SK171797A3 - Sulfonamide substituted compounds, preparation method thereof, their use as drugs or diagnostic agents and pharmaceutical compositions containing the same - Google Patents
Sulfonamide substituted compounds, preparation method thereof, their use as drugs or diagnostic agents and pharmaceutical compositions containing the same Download PDFInfo
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- SK171797A3 SK171797A3 SK1717-97A SK171797A SK171797A3 SK 171797 A3 SK171797 A3 SK 171797A3 SK 171797 A SK171797 A SK 171797A SK 171797 A3 SK171797 A3 SK 171797A3
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- Slovakia
- Prior art keywords
- group
- carbon atoms
- hydrogen
- alkyl
- methyl
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- 229940124530 sulfonamide Drugs 0.000 title claims abstract description 14
- 150000001875 compounds Chemical class 0.000 title claims description 97
- 239000003814 drug Substances 0.000 title claims description 34
- 238000002360 preparation method Methods 0.000 title claims description 22
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 8
- 125000000565 sulfonamide group Chemical group 0.000 title abstract description 9
- 229940079593 drug Drugs 0.000 title description 8
- 229940039227 diagnostic agent Drugs 0.000 title 1
- 239000000032 diagnostic agent Substances 0.000 title 1
- -1 NEt2 Chemical group 0.000 claims abstract description 316
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 243
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 171
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 120
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims abstract description 92
- 125000001544 thienyl group Chemical group 0.000 claims abstract description 88
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 77
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 77
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 76
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract description 75
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 62
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 54
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 51
- 150000003839 salts Chemical class 0.000 claims abstract description 48
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 35
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims abstract description 33
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims abstract description 29
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims abstract description 29
- 125000005956 isoquinolyl group Chemical group 0.000 claims abstract description 21
- 125000005493 quinolyl group Chemical group 0.000 claims abstract description 21
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 12
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 8
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims abstract 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 247
- 239000001257 hydrogen Substances 0.000 claims description 241
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 154
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 152
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 85
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 82
- 125000001424 substituent group Chemical group 0.000 claims description 82
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 71
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 69
- 239000000460 chlorine Substances 0.000 claims description 68
- 239000011737 fluorine Substances 0.000 claims description 63
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 63
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 62
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 56
- 125000001153 fluoro group Chemical group F* 0.000 claims description 50
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 47
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 44
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 30
- 238000011282 treatment Methods 0.000 claims description 30
- 238000011321 prophylaxis Methods 0.000 claims description 21
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 16
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 14
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 11
- 230000000903 blocking effect Effects 0.000 claims description 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- 206010003119 arrhythmia Diseases 0.000 claims description 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
- 150000003456 sulfonamides Chemical class 0.000 claims description 9
- 230000006793 arrhythmia Effects 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 7
- 201000010099 disease Diseases 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 230000009471 action Effects 0.000 claims description 6
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 6
- 230000001746 atrial effect Effects 0.000 claims description 6
- 230000002861 ventricular Effects 0.000 claims description 6
- 206010019280 Heart failures Diseases 0.000 claims description 5
- 230000010355 oscillation Effects 0.000 claims description 5
- 206010012735 Diarrhoea Diseases 0.000 claims description 4
- 239000002168 alkylating agent Substances 0.000 claims description 4
- 229940100198 alkylating agent Drugs 0.000 claims description 4
- 230000000747 cardiac effect Effects 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 208000035475 disorder Diseases 0.000 claims description 4
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- 206010003130 Arrhythmia supraventricular Diseases 0.000 claims description 3
- 206010003658 Atrial Fibrillation Diseases 0.000 claims description 3
- 206010049418 Sudden Cardiac Death Diseases 0.000 claims description 3
- 206010042600 Supraventricular arrhythmias Diseases 0.000 claims description 3
- 208000025865 Ulcer Diseases 0.000 claims description 3
- 206010047281 Ventricular arrhythmia Diseases 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 230000001079 digestive effect Effects 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 238000007336 electrophilic substitution reaction Methods 0.000 claims description 3
- 230000027119 gastric acid secretion Effects 0.000 claims description 3
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 208000000689 peptic esophagitis Diseases 0.000 claims description 3
- 230000033764 rhythmic process Effects 0.000 claims description 3
- 231100000397 ulcer Toxicity 0.000 claims description 3
- 206010007559 Cardiac failure congestive Diseases 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 150000003458 sulfonic acid derivatives Chemical class 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 33
- 102000004257 Potassium Channel Human genes 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
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- 210000004369 blood Anatomy 0.000 claims 1
- 108020001213 potassium channel Proteins 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 abstract description 8
- 229910052717 sulfur Inorganic materials 0.000 abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 8
- 229910006074 SO2NH2 Inorganic materials 0.000 abstract 6
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 24
- 239000000203 mixture Substances 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 16
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 15
- MZIWPBVMHLZHLT-UHFFFAOYSA-N (1-benzylpyridin-4-ylidene)methyl-oxoazanium;chloride Chemical compound [Cl-].C1=CC(=C[NH+]=O)C=CN1CC1=CC=CC=C1 MZIWPBVMHLZHLT-UHFFFAOYSA-N 0.000 description 14
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- 239000012312 sodium hydride Substances 0.000 description 5
- 229910000104 sodium hydride Inorganic materials 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- TVZCRIROJQEVOT-CABCVRRESA-N Cromakalim Chemical compound N1([C@@H]2C3=CC(=CC=C3OC([C@H]2O)(C)C)C#N)CCCC1=O TVZCRIROJQEVOT-CABCVRRESA-N 0.000 description 4
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- OGKZZXVXLZCMQW-UHFFFAOYSA-N 2-(trifluoromethyl)quinolin-3-amine Chemical compound C1=CC=C2N=C(C(F)(F)F)C(N)=CC2=C1 OGKZZXVXLZCMQW-UHFFFAOYSA-N 0.000 description 3
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- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- RNVCVTLRINQCPJ-UHFFFAOYSA-N ortho-methyl aniline Natural products CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000004526 pharmaceutical effect Effects 0.000 description 1
- 238000003408 phase transfer catalysis Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 102000020233 phosphotransferase Human genes 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001536 pro-arrhythmogenic effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 229960003401 ramipril Drugs 0.000 description 1
- HDACQVRGBOVJII-JBDAPHQKSA-N ramipril Chemical compound C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](C[C@@H]2CCC[C@@H]21)C(O)=O)CC1=CC=CC=C1 HDACQVRGBOVJII-JBDAPHQKSA-N 0.000 description 1
- VMXUWOKSQNHOCA-LCYFTJDESA-N ranitidine Chemical compound [O-][N+](=O)/C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-LCYFTJDESA-N 0.000 description 1
- 229960000620 ranitidine Drugs 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research 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
- 230000028327 secretion Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 210000000329 smooth muscle myocyte Anatomy 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229960002370 sotalol Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000001975 sympathomimetic effect Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
-
- 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
-
- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- 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
-
- 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
- C07D215/42—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
- C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D265/16—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with only hydrogen or carbon atoms directly attached in positions 2 and 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Indole Compounds (AREA)
- Pyrane Compounds (AREA)
- Quinoline Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1996152213 DE19652213A1 (de) | 1996-12-16 | 1996-12-16 | Sulfonamid-substituierte Verbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
| DE1997130326 DE19730326A1 (de) | 1997-07-15 | 1997-07-15 | Sulfonamid-substituierte Verbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltende pharmazeutische Zubereitungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK171797A3 true SK171797A3 (en) | 1998-07-08 |
Family
ID=26032247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1717-97A SK171797A3 (en) | 1996-12-16 | 1997-12-12 | Sulfonamide substituted compounds, preparation method thereof, their use as drugs or diagnostic agents and pharmaceutical compositions containing the same |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US5856338A (hr) |
| EP (1) | EP0847996B1 (hr) |
| JP (1) | JP4317601B2 (hr) |
| KR (1) | KR19980064151A (hr) |
| CN (1) | CN1185435A (hr) |
| AT (1) | ATE234821T1 (hr) |
| AU (1) | AU725699B2 (hr) |
| BR (1) | BR9706142A (hr) |
| CA (1) | CA2224885A1 (hr) |
| CZ (1) | CZ403997A3 (hr) |
| DE (1) | DE59709560D1 (hr) |
| DK (1) | DK0847996T3 (hr) |
| ES (1) | ES2195071T3 (hr) |
| HR (1) | HRP970684A2 (hr) |
| HU (1) | HUP9702475A3 (hr) |
| ID (1) | ID19152A (hr) |
| IL (1) | IL122576A0 (hr) |
| NO (1) | NO975887L (hr) |
| NZ (1) | NZ329200A (hr) |
| PL (1) | PL323809A1 (hr) |
| PT (1) | PT847996E (hr) |
| SI (1) | SI0847996T1 (hr) |
| SK (1) | SK171797A3 (hr) |
| TR (1) | TR199701605A2 (hr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9711220D0 (en) * | 1997-05-30 | 1997-07-23 | Isis Innovation | Antiarrhythmic agents |
| AU5542101A (en) | 2000-04-14 | 2001-10-30 | Univ Vanderbilt | Purified and isolated potassium-chloride cotransporter nucleic acids and polypeptides and therapeutic and screening methods using same |
| TWI357901B (en) * | 2004-03-12 | 2012-02-11 | Lundbeck & Co As H | Substituted morpholine and thiomorpholine derivati |
| CN113402476B (zh) * | 2021-06-21 | 2022-04-19 | 广东湛江海洋医药研究院 | 一种亚胺噁嗪衍生物及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3737195A1 (de) * | 1987-11-03 | 1989-05-18 | Bayer Ag | Chromanderivate, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| GB8808069D0 (en) * | 1988-04-07 | 1988-05-11 | Fujisawa Pharmaceutical Co | Benzopyran derivatives & processes for preparation thereof |
| FR2639349B1 (fr) * | 1988-11-23 | 1991-02-22 | Sanofi Sa | Nouveaux derives du chromane actifs sur le systeme nerveux central, leur procede de preparation et les compositions pharmaceutiques en contenant |
| US5104890A (en) * | 1989-03-28 | 1992-04-14 | Fujisawa Pharmaceutical Company, Ltd. | Benzopyran derivatives and processes for preparation thereof |
| ES2145129T3 (es) * | 1992-08-17 | 2000-07-01 | Chugai Pharmaceutical Co Ltd | Derivados de benzopirano y benzoxazina. |
| PT807629E (pt) * | 1996-05-15 | 2004-07-30 | Aventis Pharma Gmbh | Cromanos substituidos por sulfonamidas processo para a sua preparacao a sua utilizacao como medicamentos ou agentes de diagnostico bem como medicamentos que os contem |
-
1997
- 1997-11-18 NZ NZ329200A patent/NZ329200A/xx unknown
- 1997-12-05 ES ES97121437T patent/ES2195071T3/es not_active Expired - Lifetime
- 1997-12-05 DE DE59709560T patent/DE59709560D1/de not_active Expired - Lifetime
- 1997-12-05 PT PT97121437T patent/PT847996E/pt unknown
- 1997-12-05 AT AT97121437T patent/ATE234821T1/de not_active IP Right Cessation
- 1997-12-05 SI SI9730534T patent/SI0847996T1/xx unknown
- 1997-12-05 EP EP97121437A patent/EP0847996B1/de not_active Expired - Lifetime
- 1997-12-05 DK DK97121437T patent/DK0847996T3/da active
- 1997-12-11 ID IDP973864A patent/ID19152A/id unknown
- 1997-12-12 IL IL12257697A patent/IL122576A0/xx unknown
- 1997-12-12 SK SK1717-97A patent/SK171797A3/sk unknown
- 1997-12-12 TR TR97/01605A patent/TR199701605A2/xx unknown
- 1997-12-15 CN CN97125504A patent/CN1185435A/zh active Pending
- 1997-12-15 JP JP34546997A patent/JP4317601B2/ja not_active Expired - Fee Related
- 1997-12-15 NO NO975887A patent/NO975887L/no not_active Application Discontinuation
- 1997-12-15 US US08/990,455 patent/US5856338A/en not_active Expired - Lifetime
- 1997-12-15 HU HU9702475A patent/HUP9702475A3/hu unknown
- 1997-12-15 CZ CZ974039A patent/CZ403997A3/cs unknown
- 1997-12-15 HR HR19730326.9A patent/HRP970684A2/hr not_active Application Discontinuation
- 1997-12-15 BR BR9706142A patent/BR9706142A/pt not_active Application Discontinuation
- 1997-12-15 AU AU48373/97A patent/AU725699B2/en not_active Ceased
- 1997-12-16 KR KR1019970068995A patent/KR19980064151A/ko not_active Application Discontinuation
- 1997-12-16 CA CA002224885A patent/CA2224885A1/en not_active Abandoned
- 1997-12-16 PL PL97323809A patent/PL323809A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MX9710126A (es) | 1998-07-31 |
| HRP970684A2 (en) | 1998-10-31 |
| AU725699B2 (en) | 2000-10-19 |
| SI0847996T1 (en) | 2003-08-31 |
| CA2224885A1 (en) | 1998-06-16 |
| DK0847996T3 (da) | 2003-06-30 |
| HUP9702475A2 (hu) | 1999-06-28 |
| HUP9702475A3 (en) | 2000-01-28 |
| EP0847996B1 (de) | 2003-03-19 |
| ID19152A (id) | 1998-06-18 |
| NO975887D0 (no) | 1997-12-15 |
| IL122576A0 (en) | 1998-06-15 |
| ES2195071T3 (es) | 2003-12-01 |
| TR199701605A2 (xx) | 1998-07-21 |
| ATE234821T1 (de) | 2003-04-15 |
| BR9706142A (pt) | 1999-05-18 |
| PT847996E (pt) | 2003-07-31 |
| DE59709560D1 (de) | 2003-04-24 |
| PL323809A1 (en) | 1998-06-22 |
| US5856338A (en) | 1999-01-05 |
| CN1185435A (zh) | 1998-06-24 |
| CZ403997A3 (cs) | 1998-07-15 |
| JPH10182610A (ja) | 1998-07-07 |
| NZ329200A (en) | 1999-05-28 |
| AU4837397A (en) | 1998-06-18 |
| JP4317601B2 (ja) | 2009-08-19 |
| NO975887L (no) | 1998-06-17 |
| EP0847996A1 (de) | 1998-06-17 |
| HU9702475D0 (en) | 1998-03-02 |
| KR19980064151A (ko) | 1998-10-07 |
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| JPS6345270A (ja) | １，４−ベンゾオキサジン誘導体，その製造法およびそれを含有する医薬用組成物 | |
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