AU672246B2 - 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

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Publication number
AU672246B2
AU672246B2 AU52368/93A AU5236893A AU672246B2 AU 672246 B2 AU672246 B2 AU 672246B2 AU 52368/93 A AU52368/93 A AU 52368/93A AU 5236893 A AU5236893 A AU 5236893A AU 672246 B2 AU672246 B2 AU 672246B2
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AU
Australia
Prior art keywords
pharmaceutical
alkyl
diagnostic
preparation
ischemically
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.)
Ceased
Application number
AU52368/93A
Other versions
AU5236893A (en
Inventor
Udo Albus
Heinz-Werner Kleemann
Hans-Jochen Lang
Wolfgang Scholz
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
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Publication of AU5236893A publication Critical patent/AU5236893A/en
Application granted granted Critical
Publication of AU672246B2 publication Critical patent/AU672246B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Benzoylguanidines of the formula I <IMAGE> where R(1) is hydrogen, Hal, -NO2, -C IDENTICAL N, -CF3, R(4)-SOm or R(5)R(6)N-SO2-, R(4) and R(5) being alk(en)yl, or CF3, with R(5) also having the meaning of H, R(2) is heteroaryl, or -SR(10), -OR(10), -NR(10)R(11) or -CR(10)R(11)R(12); where R(10) is -CaH2a-heteroaryl, R(11) and R(12) are defined as R(10) or are hydrogen or alkyl, R(3) is defined as R(1) or is alkyl or -X-R(13), where X is oxygen, S or NR(14), and R(13) is H or (cyclo)alkyl, are described. They are obtained from a compound II <IMAGE> by reaction with guanidine. The compounds are outstandingly suitable for use as anti-arrhythmic drugs (medicaments, pharmaceuticals) having a cardioprotective component for the prophylaxis and treatment of infarction and also for the treatment of angina pectoris, the compounds also inhibiting or strongly reducing, in a preventive manner, the pathophysiological processes associated with the occurrence of ischemically-induced damage, in particular in association with the triggering of ischemically-induced cardiac arrhythmias.
AU52368/93A 1992-12-15 1993-12-13 Substituted benzoylguanidines, process for their preparation, their use as pharmaceutical or diagnostic, and pharmaceutical containing them Ceased AU672246B2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE4242191 1992-12-15
DE4242191 1992-12-15
DE4311800 1993-04-09
DE4311800 1993-04-09

Publications (2)

Publication Number Publication Date
AU5236893A AU5236893A (en) 1994-06-30
AU672246B2 true AU672246B2 (en) 1996-09-26

Family

ID=25921333

Family Applications (1)

Application Number Title Priority Date Filing Date
AU52368/93A Ceased AU672246B2 (en) 1992-12-15 1993-12-13 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)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4325822A1 (en) * 1993-07-31 1995-02-02 Hoechst Ag Substituted benzoylguanidines, process for their preparation, their use as medicament or diagnostic agent, and medicament containing them
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
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
ATE185557T1 (en) * 1995-01-30 1999-10-15 Hoechst Ag BASIC-SUBSTITUTED BENZOYLGUANIDINES, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AS A MEDICATION OR DIAGNOSTIC AND THE MEDICATION CONTAINING THEM
DE19502895A1 (en) * 1995-01-31 1996-08-01 Merck Patent Gmbh 4-mercapto-benzoylguanidine derivatives
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

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5091394A (en) * 1989-09-06 1992-02-25 Hoechst Aktiengesellschaft Benzoylguanidines, a process for their preparation, their use as medicaments and medicaments containing them
AU3301393A (en) * 1992-02-15 1993-08-19 Hoechst Aktiengesellschaft Amino-substituted benzoylguanidines, process for their preparation, their use as a medicament and medicament containing them
AU5271693A (en) * 1992-12-28 1994-07-07 Hoechst Aktiengesellschaft 2,4-substituted 5-(N-substituted sulfamoyl) benzoylguanidines, process for their preparation, their use as drugs or diagnostic agents, and drugs in which they are present

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5091394A (en) * 1989-09-06 1992-02-25 Hoechst Aktiengesellschaft Benzoylguanidines, a process for their preparation, their use as medicaments and medicaments containing them
AU3301393A (en) * 1992-02-15 1993-08-19 Hoechst Aktiengesellschaft Amino-substituted benzoylguanidines, process for their preparation, their use as a medicament and medicament containing them
AU5271693A (en) * 1992-12-28 1994-07-07 Hoechst Aktiengesellschaft 2,4-substituted 5-(N-substituted sulfamoyl) benzoylguanidines, process for their preparation, their use as drugs or diagnostic agents, and drugs in which they are present

Also Published As

Publication number Publication date
ATE146170T1 (en) 1996-12-15
NO934604D0 (en) 1993-12-14
JPH06239828A (en) 1994-08-30
HU9303577D0 (en) 1994-04-28
FI935578A (en) 1994-06-16
NO934604L (en) 1994-06-16
FI106856B (en) 2001-04-30
HUT70028A (en) 1995-09-28
EP0602523A1 (en) 1994-06-22
NZ250437A (en) 1996-02-27
DK0602523T3 (en) 1997-06-02
DE59304748D1 (en) 1997-01-23
FI935578A0 (en) 1993-12-13
EP0602523B1 (en) 1996-12-11
HU217634B (en) 2000-03-28
AU5236893A (en) 1994-06-30
CA2111386A1 (en) 1994-06-16
JP3780004B2 (en) 2006-05-31
TW250479B (en) 1995-07-01
NO300590B1 (en) 1997-06-23
GR3022136T3 (en) 1997-03-31
CA2111386C (en) 2006-11-14
ES2096840T3 (en) 1997-03-16

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Legal Events

Date Code Title Description
MK14 Patent ceased section 143(a) (annual fees not paid) or expired