ES8106289A1 - Procedimiento de preparacion de nuevos derivados del a-fe- nil-2-pirrolidin-metanol - Google Patents
Procedimiento de preparacion de nuevos derivados del a-fe- nil-2-pirrolidin-metanolInfo
- Publication number
- ES8106289A1 ES8106289A1 ES493107A ES493107A ES8106289A1 ES 8106289 A1 ES8106289 A1 ES 8106289A1 ES 493107 A ES493107 A ES 493107A ES 493107 A ES493107 A ES 493107A ES 8106289 A1 ES8106289 A1 ES 8106289A1
- Authority
- ES
- Spain
- Prior art keywords
- salts
- medicines
- alpha
- phenyl
- derivatives
- 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
- 150000003839 salts Chemical class 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- YPMHBZQROFTOSU-UHFFFAOYSA-N phenyl(pyrrolidin-2-yl)methanol Chemical class C=1C=CC=CC=1C(O)C1CCCN1 YPMHBZQROFTOSU-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000003182 bronchodilatating effect Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA BOTENCION DE DERVIADOS DEL ALFA-FENIL-2-PIRROLIDIN-METANOL, SUS FORMAS ESTEROISOMERAS, MEZCLAS RACEMICAS Y ENANTIOMEROS Y SUS SALES DE ADICION DE ACIDO, DE FORMULA (I), EN LA QUE R ES UN ATOMO DE HIDROGENO O UN RADICAL ALCOHILO DE 1 A 5 ATOMOS DE CARBONO. SE HACE REACCIONAR UN ALDEHIDO DE FORMULA (II) CON BROMURO DE 4-BROMOBUTILTRIFENIFOSFONIO EN PRESENCIA DE HIDRURO SODICO Y EN UNA MEZCLA DE TETRAHIDROFURANO Y DIMETISULFOXIDO. EL PRODUCTO OBTENIDO SE TRATA CON UNA AMINA DE FORMULA R''-NH2, EN LA QUE R'' ES UN RADICAL BENCILO O ALCOHILO DE 1 A 5 ATOMOS DE CARBONO, A LA TEMPERATURA DE 120 GC, Y A CONTINUACION CON ANHIDRIDO TRIFLUOROACETICO A TEMPERATURA AMBIENTE, OBTENIENDOSE UN PRODUCTO QUE SE TRATA CON N-BROMOSUCCINIMIDA EN ACIDO SULFURICO ACUOSO Y UNA DISOLUCION ACUOSA DE HIDROXIDO SODICO O POTASICO EN ATMOSFERA INERTE A REFLUJO. EL PRODUCTO OBTENIDO SE SOMETE A HIDROGENOLISIS PARA OBTENER EL COMPUESTO DE FORMULA (I). ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICASPOR SU ACTIVIDAD BRONCODILATADORA, HIPOTENSORA Y ANTIDEPRESIVA. *FORMULA*
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7917582A FR2460929A1 (fr) | 1979-07-06 | 1979-07-06 | Nouveaux derives de l'a-phenyl 2-pyrrolidinemethanol et leur sels, procede de preparation, application a titre de medicaments et compositions les renfermant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8106289A1 true ES8106289A1 (es) | 1981-02-16 |
| ES493107A0 ES493107A0 (es) | 1981-02-16 |
Family
ID=9227598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES493107A Granted ES493107A0 (es) | 1979-07-06 | 1980-07-04 | Procedimiento de preparacion de nuevos derivados del a-fe- nil-2-pirrolidin-metanol |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0022408A1 (es) |
| JP (1) | JPS5610166A (es) |
| BE (1) | BE884176A (es) |
| DE (1) | DE3025436A1 (es) |
| ES (1) | ES493107A0 (es) |
| FR (1) | FR2460929A1 (es) |
| GB (1) | GB2054581A (es) |
| IT (1) | IT1149204B (es) |
| NL (1) | NL8003880A (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4342692A (en) * | 1980-10-20 | 1982-08-03 | Usv Pharmaceutical Corporation | Pyrrolidines |
| ES8702355A1 (es) * | 1981-07-22 | 1985-07-01 | Syntex Inc | Procedimiento para la preparacion de antidepresivos reguladores del sistema cardiovascular a base de pirrolidina sustituida |
| FI840254A7 (fi) * | 1983-01-24 | 1984-07-25 | Syntex Inc | Menetelmä valmistaa +2-/(3,4- metyleenidioksi)-fenetyyli/-5-/(3-karboksamido-4-hydroksi)- - hydroksibentsyyli/pyrrolidiineja. |
| FI840255A7 (fi) * | 1983-01-24 | 1984-07-25 | Syntex Inc | Menetelmä valmistaa antihypertensiivisia 2-/fenetyyli/-5-/(3,4-metyleenidioksi)- - hydroksibentsyyli/pyrrolidiineja. |
| US4548951A (en) * | 1983-04-21 | 1985-10-22 | Syntex (U.S.A.) Inc. | Hypotensive benzoxathiole pyrrolidines |
| US4826869A (en) * | 1988-02-19 | 1989-05-02 | Syntex (U.S.A.) Inc. | N-(lower alkyl)-2-(3'ureidobenzyl)pyrrolidines |
| US5444083A (en) * | 1989-02-03 | 1995-08-22 | Eisai Co., Ltd. | Pyrrolidine compound and pharmaceutical use |
| GB201714734D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714740D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714745D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714736D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201903827D0 (en) * | 2019-03-20 | 2019-05-01 | Atrogi Ab | New compounds and methods |
| GB201903832D0 (en) | 2019-03-20 | 2019-05-01 | Atrogi Ab | New compounds and methods |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU78625A1 (de) * | 1977-12-02 | 1979-06-13 | Byk Gulden Lomberg Chem Fab | Substituierte 1-phenyl-2-pyrrolidin-2-yl-ethanole,verfahren zu ihrer herstellung,ihre verwendung und sie enthaltende arzneimittel |
-
1979
- 1979-07-06 FR FR7917582A patent/FR2460929A1/fr active Granted
-
1980
- 1980-07-02 EP EP80401004A patent/EP0022408A1/fr not_active Withdrawn
- 1980-07-04 IT IT49165/80A patent/IT1149204B/it active
- 1980-07-04 ES ES493107A patent/ES493107A0/es active Granted
- 1980-07-04 JP JP9080480A patent/JPS5610166A/ja active Pending
- 1980-07-04 BE BE0/201296A patent/BE884176A/fr unknown
- 1980-07-04 DE DE19803025436 patent/DE3025436A1/de not_active Withdrawn
- 1980-07-04 GB GB8022070A patent/GB2054581A/en not_active Withdrawn
- 1980-07-04 NL NL8003880A patent/NL8003880A/nl not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| GB2054581A (en) | 1981-02-18 |
| IT8049165A0 (it) | 1980-07-04 |
| FR2460929B1 (es) | 1982-09-17 |
| FR2460929A1 (fr) | 1981-01-30 |
| NL8003880A (nl) | 1981-01-08 |
| JPS5610166A (en) | 1981-02-02 |
| EP0022408A1 (fr) | 1981-01-14 |
| BE884176A (fr) | 1981-01-05 |
| IT1149204B (it) | 1986-12-03 |
| ES493107A0 (es) | 1981-02-16 |
| DE3025436A1 (de) | 1981-01-22 |
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