WO1994003425A3 - Carbostyril derivatives for the treatment of arrhythmia - Google Patents

Carbostyril derivatives for the treatment of arrhythmia Download PDF

Info

Publication number
WO1994003425A3
WO1994003425A3 PCT/US1993/007050 US9307050W WO9403425A3 WO 1994003425 A3 WO1994003425 A3 WO 1994003425A3 US 9307050 W US9307050 W US 9307050W WO 9403425 A3 WO9403425 A3 WO 9403425A3
Authority
WO
WIPO (PCT)
Prior art keywords
lower alkyl
hydrogen
treatment
arrhythmia
carbostyril derivatives
Prior art date
Application number
PCT/US1993/007050
Other languages
French (fr)
Other versions
WO1994003425A2 (en
Inventor
Dominique Blondet
Jean-Claude Pascal
Original Assignee
Syntex Inc
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 Syntex Inc filed Critical Syntex Inc
Priority to AU47875/93A priority Critical patent/AU4787593A/en
Publication of WO1994003425A2 publication Critical patent/WO1994003425A2/en
Publication of WO1994003425A3 publication Critical patent/WO1994003425A3/en

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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/02—1,2-Thiazines; Hydrogenated 1,2-thiazines

Landscapes

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

Abstract

Compounds of formula (I), wherein m is 0, 1 or 2; n is 0, 1 or 2; R1 is hydrogen, lower alkyl, or phenyl lower alkyl; R2 is hydrogen, lower alkyl, trifluoromethyl, lower alkoxy, or phenyl lower alkoxy; R3 is hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; R4 is hydrogen, lower alkyl, or hydroxy, provided that when R4 is hydroxy both m and n are 1; R5 is hydrogen or lower alkyl; R6 is lower alkyl; W and Y are independently -SO¿2?- or -C(O)-; X is oxygen, -S(O)p-, -CH2-, or a single bond; wherein p is 0, 1 or 2; and Z is -CH=CH- or -(CH2)q-, wherein q is 1 or 2; or a pharmaceutically acceptable acid addition salt, ester or N-oxide thereof, are useful in the treatment of cardiovascular diseases, particularly arrhythmias.
PCT/US1993/007050 1992-07-31 1993-07-30 Carbostyril derivatives for the treatment of arrhythmia WO1994003425A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU47875/93A AU4787593A (en) 1992-07-31 1993-07-30 Heterocyclic derivatives useful in the treatment of cardiovascular diseases

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US91769892A 1992-07-31 1992-07-31
US07/917,698 1992-07-31

Publications (2)

Publication Number Publication Date
WO1994003425A2 WO1994003425A2 (en) 1994-02-17
WO1994003425A3 true WO1994003425A3 (en) 1994-03-31

Family

ID=25439188

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1993/007050 WO1994003425A2 (en) 1992-07-31 1993-07-30 Carbostyril derivatives for the treatment of arrhythmia

Country Status (4)

Country Link
AU (1) AU4787593A (en)
IL (1) IL106549A0 (en)
MX (1) MX9304626A (en)
WO (1) WO1994003425A2 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5451677A (en) * 1993-02-09 1995-09-19 Merck & Co., Inc. Substituted phenyl sulfonamides as selective β 3 agonists for the treatment of diabetes and obesity
JPH09502166A (en) * 1993-07-31 1997-03-04 スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー 2-Benzoheterocyclyloxy or thiopropanolamine derivatives having adrenergic receptor agonist activity
US6075040A (en) * 1996-09-05 2000-06-13 Eli Lilly And Company Selective β3 adrenergic agonists
ZA967892B (en) * 1995-09-21 1998-03-18 Lilly Co Eli Selective β3 adrenergic agonists.
US5817690A (en) * 1996-08-27 1998-10-06 American Home Products Corporation 4-aminoethoxy indolone derivatives
WO1998008819A1 (en) * 1996-08-27 1998-03-05 American Home Products Corporation 4-aminoethoxy indolone derivatives
ATE215369T1 (en) * 1996-09-05 2002-04-15 Lilly Co Eli CARBAZOLE ANALOGUES AS SELECTIVE BETA3-ADRENERGIC AGONISTS
EP1036064A4 (en) * 1997-12-05 2002-11-27 Lilly Co Eli Selective beta 3-adrenergic agonists
CO5011072A1 (en) * 1997-12-05 2001-02-28 Lilly Co Eli ETANOLAMINAS PIRAZINIL SUBSTITUTED AS AGFONISTS OF THE RECEPTORS

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4081447A (en) * 1975-04-09 1978-03-28 Abbott Laboratories 5-[2-Hydroxy-3-(3,4-dimethoxy phenethylamino)]-propoxy-3,4-dihydro carbostyril and pharmaceutically acceptable salts thereof
US4642309A (en) * 1983-03-23 1987-02-10 Boehringer Mannheim Gmbh Indolin-2-one derivatives preparation thereof and intermediates for the preparation thereof
EP0245997A2 (en) * 1986-05-01 1987-11-19 Pfizer Limited N-substituted p-aminoethylsulphon anilides as antiarrhythmic agents, and intermediates therefor
US5082847A (en) * 1990-07-18 1992-01-21 Syntex (U.S.A.) Inc. Carbostyril compounds connected via an oxyalkyl group with a piperidine ring and having pharmaceutical utility

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4081447A (en) * 1975-04-09 1978-03-28 Abbott Laboratories 5-[2-Hydroxy-3-(3,4-dimethoxy phenethylamino)]-propoxy-3,4-dihydro carbostyril and pharmaceutically acceptable salts thereof
US4642309A (en) * 1983-03-23 1987-02-10 Boehringer Mannheim Gmbh Indolin-2-one derivatives preparation thereof and intermediates for the preparation thereof
EP0245997A2 (en) * 1986-05-01 1987-11-19 Pfizer Limited N-substituted p-aminoethylsulphon anilides as antiarrhythmic agents, and intermediates therefor
US5082847A (en) * 1990-07-18 1992-01-21 Syntex (U.S.A.) Inc. Carbostyril compounds connected via an oxyalkyl group with a piperidine ring and having pharmaceutical utility

Also Published As

Publication number Publication date
WO1994003425A2 (en) 1994-02-17
MX9304626A (en) 1994-02-28
IL106549A0 (en) 1993-12-08
AU4787593A (en) 1994-03-03

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