic acid, 2-heteroarylalkenyl derivatives as therapeutic agents |
| US6602900B2 (en) | 1992-09-21 | 2003-08-05 | Allergan, Inc. | Cyclopentane heptan(ENE)oic acid, 2-heteroarylalkenyl derivatives as therapeutic agents |
| KR100578616B1 (en) * | 2004-07-23 | 2006-05-10 | 한미약품 주식회사 | Method for the preparation of d-erythro-2,2-difluoro-2-deoxy-1-oxoribose |
| UA121108C2 (en) * | 2013-12-13 | 2020-04-10 | Аллерган, Інк. | Solid forms of an alpha, omega di-substituted dihydroxy cyclopentyl compound and methods for the preparation and use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1324737A (en) * | 1970-11-02 | 1973-07-25 | Upjohn Co | Prostaglandins and the preparation thereof |
| GB1386146A (en) * | 1972-05-03 | 1975-03-05 | Ici Ltd | Cyclopentane derivatives |
| IL42373A (en) * | 1972-06-02 | 1977-08-31 | Pfizer | Oxaprostagliandins and their preparation |
-
1973
- 1973-07-03 ES ES416865A patent/ES416865A1/en not_active Expired
- 1973-07-03 NO NO2724/73A patent/NO143741C/en unknown
- 1973-07-05 FI FI2162/73A patent/FI57583C/en active
- 1973-07-06 IN IN1575/CAL/73A patent/IN138789B/en unknown
- 1973-07-09 IL IL42691A patent/IL42691A/en unknown
- 1973-07-09 PH PH14802A patent/PH11461A/en unknown
- 1973-07-10 DE DE19732334945 patent/DE2334945A1/en not_active Withdrawn
- 1973-07-11 CS CS734994A patent/CS201027B2/en unknown
- 1973-07-12 SU SU731948945A patent/SU644384A3/en active
- 1973-07-12 BE BE1005234A patent/BE802231A/en unknown
- 1973-07-12 CH CH1020673A patent/CH593254A5/xx not_active IP Right Cessation
- 1973-07-12 CA CA176,270A patent/CA1041495A/en not_active Expired
- 1973-07-12 DD DD172243A patent/DD109210A5/xx unknown
- 1973-07-12 HU HU73PI00000482A patent/HU172058B/en unknown
- 1973-07-12 HU HU73PI00000387A patent/HU171156B/en unknown
- 1973-07-12 HU HU73PI00000481A patent/HU171946B/en unknown
- 1973-07-12 DD DD180811*A patent/DD116459A5/xx unknown
- 1973-07-12 HU HU73PI00000480A patent/HU171158B/en unknown
- 1973-07-13 IE IE1186/73A patent/IE37909B1/en unknown
- 1973-07-13 AR AR249095A patent/AR209064A1/en active
- 1973-07-13 AT AT0620773A patent/AT367033B/en not_active IP Right Cessation
- 1973-07-13 JP JP48079214A patent/JPS5241257B2/ja not_active Expired
- 1973-07-13 FR FR7325835A patent/FR2192834B1/fr not_active Expired
- 1973-07-13 LU LU68015A patent/LU68015A1/xx unknown
- 1973-07-13 NL NL7309792A patent/NL7309792A/xx not_active Application Discontinuation
- 1973-07-13 ZA ZA734769A patent/ZA734769B/en unknown
- 1973-07-13 GB GB3121773A patent/GB1446341A/en not_active Expired
- 1973-11-07 YU YU01877/73A patent/YU187773A/en unknown
-
1974
- 1974-05-06 AR AR253775A patent/AR214383A1/en active
- 1974-09-26 NO NO743492A patent/NO144830C/en unknown
-
1975
- 1975-04-26 ES ES437037A patent/ES437037A1/en not_active Expired
- 1975-04-26 ES ES437038A patent/ES437038A1/en not_active Expired
- 1975-04-26 ES ES437039A patent/ES437039A1/en not_active Expired
- 1975-09-05 SU SU752169008A patent/SU645563A3/en active
- 1975-09-09 SU SU7502170659A patent/SU584791A3/en active
- 1975-09-11 SU SU752171155A patent/SU645564A3/en active
-
1976
- 1976-08-19 IL IL50308A patent/IL50308A0/en unknown
- 1976-11-22 JP JP14060676A patent/JPS52122349A/en active Pending
- 1976-11-22 JP JP14060576A patent/JPS5297958A/en active Pending
- 1976-11-22 JP JP14060776A patent/JPS5293753A/en active Pending
-
1977
- 1977-05-20 SE SE7705946A patent/SE7705946L/en unknown
- 1977-05-20 SE SE7705947A patent/SE7705947L/en not_active Application Discontinuation
- 1977-05-20 SE SE7705945A patent/SE7705945L/en not_active Application Discontinuation
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