ES421790A1 - Procedure for preparation of prostate acid derivatives. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for preparation of prostate acid derivatives. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES421790A1 ES421790A1 ES421790A ES421790A ES421790A1 ES 421790 A1 ES421790 A1 ES 421790A1 ES 421790 A ES421790 A ES 421790A ES 421790 A ES421790 A ES 421790A ES 421790 A1 ES421790 A1 ES 421790A1
- Authority
- ES
- Spain
- Prior art keywords
- mixture
- formula
- radical
- constituents
- carbon atoms
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 210000002307 prostate Anatomy 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 14
- 125000004432 carbon atom Chemical group C* 0.000 abstract 9
- 239000000470 constituent Substances 0.000 abstract 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000000468 ketone group Chemical group 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 101150058891 alc1 gene Proteins 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000001940 cyclopentanes Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- WGJJROVFWIXTPA-OALUTQOASA-N prostanoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O WGJJROVFWIXTPA-OALUTQOASA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (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
Preparation procedure for derivatives of prostanoic acid of formula I **(See formula)** in which R represents a hydrogen atom or an alcohol radical having 1 to 4 carbon atoms, m is an integer equal to 3, 4 or 5, n is an integer equal to 2, 3 or 4, R'is either a saturated or unsaturated, linear or branched alcohol radical having 1 to 4 carbon atoms, or a cycloalkoxy radical having 3 to 6 carbon atoms and which may have a double bond and A represents either an alkoxyloxy radical having from 1 to 4 carbon atoms or the oxygen of a ketone group, the dashed lines appearing the possible presence of double bonds, being one and only one of these supplementary bonds inside the cycle when A represents an alkoxyloxy radical and these bonds are absent when A represents the oxygen of a ketone group and the additional bond outside the cycle being present only when A represents the oxygen of a ketone group, as well as salt is one of the derivatives of formula I formed with a mineral or organic base when R represents hydrogen, characterized in that a product of formula II is treated by an acid: in which m and n have the aforementioned significance and alc and alc1 each represent an identical or different alcohol radical having from one to four carbon atoms, to obtain a product of formula III: **(See formula)** which is treated by a diazoalkane having 1 to 4 carbon atoms to obtain a product of formula IV: **(See formula)** in which A represents an alkoxyloxy radical having 1 to 4 carbon atoms, the product of formula IV is saponified by an alkaline base to obtain, after acidification, a product of formula V: **(See formula)** in which A represents an alkoxyloxy radical, the product of formula V is subjected to the action of heat to cause decarboxidation on the cyclopentane nucleus and, if desired, to the action of a diazoalkane having 1 to 4 carbon atoms to obtain a mixture of products that have formulas VI and VI'. **(See formula)** in which A represents an alkoxyloxy radical and R represents a hydrogen atom or an alcoholic radical having 1 to 4 carbon atoms, a mixture that can, if desired, be separated into each of its constituents, the mixture is treated preceding or one of its constituents by an oxidizing agent to obtain a mixture of products, or one of these, having the formulas VII and VII': **(See formula)** in which A represents an alkoxyloxy radical, a mixture that can, if desired, be separated into each of its constituents, the preceding mixture or one of its constituents is treated by an organomagnesian derivative of the formula: R'Mg X in which X represents a halogen atom; and R'has the significance already given, to obtain a mixture of products that have the formulas: **(See formula)** mixture that can, if desired, be separated into each of its constituents, mixture or constituents that can be salified, if desired, when R = H, or, if desired, the preceding mixture of the products of formula I or one of the constituents of this mixture to obtain, in mixture or isolation, the products that have the formulas: **(See formula)** mixture that can be separated if desired, in each of its constituents, mixture or constituents that can be salified, if desired, when R = H. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7246324A FR2211223B1 (en) | 1972-12-27 | 1972-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES421790A1 true ES421790A1 (en) | 1976-04-01 |
Family
ID=9109325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES421790A Expired ES421790A1 (en) | 1972-12-27 | 1973-12-26 | Procedure for preparation of prostate acid derivatives. (Machine-translation by Google Translate, not legally binding) |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5724343B2 (en) |
| BE (1) | BE808969A (en) |
| CA (1) | CA1018972A (en) |
| CH (2) | CH590226A5 (en) |
| DD (1) | DD108268A5 (en) |
| DE (1) | DE2364706C2 (en) |
| ES (1) | ES421790A1 (en) |
| FR (1) | FR2211223B1 (en) |
| GB (1) | GB1438130A (en) |
| IE (1) | IE38875B1 (en) |
| IL (1) | IL43832A (en) |
| NL (1) | NL7317745A (en) |
| SU (1) | SU668597A3 (en) |
| ZA (1) | ZA739650B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4091015A (en) * | 1972-10-27 | 1978-05-23 | American Home Products Corporation | 15-Substituted prostanoic acids |
| US3922302A (en) * | 1973-07-26 | 1975-11-25 | American Home Prod | 15-Ethynyl-11-deoxy PGE |
| US4022821A (en) * | 1974-04-18 | 1977-05-10 | American Home Products Corporation | 15-Substituted prostanoic acid |
| US4065494A (en) * | 1975-04-17 | 1977-12-27 | American Home Products Corporation | 15-Substituted prostanoic acids |
-
1972
- 1972-12-27 FR FR7246324A patent/FR2211223B1/fr not_active Expired
-
1973
- 1973-12-17 IL IL43832A patent/IL43832A/en unknown
- 1973-12-21 DD DD175629A patent/DD108268A5/xx unknown
- 1973-12-21 BE BE139155A patent/BE808969A/en not_active IP Right Cessation
- 1973-12-21 ZA ZA00739650A patent/ZA739650B/en unknown
- 1973-12-24 CA CA188,897A patent/CA1018972A/en not_active Expired
- 1973-12-24 SU SU731978756A patent/SU668597A3/en active
- 1973-12-26 JP JP14414673A patent/JPS5724343B2/ja not_active Expired
- 1973-12-26 ES ES421790A patent/ES421790A1/en not_active Expired
- 1973-12-27 GB GB5981973A patent/GB1438130A/en not_active Expired
- 1973-12-27 NL NL7317745A patent/NL7317745A/xx not_active Application Discontinuation
- 1973-12-27 DE DE2364706A patent/DE2364706C2/en not_active Expired
- 1973-12-27 CH CH1435676A patent/CH590226A5/xx not_active IP Right Cessation
- 1973-12-27 CH CH1816573A patent/CH590225A5/xx not_active IP Right Cessation
- 1973-12-28 IE IE02339/73A patent/IE38875B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH590226A5 (en) | 1977-07-29 |
| FR2211223A1 (en) | 1974-07-19 |
| ZA739650B (en) | 1975-02-26 |
| AU6396873A (en) | 1975-07-03 |
| GB1438130A (en) | 1976-06-03 |
| BE808969A (en) | 1974-06-21 |
| DE2364706C2 (en) | 1982-07-08 |
| CA1018972A (en) | 1977-10-11 |
| DE2364706A1 (en) | 1974-07-04 |
| CH590225A5 (en) | 1977-07-29 |
| IL43832A0 (en) | 1974-03-14 |
| FR2211223B1 (en) | 1976-04-23 |
| JPS5724343B2 (en) | 1982-05-24 |
| NL7317745A (en) | 1974-07-01 |
| JPS5046649A (en) | 1975-04-25 |
| IL43832A (en) | 1977-03-31 |
| IE38875L (en) | 1974-06-27 |
| SU668597A3 (en) | 1979-06-15 |
| IE38875B1 (en) | 1978-06-21 |
| DD108268A5 (en) | 1974-09-12 |
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