ES2037656T3 - Procedimiento para preparar nuevos derivados de forskolina. - Google Patents
Procedimiento para preparar nuevos derivados de forskolina.Info
- Publication number
- ES2037656T3 ES2037656T3 ES198686115846T ES86115846T ES2037656T3 ES 2037656 T3 ES2037656 T3 ES 2037656T3 ES 198686115846 T ES198686115846 T ES 198686115846T ES 86115846 T ES86115846 T ES 86115846T ES 2037656 T3 ES2037656 T3 ES 2037656T3
- Authority
- ES
- Spain
- Prior art keywords
- sup
- sub
- denotes
- hydrogen
- denotes hydrogen
- 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 - Lifetime
Links
- 239000001257 hydrogen Substances 0.000 abstract 10
- 229910052739 hydrogen Inorganic materials 0.000 abstract 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 150000004160 forskolin derivatives Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/92—Naphthopyrans; Hydrogenated naphthopyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Un procedimiento para producir un nuevo derivado de forskolina representado por la fórmula general siguiente: en la que R4 es vinilo o etilo, cada uno de R5 y R6 es hidrógeno o alquilo inferior o R5 y R6 están combinados uno con otro para formar una cadena de alquileno inferior que contiene opcionalmente un átomo de oxígeno o nitrógeno, m y n son cada uno de ellos números enteros de 1 a 5, y X es hidrógeno o un resto representado por *** en el que cada uno de R7 y R8 es hidrógeno o alquilo inferior o R7 y R8 están combinados uno con otro para formar una cadena de alquileno inferior que contiene opcionalmente un átomo de oxígeno o nitrógeno, o una sal fisiológicamente aceptable del compuesto, comprendiendo el procedimiento hacer reaccionar un derivado de 7 - desacetilforskolina que se representa por la fórmula general siguiente: en la que R4, R5, R6 y m se definen como anteriormente, con un ácido carboxílico o su haluro de ácido o anhídrido de ácido, hidrogenar opcionalmente el compuesto resultante representado por la fórmula general (VII) en la que R4 es un grupo vinilo en presencia de un catalizador para convertir el grupo vinilo en el grupo etilo, y hacer reaccionar opcionalmente la base libre del compuesto resultante representado por la fórmula general (VII) con un ácido fisiológicamente aceptable para formar la sal correspondiente.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25469385 | 1985-11-15 | ||
| JP1377186 | 1986-01-27 | ||
| JP5370986 | 1986-03-13 | ||
| JP6594786 | 1986-03-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2037656T3 true ES2037656T3 (es) | 1993-07-01 |
Family
ID=27456077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES198686115846T Expired - Lifetime ES2037656T3 (es) | 1985-11-15 | 1986-11-14 | Procedimiento para preparar nuevos derivados de forskolina. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4954642A (es) |
| EP (1) | EP0222413B1 (es) |
| KR (1) | KR930009795B1 (es) |
| CN (1) | CN1016507B (es) |
| AT (1) | ATE72432T1 (es) |
| AU (1) | AU591196B2 (es) |
| CA (1) | CA1337527C (es) |
| DE (1) | DE3683828D1 (es) |
| ES (1) | ES2037656T3 (es) |
| HU (1) | HU202515B (es) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN163242B (es) * | 1985-05-03 | 1988-08-27 | Hoechst India | |
| DE3623300A1 (de) * | 1986-07-11 | 1988-01-21 | Hoechst Ag | 7-acyloxy-6-aminoacyloxypolyoxylabdane, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| IN166900B (es) * | 1987-06-03 | 1990-08-04 | Hoechst India | |
| DE3887212T2 (de) * | 1987-06-29 | 1994-06-01 | Nippon Kayaku Kk | Verfahren zur Herstellung von Derivaten von 6,7-Diazyl-7-desacetylforskolin. |
| US5302730A (en) * | 1987-06-29 | 1994-04-12 | Nippon Kayaku Kk | Process for the preparation of 6,7-diacyl-7-deacetylforskolin derivatives |
| DE3737353A1 (de) * | 1987-11-04 | 1989-05-18 | Hoechst Ag | Neue acyllabdan-derivate, ein verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| IN168181B (es) * | 1987-12-01 | 1991-02-16 | Hoechst India | |
| US5051132A (en) * | 1989-06-15 | 1991-09-24 | Nippon Kayaku Kabushiki Kaisha | Lyophilized preparation of 6-(3-dimethylaminopropionyl)forskolin |
| EP0447962A1 (en) * | 1990-03-17 | 1991-09-25 | Hoechst Aktiengesellschaft | Labdanes and process for their preparation |
| EP0650723A3 (en) * | 1990-03-23 | 1995-08-30 | Nippon Kayaku Kk | New pharmaceutical uses of forskolin derivatives. |
| JPH0482885A (ja) * | 1990-07-23 | 1992-03-16 | Nippon Kayaku Co Ltd | 6―アシル―7―デアセチルフォルスコリン誘導体の新規な製造法 |
| RU2034840C1 (ru) * | 1990-07-24 | 1995-05-10 | Хехст АГ | СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 6-бета-(3-ЗАМЕЩЕННОГО АМИНО)-ПРОПИОНИЛОКСИ-7-ДИАЦЕТИЛФОРСКОЛИНА ИЛИ ИХ ФАРМАЦЕВТИЧЕСКИ ПРИЕМЛЕМЫХ СОЛЕЙ |
| PL170900B1 (pl) * | 1990-11-01 | 1997-02-28 | Nippon Kayaku Kk | Sposób wytwarzania 6-(3-dwumetyloaminopropionylo)-forskolinu PL PL PL |
| ES2065842B1 (es) * | 1993-03-10 | 1996-02-16 | Univ Granada | Aplicacion de ent-3b,6b,12b-trihidroxi-13-epi-oxido de manoilo como activador de la adenilatociclasa |
| ES2065844B1 (es) * | 1993-03-10 | 1996-02-16 | Univ Granada | Aplicacion de ent-16,18-dihidroxi-6-oxo-oxido de manoilo como inhibidor de la adenilatociclasa. |
| ES2065843B1 (es) * | 1993-03-10 | 1996-02-16 | Univ Granada | Aplicacion de ent-11 , 16-dihidroxi-18-nor-4a -carboximetil-oxido de manoilo como inhibidor de la adenilatociclasa. |
| US6737084B2 (en) | 2000-06-27 | 2004-05-18 | Qualilife | Compositions and methods for enhancing or treating female sexual response |
| AU2014305843B2 (en) | 2013-08-09 | 2019-08-29 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
| CN105693684B (zh) * | 2016-01-22 | 2018-10-09 | 昆明医科大学 | 一种异佛司可林的制备方法 |
| AU2019414693A1 (en) | 2018-12-29 | 2021-08-12 | Shanghai Archeus Biotech Co., Ltd. | Immunosuppressive pharmaceutical composition and application thereof |
| EP4706758A3 (en) | 2019-05-21 | 2026-05-06 | Ardelyx, Inc. | Methods for inhibiting phosphate transport |
| CN117586217B (zh) * | 2024-01-17 | 2024-03-19 | 云南省药物研究所 | 一种基于国产毛喉鞘蕊花的佛司可林制备方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2557784C2 (de) * | 1975-12-22 | 1986-04-17 | Hoechst Ag, 6230 Frankfurt | Forskolin, Verfahren zu dessen Gewinnung und diese Verbindung enthaltende pharmazeutische Präparate |
| DE2654796A1 (de) * | 1976-12-03 | 1978-06-08 | Hoechst Ag | Polyoxygenierte labdan-derivate |
| US4517200A (en) * | 1982-12-27 | 1985-05-14 | Schering-Plough Corporation | Method for treating allergic reactions with forskolin |
| AU2690684A (en) * | 1984-02-24 | 1985-09-10 | Kenji Adachi | Methods and pharmaceutical compositions for the treatment of hyperplastic diseases of the skin |
| US4639446A (en) * | 1984-12-14 | 1987-01-27 | Hoechst-Roussel Pharmaceuticals Inc. | Aminoacyllabdanes, pharmaceutical compositions and use |
| EP0191166B1 (en) * | 1984-12-14 | 1991-02-06 | Hoechst-Roussel Pharmaceuticals Incorporated | Aminoacyllabdanes, a process and intermediates for their preparation and their use as medicaments |
| US4639443A (en) * | 1985-03-01 | 1987-01-27 | Hoechst-Roussel Pharmaceuticals Inc. | Labdane compounds, pharmaceutical compositions and use |
| ATE62683T1 (de) * | 1985-03-01 | 1991-05-15 | Hoechst Roussel Pharma | Labdanderivate, verfahren zu deren herstellung und deren verwendung als arzneimittel. |
| IN163242B (es) * | 1985-05-03 | 1988-08-27 | Hoechst India | |
| US4785040A (en) * | 1985-10-04 | 1988-11-15 | Occidental Chemical Corporation | Phenolic molding materials and processes |
| DE3623300A1 (de) * | 1986-07-11 | 1988-01-21 | Hoechst Ag | 7-acyloxy-6-aminoacyloxypolyoxylabdane, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| US4871764A (en) * | 1986-11-20 | 1989-10-03 | Hoechst-Roussel Pharmaceuticals, Inc. | 12-Halogenated forskolin derivatives |
| CA1307530C (en) * | 1986-12-29 | 1992-09-15 | Hoechst-Roussel Pharmaceuticals Inc. | Carbamoyloxylabdanes, intermediates and a process for the preparation thereof and their use as medicaments |
| JP3503980B2 (ja) * | 1993-02-23 | 2004-03-08 | 株式会社東芝 | データ読出し用半導体集積回路 |
-
1986
- 1986-11-13 AU AU65107/86A patent/AU591196B2/en not_active Ceased
- 1986-11-14 KR KR1019860009622A patent/KR930009795B1/ko not_active Expired - Lifetime
- 1986-11-14 EP EP86115846A patent/EP0222413B1/en not_active Expired - Lifetime
- 1986-11-14 HU HU864702A patent/HU202515B/hu not_active IP Right Cessation
- 1986-11-14 AT AT86115846T patent/ATE72432T1/de not_active IP Right Cessation
- 1986-11-14 DE DE8686115846T patent/DE3683828D1/de not_active Expired - Lifetime
- 1986-11-14 ES ES198686115846T patent/ES2037656T3/es not_active Expired - Lifetime
- 1986-11-14 CA CA000523008A patent/CA1337527C/en not_active Expired - Fee Related
- 1986-11-15 CN CN86107826A patent/CN1016507B/zh not_active Expired
-
1989
- 1989-05-30 US US07/361,763 patent/US4954642A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN86107826A (zh) | 1987-10-14 |
| EP0222413A3 (en) | 1987-07-22 |
| AU6510786A (en) | 1987-05-21 |
| KR930009795B1 (ko) | 1993-10-11 |
| EP0222413A2 (en) | 1987-05-20 |
| HU202515B (en) | 1991-03-28 |
| HUT46317A (en) | 1988-10-28 |
| KR870005005A (ko) | 1987-06-04 |
| CA1337527C (en) | 1995-11-07 |
| CN1016507B (zh) | 1992-05-06 |
| AU591196B2 (en) | 1989-11-30 |
| US4954642A (en) | 1990-09-04 |
| ATE72432T1 (de) | 1992-02-15 |
| DE3683828D1 (de) | 1992-03-19 |
| EP0222413B1 (en) | 1992-02-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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