SK281661B6 - Derivát sulfonylbenzoylguanidínu alebo sulfinylbenzoylguanidínu, spôsob jeho prípravy, jeho použitie a farmaceutický prostriedok, ktorý ho obsahuje - Google Patents
Derivát sulfonylbenzoylguanidínu alebo sulfinylbenzoylguanidínu, spôsob jeho prípravy, jeho použitie a farmaceutický prostriedok, ktorý ho obsahuje Download PDFInfo
- Publication number
- SK281661B6 SK281661B6 SK1033-96A SK103396A SK281661B6 SK 281661 B6 SK281661 B6 SK 281661B6 SK 103396 A SK103396 A SK 103396A SK 281661 B6 SK281661 B6 SK 281661B6
- Authority
- SK
- Slovakia
- Prior art keywords
- diaminomethylene
- formula
- methyl
- ethyl
- methylsulfonylbenzamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 14
- XOFVXSMENNKBRH-UHFFFAOYSA-N n-[amino-(sulfinylamino)methylidene]benzamide Chemical class O=S=NC(N)=NC(=O)C1=CC=CC=C1 XOFVXSMENNKBRH-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 79
- 238000011282 treatment Methods 0.000 claims abstract description 15
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 claims abstract description 11
- LAGJGWGBDKKIQX-UHFFFAOYSA-N n-[amino-(sulfonylamino)methylidene]benzamide Chemical compound O=S(=O)=NC(N)=NC(=O)C1=CC=CC=C1 LAGJGWGBDKKIQX-UHFFFAOYSA-N 0.000 claims abstract description 11
- 201000010099 disease Diseases 0.000 claims abstract description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 7
- 102000003669 Antiporters Human genes 0.000 claims abstract description 6
- 108090000084 Antiporters Proteins 0.000 claims abstract description 6
- 206010003119 arrhythmia Diseases 0.000 claims abstract description 6
- 230000008569 process Effects 0.000 claims abstract description 5
- 230000006793 arrhythmia Effects 0.000 claims abstract description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 32
- 150000003839 salts Chemical class 0.000 claims description 20
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 16
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 16
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- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- AJDQRQQNNLZLPM-UHFFFAOYSA-N n-(diaminomethylidene)benzamide Chemical compound NC(N)=NC(=O)C1=CC=CC=C1 AJDQRQQNNLZLPM-UHFFFAOYSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
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- 229910052740 iodine Inorganic materials 0.000 claims description 5
- GROMEQPXDKRRIE-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-4,5-bis(methylsulfonyl)benzamide Chemical compound CC1=CC(S(C)(=O)=O)=C(S(C)(=O)=O)C=C1C(=O)N=C(N)N GROMEQPXDKRRIE-UHFFFAOYSA-N 0.000 claims description 5
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- 125000001424 substituent group Chemical group 0.000 claims description 4
- RSKNQTWLPWOKCV-UHFFFAOYSA-N 4-(benzenesulfonyl)-n-(diaminomethylidene)-2-methyl-5-methylsulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(S(=O)(=O)C=2C=CC=CC=2)=C1S(C)(=O)=O RSKNQTWLPWOKCV-UHFFFAOYSA-N 0.000 claims description 3
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- MDDZBMOWENBNCP-UHFFFAOYSA-N 5-(4-chlorophenyl)sulfonyl-n-(diaminomethylidene)-2-methyl-4-methylsulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(S(C)(=O)=O)=C1S(=O)(=O)C1=CC=C(Cl)C=C1 MDDZBMOWENBNCP-UHFFFAOYSA-N 0.000 claims 1
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- FNDLQABGYJQJPH-UHFFFAOYSA-N n-(diaminomethylidene)-3-methylsulfonyl-4-propan-2-ylbenzamide;methanesulfonic acid Chemical compound CS(O)(=O)=O.CC(C)C1=CC=C(C(=O)N=C(N)N)C=C1S(C)(=O)=O FNDLQABGYJQJPH-UHFFFAOYSA-N 0.000 description 9
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- ZQLOUGOUCHMKHV-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]sulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(S(=O)(=O)C=2C=CC(=CC=2)C(F)(F)F)=C1C(F)(F)F ZQLOUGOUCHMKHV-UHFFFAOYSA-N 0.000 description 1
- MYTFLWAIHRGAPE-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-methylsulfonyl-4-[2-(trifluoromethyl)phenyl]sulfanylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(SC=2C(=CC=CC=2)C(F)(F)F)=C1S(C)(=O)=O MYTFLWAIHRGAPE-UHFFFAOYSA-N 0.000 description 1
- CDOUFVAURAXMMH-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-methylsulfonyl-4-[2-(trifluoromethyl)phenyl]sulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(S(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1S(C)(=O)=O CDOUFVAURAXMMH-UHFFFAOYSA-N 0.000 description 1
- NFZMWSDZYXFMLH-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-methylsulfonyl-4-[3-(trifluoromethyl)phenyl]sulfanylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(C)=CC(SC=2C=C(C=CC=2)C(F)(F)F)=C1S(C)(=O)=O NFZMWSDZYXFMLH-UHFFFAOYSA-N 0.000 description 1
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- ZFVIMWBMDDQEEY-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-methylsulfonyl-4-propan-2-ylsulfinylbenzamide Chemical compound CC(C)S(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1S(C)(=O)=O ZFVIMWBMDDQEEY-UHFFFAOYSA-N 0.000 description 1
- SPVMMRALAJYBSX-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-methylsulfonyl-4-propylsulfinylbenzamide Chemical compound CCCS(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1S(C)(=O)=O SPVMMRALAJYBSX-UHFFFAOYSA-N 0.000 description 1
- GTOYOXDESAEYOG-UHFFFAOYSA-N n-(diaminomethylidene)-2-methyl-5-nitro-4-propan-2-ylsulfonylbenzamide Chemical compound CC(C)S(=O)(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1[N+]([O-])=O GTOYOXDESAEYOG-UHFFFAOYSA-N 0.000 description 1
- CFLLWKVNYSULCQ-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfanyl-2-ethyl-5-(trifluoromethyl)benzamide Chemical compound C1=C(C(=O)N=C(N)N)C(CC)=CC(SC=2C(=CC(C)=CC=2)C)=C1C(F)(F)F CFLLWKVNYSULCQ-UHFFFAOYSA-N 0.000 description 1
- XEFOFHWFNFZJGG-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfanyl-2-ethyl-5-methylsulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(CC)=CC(SC=2C(=CC(C)=CC=2)C)=C1S(C)(=O)=O XEFOFHWFNFZJGG-UHFFFAOYSA-N 0.000 description 1
- SYHWZGMHTGKSEP-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfanyl-2-methyl-5-(trifluoromethyl)benzamide Chemical compound CC1=CC(C)=CC=C1SC1=CC(C)=C(C(=O)N=C(N)N)C=C1C(F)(F)F SYHWZGMHTGKSEP-UHFFFAOYSA-N 0.000 description 1
- UUBNPEYIPPEJQQ-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfonyl-2-ethyl-5-(trifluoromethyl)benzamide Chemical compound C1=C(C(=O)N=C(N)N)C(CC)=CC(S(=O)(=O)C=2C(=CC(C)=CC=2)C)=C1C(F)(F)F UUBNPEYIPPEJQQ-UHFFFAOYSA-N 0.000 description 1
- FAFYOAANLIJPSH-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfonyl-2-ethyl-5-methylsulfonylbenzamide Chemical compound C1=C(C(=O)N=C(N)N)C(CC)=CC(S(=O)(=O)C=2C(=CC(C)=CC=2)C)=C1S(C)(=O)=O FAFYOAANLIJPSH-UHFFFAOYSA-N 0.000 description 1
- IJDATBYDQVJVRG-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfonyl-2-methyl-5-(trifluoromethyl)benzamide Chemical compound CC1=CC(C)=CC=C1S(=O)(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1C(F)(F)F IJDATBYDQVJVRG-UHFFFAOYSA-N 0.000 description 1
- PTJVDVWCWUYBKI-UHFFFAOYSA-N n-(diaminomethylidene)-4-(2,4-dimethylphenyl)sulfonyl-2-methyl-5-methylsulfonylbenzamide Chemical compound CC1=CC(C)=CC=C1S(=O)(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1S(C)(=O)=O PTJVDVWCWUYBKI-UHFFFAOYSA-N 0.000 description 1
- GELRCTZDSRLROA-UHFFFAOYSA-N n-(diaminomethylidene)-4-ethylsulfinyl-2-methyl-5-methylsulfonylbenzamide Chemical compound CCS(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1S(C)(=O)=O GELRCTZDSRLROA-UHFFFAOYSA-N 0.000 description 1
- REACOYHFNDUUHP-UHFFFAOYSA-N n-(diaminomethylidene)-4-ethylsulfonyl-2-methyl-5-(trifluoromethyl)benzamide Chemical compound CCS(=O)(=O)C1=CC(C)=C(C(=O)N=C(N)N)C=C1C(F)(F)F REACOYHFNDUUHP-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000003182 parenteral nutrition solution Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229940116317 potato starch Drugs 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 208000037920 primary disease Diseases 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 208000017497 prostate disease Diseases 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000006215 rectal suppository Substances 0.000 description 1
- 230000010410 reperfusion Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 230000000894 saliuretic effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 208000037921 secondary disease Diseases 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940074545 sodium dihydrogen phosphate dihydrate Drugs 0.000 description 1
- RMBAVIFYHOYIFM-UHFFFAOYSA-M sodium methanethiolate Chemical compound [Na+].[S-]C RMBAVIFYHOYIFM-UHFFFAOYSA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
- C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Pulmonology (AREA)
- Reproductive Health (AREA)
- Gastroenterology & Hepatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Measuring Leads Or Probes (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19529612A DE19529612A1 (de) | 1995-08-11 | 1995-08-11 | Sulfonyl- oder Sulfinyl-benzoylguanidin-Derivate |
Publications (2)
Publication Number | Publication Date |
---|---|
SK103396A3 SK103396A3 (en) | 1997-03-05 |
SK281661B6 true SK281661B6 (sk) | 2001-06-11 |
Family
ID=7769293
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK1033-96A SK281661B6 (sk) | 1995-08-11 | 1996-08-07 | Derivát sulfonylbenzoylguanidínu alebo sulfinylbenzoylguanidínu, spôsob jeho prípravy, jeho použitie a farmaceutický prostriedok, ktorý ho obsahuje |
Country Status (25)
Country | Link |
---|---|
US (1) | US5744641A (zh) |
EP (1) | EP0758644B1 (zh) |
JP (1) | JP3901766B2 (zh) |
KR (1) | KR100447111B1 (zh) |
CN (1) | CN1071743C (zh) |
AR (1) | AR004677A1 (zh) |
AT (1) | ATE252075T1 (zh) |
AU (1) | AU709800B2 (zh) |
BR (1) | BR9603377B1 (zh) |
CA (1) | CA2183050C (zh) |
CZ (1) | CZ292974B6 (zh) |
DE (2) | DE19529612A1 (zh) |
DK (1) | DK0758644T3 (zh) |
ES (1) | ES2206534T3 (zh) |
HU (1) | HU226134B1 (zh) |
MX (1) | MX9603300A (zh) |
NO (1) | NO306858B1 (zh) |
PL (1) | PL184320B1 (zh) |
PT (1) | PT758644E (zh) |
RU (1) | RU2159232C2 (zh) |
SI (1) | SI0758644T1 (zh) |
SK (1) | SK281661B6 (zh) |
TW (1) | TW432039B (zh) |
UA (1) | UA45965C2 (zh) |
ZA (1) | ZA966773B (zh) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4328352A1 (de) | 1993-08-24 | 1995-03-02 | Hoechst Ag | Substituierte N,N'-Di-benzoylguanidine, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
DE19833118C2 (de) * | 1998-07-23 | 2000-07-27 | Merck Patent Gmbh | Verfahren zur Herstellung von orthoalkylierten Benzoesäurederivaten |
DE19903275A1 (de) * | 1999-01-28 | 2000-08-03 | Merck Patent Gmbh | Lyophilisate mit verbesserter Rekonstituierbarkeit |
DE19951418A1 (de) * | 1999-10-26 | 2001-05-03 | Merck Patent Gmbh | Verfahren zur Herstellung von N-(4,5-Bismethansulfonyl-2-methyl-benzoyl) -guanidin, Hydrochlorid |
DE10001879A1 (de) * | 2000-01-19 | 2001-07-19 | Aventis Pharma Gmbh | Substituierte Benzoylguanidine, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
DE10023405A1 (de) * | 2000-05-12 | 2001-11-15 | Merck Patent Gmbh | Verfahren zur Herstellung von Sulfonyl-benzoylguanidinum-Salzen |
KR100643561B1 (ko) * | 2000-12-08 | 2006-11-10 | 엘지.필립스 엘시디 주식회사 | 액정표시장치용 어레이기판과 어레이기판의 제조방법 |
DE10305070A1 (de) * | 2003-02-07 | 2004-08-26 | Merck Patent Gmbh | Verwendung von N-(4,5-Methansulfonyl-2-methyl-benzoyl)-guanidin |
DE502004007841D1 (de) * | 2003-05-06 | 2008-09-25 | Merck Patent Gmbh | Verfahren zur kristallisation von guanidinium-salzen |
DE102004045825A1 (de) * | 2004-09-22 | 2006-03-23 | Merck Patent Gmbh | Lyophilisat enthaltend N-Diaminomethylen-2-methyl-4,5-di-(methylsulfonyl)-benzamid |
WO2009135583A1 (en) * | 2008-05-09 | 2009-11-12 | Merck Patent Gmbh | Pharmaceutical composition comprising rimeporide for treating diseases associated with insulin resistance and beta-cell dysfunction |
AU2009289846B2 (en) * | 2008-09-02 | 2014-10-16 | Sanofi-Aventis | Substituted aminoindanes and analogs thereof, and the pharmaceutical use thereof |
FR2948028B1 (fr) | 2009-07-17 | 2011-12-02 | Merck Sante Sas | Association d'un inhibiteur de l'echangeur sodium-proton et d'un derive amine de dihydro-1,3,5-triazine |
CN117304079A (zh) * | 2016-02-08 | 2023-12-29 | 默克专利股份有限公司 | N-(4,5-双甲磺酰基-2-甲基苯甲酰基)胍盐酸盐和n-(4,5-双甲磺酰基-2-甲基苯甲酰基)胍盐的结晶变体 |
EP4230196A1 (en) | 2022-02-21 | 2023-08-23 | Som Innovation Biotech, S.A. | Compounds for use in the treatment of dystrophinopathies |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
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DE3929582A1 (de) * | 1989-09-06 | 1991-03-07 | Hoechst Ag | Benzoylguanidine, verfahren zu ihrer herstellung, ihre verwendung als medikament sowie sie enthaltendes medikament |
ATE147375T1 (de) * | 1992-09-22 | 1997-01-15 | Hoechst Ag | Benzoylguanidine, verfahren zu ihrer herstellung, sowie ihre verwendung als antiarrhythmika |
EP0604852A1 (de) * | 1992-12-28 | 1994-07-06 | Hoechst Aktiengesellschaft | 2,4-Substituierte 5-(N-substituierte-Sulfamoyl)-Benzoylguanidine, als Antiarrythmika, Inhibitoren der Proliferationen von Zellen, und Inhibitoren des Natrium-Protonen-Antiporters |
DE4430916A1 (de) * | 1994-08-31 | 1996-03-07 | Merck Patent Gmbh | Alkyl-benzoylguanidin-Derivate |
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1995
- 1995-08-11 DE DE19529612A patent/DE19529612A1/de not_active Withdrawn
-
1996
- 1996-07-16 TW TW085108613A patent/TW432039B/zh not_active IP Right Cessation
- 1996-08-02 DK DK96112498T patent/DK0758644T3/da active
- 1996-08-02 EP EP96112498A patent/EP0758644B1/de not_active Expired - Lifetime
- 1996-08-02 SI SI9630659T patent/SI0758644T1/xx unknown
- 1996-08-02 AT AT96112498T patent/ATE252075T1/de active
- 1996-08-02 PT PT96112498T patent/PT758644E/pt unknown
- 1996-08-02 ES ES96112498T patent/ES2206534T3/es not_active Expired - Lifetime
- 1996-08-02 DE DE59610773T patent/DE59610773D1/de not_active Expired - Lifetime
- 1996-08-05 CZ CZ19962312A patent/CZ292974B6/cs not_active IP Right Cessation
- 1996-08-05 AU AU61917/96A patent/AU709800B2/en not_active Expired
- 1996-08-07 SK SK1033-96A patent/SK281661B6/sk not_active IP Right Cessation
- 1996-08-08 UA UA96083195A patent/UA45965C2/uk unknown
- 1996-08-08 JP JP22459596A patent/JP3901766B2/ja not_active Expired - Lifetime
- 1996-08-08 ZA ZA9606773A patent/ZA966773B/xx unknown
- 1996-08-09 BR BRPI9603377-0A patent/BR9603377B1/pt not_active IP Right Cessation
- 1996-08-09 CA CA002183050A patent/CA2183050C/en not_active Expired - Lifetime
- 1996-08-09 RU RU96115459/04A patent/RU2159232C2/ru active
- 1996-08-09 CN CN96109414A patent/CN1071743C/zh not_active Expired - Lifetime
- 1996-08-09 PL PL96315611A patent/PL184320B1/pl unknown
- 1996-08-09 KR KR1019960033207A patent/KR100447111B1/ko not_active IP Right Cessation
- 1996-08-09 NO NO963340A patent/NO306858B1/no not_active IP Right Cessation
- 1996-08-09 MX MX9603300A patent/MX9603300A/es unknown
- 1996-08-09 AR ARP960103933A patent/AR004677A1/es active IP Right Grant
- 1996-08-09 US US08/699,053 patent/US5744641A/en not_active Expired - Lifetime
- 1996-08-09 HU HU9602196A patent/HU226134B1/hu not_active IP Right Cessation
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