GB2301359A - 6-aryl-(methyl-or methylidone)-quinoline derivatives as voltage-gated - Google Patents

6-aryl-(methyl-or methylidone)-quinoline derivatives as voltage-gated

Info

Publication number
GB2301359A
GB2301359A GB9616476A GB9616476A GB2301359A GB 2301359 A GB2301359 A GB 2301359A GB 9616476 A GB9616476 A GB 9616476A GB 9616476 A GB9616476 A GB 9616476A GB 2301359 A GB2301359 A GB 2301359A
Authority
GB
United Kingdom
Prior art keywords
alkyl
substituents
optionally substituted
aryl
optional
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
GB9616476A
Other versions
GB9616476D0 (en
GB2301359B (en
Inventor
Roger Crossley
Albert Opalko
Peter Jonathan Meade
Anderson Decourtney Ifill
Brian John Bushell
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
Priority claimed from GB9402561A external-priority patent/GB9402561D0/en
Priority claimed from GBGB9425345.7A external-priority patent/GB9425345D0/en
Application filed by John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Publication of GB9616476D0 publication Critical patent/GB9616476D0/en
Publication of GB2301359A publication Critical patent/GB2301359A/en
Application granted granted Critical
Publication of GB2301359B publication Critical patent/GB2301359B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/46—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C07D215/32—Esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

This invention concerns a compound of generic formula (I) or a pharmaceutically acceptable salt thereof, where the dotted lines represent optional bonds, R 3 is an optionally substituted C 6 -C 10 aryl or heteroaryl group; optionally substituted by one or more substituents the same or different, R' represents one or more optional substituents the same or different, selected from the following: halogen, C 1 -C 6 alkyl, C 2 -C 7 alkoxycarbonyl, C 1 -C 6 hydroxyalkyl, CN, aminocarbonyl, C 2 -C 7 alkanoyloxy(C 1 -C 6 )alkyl, carboxy, C 2 -C 7 alkanoxylamino, optionally substituted C 6 -C 10 or heteroaryl or an optionally substituted (C 6 -C 10 aryl)alkyl or a heteroaryl alkyl radical; and R" represents one or more optional mono- or di-valent substituents in the 5, 7 or 8 positions the same or different: monovalent substituents being selected from the following: C 1 -C 6 alkyl, C 2 -C 7 alkanoyloxy, hydroxy, amino, C 2 -C 7 alkanoylamino, C 1 -C 6 alkylamino, C 1 -C 6 hydroxyalkyl, C 7 -C 17 aralkyloxyamino, R" can also represent hydroxy in the 6 position (when the optional bond is absent); the di-valent substituents being selected from oxo (i.e. = O) and methylene (i.e. = CH 2 ); and the N-oxides thereof, which compounds have pharmaceutical uses conferred by their ability to block voltage gated potassium channels.
GB9616476A 1994-02-10 1995-02-10 6-aryl-(methyl-or methylidone)-quinoline derivatives as voltage-gated potassium channel blockers Expired - Fee Related GB2301359B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9402561A GB9402561D0 (en) 1994-02-10 1994-02-10 Nitrogen heterocycles
GBGB9425345.7A GB9425345D0 (en) 1994-12-15 1994-12-15 Nitrogen heterocycles
PCT/GB1995/000277 WO1995021825A1 (en) 1994-02-10 1995-02-10 6-aryl-(methyl- or methylidone)-quinoline derivatives as voltage-gated potassium channel blockers

Publications (3)

Publication Number Publication Date
GB9616476D0 GB9616476D0 (en) 1996-09-25
GB2301359A true GB2301359A (en) 1996-12-04
GB2301359B GB2301359B (en) 1998-08-12

Family

ID=26304305

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9616476A Expired - Fee Related GB2301359B (en) 1994-02-10 1995-02-10 6-aryl-(methyl-or methylidone)-quinoline derivatives as voltage-gated potassium channel blockers

Country Status (5)

Country Link
US (1) US5753676A (en)
AU (1) AU1586695A (en)
GB (1) GB2301359B (en)
IL (1) IL112568A0 (en)
WO (1) WO1995021825A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201105659D0 (en) 2011-04-01 2011-05-18 Xention Ltd Compounds

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1432378A (en) * 1972-10-21 1976-04-14 Wyeth John & Brother Ltd Fused carbocyclic ring derivatives of pyridine
GB1463666A (en) * 1973-12-17 1977-02-02 Wyeth John & Brother Ltd Process for preparing fused carbocyclic ring derivatives of pyridine
US4576949A (en) * 1984-05-07 1986-03-18 The Upjohn Company Use of 5,6,7,8-tetrahydroquinolines and 5,6-dihydropyrindines as leukotriene and lipoxygenase inhibitors and the novel 3-substituted compounds therein
MX13485A (en) * 1987-10-19 1993-05-01 Pfizer PROCEDURE FOR OBTAINING REPLACED, CHROME PLATES AND RELATED COMPOUNDS
US5059609A (en) * 1987-10-19 1991-10-22 Pfizer Inc. Substituted tetralins, chromans and related compounds in the treatment of asthma, arthritis and related diseases
US5110815A (en) * 1990-12-03 1992-05-05 Hoechst-Roussel Pharmaceuticals Inc. 5-amino-5,6,7,8-tetrahydroquinolines and related compounds and pharmaceutical use

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CA 211625z and J.Heterocycl.Chem, Vol 16, No 4, 1979, pages 633-635 *
CA 87755d and Arch.Pharm. (Weinheim), Vol 303, No 8, 1970, pages 667-675 *

Also Published As

Publication number Publication date
WO1995021825A1 (en) 1995-08-17
US5753676A (en) 1998-05-19
IL112568A0 (en) 1995-05-26
AU1586695A (en) 1995-08-29
GB9616476D0 (en) 1996-09-25
GB2301359B (en) 1998-08-12

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20050210