GB1425578A - Piperidine derivatives - Google Patents

Piperidine derivatives

Info

Publication number
GB1425578A
GB1425578A GB4859472A GB4859472A GB1425578A GB 1425578 A GB1425578 A GB 1425578A GB 4859472 A GB4859472 A GB 4859472A GB 4859472 A GB4859472 A GB 4859472A GB 1425578 A GB1425578 A GB 1425578A
Authority
GB
United Kingdom
Prior art keywords
group
corresponding compound
general formula
hydrogen atom
acid addition
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
Application number
GB4859472A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
John Wyeth and Brother Ltd
Original Assignee
John Wyeth and Brother Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Priority to GB4859472A priority Critical patent/GB1425578A/en
Priority to US05/650,828 priority patent/US4053615A/en
Publication of GB1425578A publication Critical patent/GB1425578A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1425578 Phthalimidopiperidines JOHN WYETH & BRO Ltd 10 Oct 1973 [21 Oct 1972] 48594/72 Heading C2C Novel phthalimidopiperidines of the general formula wherein R 1 is a hydrogen atom or an alkyl, aralkyl, or heterocyclic group-substituted alkyl group and each of R 2 and R 3 is a hydrogen or halogen atom or a trifluoromethyl, C 1-6 alkyl, C 1-6 alkoxy, nitro, hydroxy, amino or mono- or di-C 1-6 alkylamino group, and pharmaceutically acceptable acid addition salts thereof are prepared (a) by reacting a compound of the general formula or a corresponding compound with a protecting group with a reactive derivative of an acid of the general formula and, where necessary, completing the phthalimide formation by treatment with a dehydrating agent; (b) when R 1 is other than a hydrogen atom, by alkylating the corresponding compound wherein R 1 is a hydrogen atom; (c) when R 2 and/or R 3 is an amino group, by catalytically hydrogenating the corresponding compound wherein R 2 and/or R 3 is a nitro group; (d) when R 2 and/or R 3 is a dimethylamino group, by reacting the corresponding compound wherein R 2 and/or R 3 is an amino group with formaldehyde and formic acid; (e) when R 1 is a hydrogen atom, by debenzylating the corresponding compound wherein R 1 is a benzyl group; followed, where necessary, by the removal of the protecting group and optionally by conversion of a resulting free base to an acid addition salt thereof or of a resulting acid addition salt to the corresponding free base. Pharmaceutical compositions having anticonvulsant, anti - inflammatory and antiarrhythmic activity comprise, as active ingredient, a phthalimidopiperidine of the first general formula above or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier.
GB4859472A 1972-10-21 1972-10-21 Piperidine derivatives Expired GB1425578A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB4859472A GB1425578A (en) 1972-10-21 1972-10-21 Piperidine derivatives
US05/650,828 US4053615A (en) 1972-10-21 1976-01-21 Phthalimidopiperidines and anti-convulsant compositions thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4859472A GB1425578A (en) 1972-10-21 1972-10-21 Piperidine derivatives

Publications (1)

Publication Number Publication Date
GB1425578A true GB1425578A (en) 1976-02-18

Family

ID=10449176

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4859472A Expired GB1425578A (en) 1972-10-21 1972-10-21 Piperidine derivatives

Country Status (1)

Country Link
GB (1) GB1425578A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0026749A1 (en) * 1979-08-27 1981-04-08 Astra Läkemedel Aktiebolag Phthalimidine derivatives and pharmaceutical compositions containing them
US4291042A (en) * 1979-01-26 1981-09-22 John Wyeth & Brother Limited Antidepressant piperidine derivatives
US4600758A (en) * 1982-11-12 1986-07-15 Mead Johnson & Company Isoindole derivatives
EP0497843A1 (en) * 1989-10-27 1992-08-12 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl) piperidines
WO1993022310A1 (en) * 1992-04-30 1993-11-11 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl)piperidines for the treatment of psychoses
EP0703232A3 (en) * 1994-08-11 1996-10-09 Hoechst Roussel Pharma 2,3-Dihydro-1H-isoindole derivates, a process for their preparation and their use as serotonin reuptake inhibitors
EP0886637A1 (en) * 1995-02-21 1998-12-30 Bristol-Myers Squibb Company Inhibitors of microsomal triglyceride transfer protein and method

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4291042A (en) * 1979-01-26 1981-09-22 John Wyeth & Brother Limited Antidepressant piperidine derivatives
US4289781A (en) 1979-08-27 1981-09-15 Astra Lakemedel Aktiebolag Anti-psychotic phthalimidine derivatives
EP0026749A1 (en) * 1979-08-27 1981-04-08 Astra Läkemedel Aktiebolag Phthalimidine derivatives and pharmaceutical compositions containing them
US4600758A (en) * 1982-11-12 1986-07-15 Mead Johnson & Company Isoindole derivatives
US5356906A (en) * 1989-10-27 1994-10-18 The Du Pont Merck Pharmaceutical Company (N-phthalimidoalkyl) piperidines useful as treatments for psychosis
EP0497843A1 (en) * 1989-10-27 1992-08-12 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl) piperidines
EP0497843A4 (en) * 1989-10-27 1992-09-23 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl) piperidines
WO1993022310A1 (en) * 1992-04-30 1993-11-11 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl)piperidines for the treatment of psychoses
EP0703232A3 (en) * 1994-08-11 1996-10-09 Hoechst Roussel Pharma 2,3-Dihydro-1H-isoindole derivates, a process for their preparation and their use as serotonin reuptake inhibitors
US5869502A (en) * 1994-08-11 1999-02-09 Hoechst Marion Roussel Inc. 2, 3-dihydro-1H-isoindole derivatives and their use as serotonin reuptake inhibitors
US5869685A (en) * 1994-08-11 1999-02-09 Hoechst Marion Roussel Inc. 2,3-dihydro-1H-isoindole derivatives
US5874583A (en) * 1994-08-11 1999-02-23 Hoechst Marion Roussel Inc. 2,3-dihydro-1H-isoindole derivatives
US5874458A (en) * 1994-08-11 1999-02-23 Hoechst Marion Roussel Inc. 2,3-dihydro-1H-isoindole derivatives and their use as serotonin reuptake inhibitors
EP0886637A1 (en) * 1995-02-21 1998-12-30 Bristol-Myers Squibb Company Inhibitors of microsomal triglyceride transfer protein and method
EP0886637A4 (en) * 1995-02-21 1998-12-30

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Legal Events

Date Code Title Description
PS Patent sealed
746 Register noted 'licences of right' (sect. 46/1977)
PCNP Patent ceased through non-payment of renewal fee