CA2131365A1 - Epibatidine and derivatives, compositions and methods of treating pain - Google Patents

Epibatidine and derivatives, compositions and methods of treating pain

Info

Publication number
CA2131365A1
CA2131365A1 CA 2131365 CA2131365A CA2131365A1 CA 2131365 A1 CA2131365 A1 CA 2131365A1 CA 2131365 CA2131365 CA 2131365 CA 2131365 A CA2131365 A CA 2131365A CA 2131365 A1 CA2131365 A1 CA 2131365A1
Authority
CA
Canada
Prior art keywords
derivatives
compositions
methods
treating pain
epibatidine
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.)
Granted
Application number
CA 2131365
Other languages
French (fr)
Other versions
CA2131365C (en
Inventor
Thomas F. Spande
Hugo M. Garraffo
John W. Daly
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.)
US Department of Health and Human Services
Original Assignee
Thomas F. Spande
Hugo M. Garraffo
John W. Daly
United States Of America, Represented By The Secretary, Department Of Health And Human Services (The)
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 Thomas F. Spande, Hugo M. Garraffo, John W. Daly, United States Of America, Represented By The Secretary, Department Of Health And Human Services (The) filed Critical Thomas F. Spande
Publication of CA2131365A1 publication Critical patent/CA2131365A1/en
Application granted granted Critical
Publication of CA2131365C publication Critical patent/CA2131365C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids

Abstract

The present invention is directed to compounds, compositions and methods of treating pain, and derivatives that have potent analgetic activity. The compounds have formula (I) wherein R1 is selected from H, lower alkyl, C3-C9 cycloalkyl, acyl, and C3-C9 cycloalkylalkyl, haloalkyl, alkenyl, alkynyl, hydroxyalkyl, or C3-C8 cycloalkenyl or C3-C8 cycloalkynyl; and wherein R is selected from cycloalkyl, aryl, heteroaryls (selected from the group consisting of pyridyl, thienyl, furanyl, imidazolyl, pyrazinyl, and pyrimidyl) or phenoxy and wherein said R groups can be substituted with hydroxyl, C1-C6 lower alkyl, C2-C6 alkenyl, C1-C6 lower alkoxyl, halo, C1-C6 haloalkyl, amino, C1-C6 alkylamino and C2-C10 dialkylamino, and sulfonamido or a pharmaceutically acceptable salt thereof.
CA002131365A 1992-03-03 1993-03-02 Epibatidine and derivatives, compositions and methods of treating pain Expired - Fee Related CA2131365C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US845,042 1992-03-03
US07/845,042 US5314899A (en) 1992-03-03 1992-03-03 Epibatidine and derivatives, compositions and methods of treating pain

Publications (2)

Publication Number Publication Date
CA2131365A1 true CA2131365A1 (en) 1993-09-16
CA2131365C CA2131365C (en) 1997-12-09

Family

ID=25294261

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002131365A Expired - Fee Related CA2131365C (en) 1992-03-03 1993-03-02 Epibatidine and derivatives, compositions and methods of treating pain

Country Status (6)

Country Link
US (2) US5314899A (en)
EP (1) EP0629200A1 (en)
JP (1) JPH07505149A (en)
AU (1) AU658730B2 (en)
CA (1) CA2131365C (en)
WO (1) WO1993018037A1 (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9020051D0 (en) * 1990-09-13 1990-10-24 Pfizer Ltd Muscarinic receptor antagonists
US5817679A (en) * 1993-04-01 1998-10-06 University Of Virginia 7-Azabicyclo 2.2.1!-heptane and -heptene derivatives as cholinergic receptor ligands
WO1994022868A1 (en) * 1993-04-01 1994-10-13 University Of Virginia 7-azabicyclo-[2.2.1]-heptane and -heptene derivatives as analgesics and anti-inflammatory agents
US6060473A (en) * 1993-04-01 2000-05-09 Ucb S.A. - Dtb 7-azabicyclo[2.2.1]-heptane and -heptene derivatives as cholinergic receptor ligands
US6077846A (en) * 1993-09-10 2000-06-20 Ucb, S.A. Epibatidine and derivatives thereof as cholinergic receptor agonists and antagonists
US5565573A (en) * 1993-11-12 1996-10-15 Iowa State University Research Foundation, Inc. Synthesis of epibatidine and analogs thereof
HUT69381A (en) * 1993-12-09 1995-09-28 Egyt Gyogyszervegyeszeti Gyar Process for producing (2-chloro pyridyl)-7-azabicyclo [2.2.1.]heptane
BE1008622A3 (en) * 1993-12-09 1996-06-04 Egyt Gyogyszervegyeszeti Gyar DERIVATIVES The EPI-Epibatidine.
EP0664293A1 (en) * 1993-12-24 1995-07-26 Duphar International Research B.V 2-Phenyl-7-azabicycloheptanes and 6-phenyl-8-azabicyclo
US6117889A (en) * 1994-04-01 2000-09-12 University Of Virginia 7-Azabicyclo-[2.2.1]-heptane and -heptene derivatives as analgesics and anti-inflammatory agents
CN1071753C (en) * 1994-08-25 2001-09-26 弗吉尼亚大学 7-azabicyclo[2,2,1]-heptane and heptene derivatives as cholinergic receptor ligands
JP3949715B2 (en) 1994-09-05 2007-07-25 アムラド・オペレイションズ・プロプライエタリー・リミテッド Novel hemopoietin receptor
US5721371A (en) * 1995-12-18 1998-02-24 Iowa State University Research Foundation, Inc. Synthesis of substituted pterocarpans
US5726189A (en) * 1996-05-03 1998-03-10 The United States Of America, Represented By The Secretary, Department Of Health And Human Services Method for imaging nicotinic acetylcholinergic receptors in the brain using radiolabeled pyridyl-7-azabicyclo 2.2.1!heptanes
US6248752B1 (en) * 1998-02-27 2001-06-19 Charles Duane Smith Azabicyclooctane compositions and methods for enhancing chemotherapy
EP0955301A3 (en) * 1998-04-27 2001-04-18 Pfizer Products Inc. 7-aza-bicyclo[2.2.1]-heptane derivatives, their preparation and use according to their affinity for neuronal nicotinic acetylcholine receptors
US11510913B1 (en) 2021-05-25 2022-11-29 Louis Habash Modulating expression level of a gene encoding an apurinic/apyrimidinic endodeoxyribonuclease protein by treating a human subject with a nitroxide

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0067615B1 (en) * 1981-06-17 1986-01-08 Beecham Group Plc Alkylthio derivatives of azabicyclobenzamides, their preparation and pharmaceutical compositions
FR2557110B1 (en) * 1983-12-23 1989-11-24 Sandoz Sa NOVEL CYCLIC AMINE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS MEDICAMENTS
IT1227436B (en) * 1988-10-28 1991-04-11 Roussel Maestretti Spa DERIVATIVES OF 1-AZABICICLOALCANI, THEIR PREPARATION PROCEDURE AND THEIR APPLICATION AS DRUGS

Also Published As

Publication number Publication date
JPH07505149A (en) 1995-06-08
AU3788293A (en) 1993-10-05
US5314899A (en) 1994-05-24
US5462956A (en) 1995-10-31
WO1993018037A1 (en) 1993-09-16
AU658730B2 (en) 1995-04-27
EP0629200A1 (en) 1994-12-21
CA2131365C (en) 1997-12-09

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Legal Events

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EEER Examination request
MKLA Lapsed