CA2111386A1 - Substituted benzoylguanidines, process for their preparation, their use as pharmaceutical or diagnostic, and pharmaceutical containing them - Google Patents

Substituted benzoylguanidines, process for their preparation, their use as pharmaceutical or diagnostic, and pharmaceutical containing them

Info

Publication number
CA2111386A1
CA2111386A1 CA002111386A CA2111386A CA2111386A1 CA 2111386 A1 CA2111386 A1 CA 2111386A1 CA 002111386 A CA002111386 A CA 002111386A CA 2111386 A CA2111386 A CA 2111386A CA 2111386 A1 CA2111386 A1 CA 2111386A1
Authority
CA
Canada
Prior art keywords
pharmaceutical
diagnostic
preparation
ischemia
substituted benzoylguanidines
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
CA002111386A
Other languages
French (fr)
Other versions
CA2111386C (en
Inventor
Hans-Jochen Lang
Heinz-Werner Kleemann
Wolfgang Scholz
Udo Albus
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.)
Hoechst AG
Original Assignee
Hans-Jochen Lang
Heinz-Werner Kleemann
Wolfgang Scholz
Udo Albus
Hoechst Aktiengesellschaft
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 Hans-Jochen Lang, Heinz-Werner Kleemann, Wolfgang Scholz, Udo Albus, Hoechst Aktiengesellschaft filed Critical Hans-Jochen Lang
Publication of CA2111386A1 publication Critical patent/CA2111386A1/en
Application granted granted Critical
Publication of CA2111386C publication Critical patent/CA2111386C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6
    • C07D213/6432-Phenoxypyridines; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/68One oxygen atom attached in position 4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/70Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/20Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/20Oxygen atoms
    • C07D215/24Oxygen atoms attached in position 8
    • C07D215/26Alcohols; Ethers thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines

Abstract

Benzoylguanidines of the formula I are described (see formula I) The compounds are outstandingly suitable as antiarrhythmic pharmaceuticals with a cardioprotective component for the prophylaxis and treatment of infractions and for the treatment of angine pectoris, and they also preventively inhibit, or greatly reduce, the pathophysiological processes in the formation of ischemia-induced damage, in particular in the triggering of ischemia-induced cardiac arrhythmias.
CA002111386A 1992-12-15 1993-12-14 Substituted benzoylguanidines, process for their preparation, their use as pharmaceutical or diagnostic, and pharmaceutical containing them Expired - Fee Related CA2111386C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DEP4242191.8 1992-12-15
DE4242191 1992-12-15
DEP4311800.3 1993-04-09
DE4311800 1993-04-09

Publications (2)

Publication Number Publication Date
CA2111386A1 true CA2111386A1 (en) 1994-06-16
CA2111386C CA2111386C (en) 2006-11-14

Family

ID=25921333

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002111386A Expired - Fee Related CA2111386C (en) 1992-12-15 1993-12-14 Substituted benzoylguanidines, process for their preparation, their use as pharmaceutical or diagnostic, and pharmaceutical containing them

Country Status (14)

Country Link
EP (1) EP0602523B1 (en)
JP (1) JP3780004B2 (en)
AT (1) ATE146170T1 (en)
AU (1) AU672246B2 (en)
CA (1) CA2111386C (en)
DE (1) DE59304748D1 (en)
DK (1) DK0602523T3 (en)
ES (1) ES2096840T3 (en)
FI (1) FI106856B (en)
GR (1) GR3022136T3 (en)
HU (1) HU217634B (en)
NO (1) NO300590B1 (en)
NZ (1) NZ250437A (en)
TW (1) TW250479B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5696167A (en) * 1995-01-31 1997-12-09 Merck Patent Gesellschaft Mit Beschrankter Haftung 4-mercaptobenzoylguanidine derivatives
US5719169A (en) * 1993-07-31 1998-02-17 Hoechst Aktiengesellschaft Substituted benzoylguanidines, their use as a medicament or diagnostic, and medicament containing them

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4344550A1 (en) * 1993-12-24 1995-06-29 Hoechst Ag Substituted 1-oxo-1,2-dihydro-isoquinolinoyl and 1,1-dioxo-2H-1,2-benzothiazinoylguanidines, processes for their preparation, their use as medicaments or diagnostic agents, and medicaments containing them
FR2719310B1 (en) * 1994-04-29 1996-07-19 Hoechst France New acetaldehyde derivatives, their preparation process and their application.
DE4421495A1 (en) * 1994-06-20 1995-12-21 Merck Patent Gmbh Heterocyclyloxy-benzoylguanidines
IL114670A0 (en) * 1994-08-05 1995-11-27 Fujisawa Pharmaceutical Co Guanidine derivatives pharmaceutical compositions containing the same and processes for the preparation thereof
DE4430212A1 (en) * 1994-08-28 1996-02-29 Merck Patent Gmbh Ortho-substituted benzoic acid derivatives
DE4430916A1 (en) * 1994-08-31 1996-03-07 Merck Patent Gmbh Alkyl benzoylguanidine derivatives
DE4432106A1 (en) * 1994-09-09 1996-03-14 Hoechst Ag Heterocyclic N-oxide-substituted benzoylguanidines, process for their preparation, their use as medicament or diagnostic, medicament containing them and intermediates for their preparation
DE4437874A1 (en) * 1994-10-22 1996-04-25 Merck Patent Gmbh Alkyl 5-methylsulfonylbenzoylguanidine derivatives
DE59603311D1 (en) * 1995-01-30 1999-11-18 Hoechst Ag Basically substituted benzoylguanidines, processes for their preparation, their use as medicaments or diagnostic agents and medicaments containing them
US6057322A (en) * 1995-01-30 2000-05-02 Hoechst Aktiengesellschaft Basically-substituted benzoylguanidines, a process for preparing them, their use as a medicament or diagnostic agent, and a medicament containing them
DE19517848A1 (en) * 1995-05-16 1996-11-21 Merck Patent Gmbh Fluorine-containing benzoylguanidines
EP0765867A1 (en) * 1995-09-27 1997-04-02 Hoechst Aktiengesellschaft Substituted benzoyl guanidines, process for their preparation, their use as antiarrhythmics or diagnostic agent as well as pharmaceuticals containing them
DE19540995A1 (en) * 1995-11-03 1997-05-07 Hoechst Ag Substituted sulfonimidamides, process for their preparation, their use as a medicament or diagnostic agent, and medicament containing them
DE19542306A1 (en) * 1995-11-14 1997-05-15 Hoechst Ag Sulfonylamino-substituted benzoylguanidines, process for their preparation, their use as a medicament or diagnostic agent, and medicament containing them
PL316439A1 (en) * 1995-11-20 1997-05-26 Hoechst Ag Novel substituted derivatives of benzoyloguanidine, method of obtaining them, their application in production of pharmaceutic and diagnostic agents and pharmaceutic agent as such
DE19546736A1 (en) * 1995-12-14 1997-06-19 Hoechst Ag Substituted chromanylsulfonyl (thio) ureas, process for their preparation and their use in the manufacture of pharmaceutical preparations
DE19738604A1 (en) * 1997-09-04 1999-03-11 Hoechst Marion Roussel De Gmbh Use of Na<+>/H<+> exchange inhibitors
DE19950898A1 (en) 1999-10-22 2001-04-26 Aventis Pharma Gmbh New heteroaryl substituted fluoroalkyl-benzoylguanidine derivatives useful for treatment of e.g. ischemias, cardiac infarction, angina, shock, atherosclerosis, cancer and metabolic disorders
DE10226462A1 (en) * 2002-06-13 2003-12-24 Aventis Pharma Gmbh Fluorinated cycloalkyl-derivatized benzoylguanidines, process for their preparation, their use as medicament, and medicament containing them
WO2004047730A2 (en) * 2002-11-21 2004-06-10 New York Blood Center Compounds for inhibition of hiv infection by blocking hiv entry

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3929582A1 (en) * 1989-09-06 1991-03-07 Hoechst Ag BENZOYLGUANIDINE, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AS A MEDICINE AND THE MEDICINE CONTAINING IT
CZ284456B6 (en) * 1992-02-15 1998-12-16 Hoechst Aktiengesellschaft Amino substituted benzylguanidines, process of their preparation and their use for preparing medicaments
EP0604852A1 (en) * 1992-12-28 1994-07-06 Hoechst Aktiengesellschaft 2,4-Substituted 5-(N-substituted-sulfamoyl) benzoylguanidines, as antiarrhythmic agents, inhibitors of the proliferation of cells and inhibitors of sodium-hydrogen exchange

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5719169A (en) * 1993-07-31 1998-02-17 Hoechst Aktiengesellschaft Substituted benzoylguanidines, their use as a medicament or diagnostic, and medicament containing them
US5696167A (en) * 1995-01-31 1997-12-09 Merck Patent Gesellschaft Mit Beschrankter Haftung 4-mercaptobenzoylguanidine derivatives

Also Published As

Publication number Publication date
NO300590B1 (en) 1997-06-23
FI106856B (en) 2001-04-30
FI935578A (en) 1994-06-16
FI935578A0 (en) 1993-12-13
EP0602523B1 (en) 1996-12-11
CA2111386C (en) 2006-11-14
DK0602523T3 (en) 1997-06-02
AU672246B2 (en) 1996-09-26
NO934604D0 (en) 1993-12-14
HUT70028A (en) 1995-09-28
EP0602523A1 (en) 1994-06-22
GR3022136T3 (en) 1997-03-31
NZ250437A (en) 1996-02-27
ES2096840T3 (en) 1997-03-16
JP3780004B2 (en) 2006-05-31
TW250479B (en) 1995-07-01
JPH06239828A (en) 1994-08-30
NO934604L (en) 1994-06-16
AU5236893A (en) 1994-06-30
HU217634B (en) 2000-03-28
HU9303577D0 (en) 1994-04-28
DE59304748D1 (en) 1997-01-23
ATE146170T1 (en) 1996-12-15

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Legal Events

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MKLA Lapsed

Effective date: 20121214