NO970685L - Festeanordning for et sanitærelement - Google Patents
Festeanordning for et sanitærelementInfo
- Publication number
- NO970685L NO970685L NO970685A NO970685A NO970685L NO 970685 L NO970685 L NO 970685L NO 970685 A NO970685 A NO 970685A NO 970685 A NO970685 A NO 970685A NO 970685 L NO970685 L NO 970685L
- Authority
- NO
- Norway
- Prior art keywords
- butyl
- imidazol
- phenoxy
- chloride
- hours
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 86
- 238000000034 method Methods 0.000 claims description 49
- 239000004033 plastic Substances 0.000 claims description 6
- 229920003023 plastic Polymers 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000000969 carrier Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 220
- 150000001875 compounds Chemical class 0.000 claims 137
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 111
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 99
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 77
- 235000019441 ethanol Nutrition 0.000 claims 74
- 239000007787 solid Substances 0.000 claims 67
- 239000000243 solution Substances 0.000 claims 61
- 239000000203 mixture Substances 0.000 claims 60
- 239000002244 precipitate Substances 0.000 claims 53
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 45
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 42
- 238000010992 reflux Methods 0.000 claims 39
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 36
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 30
- 239000011541 reaction mixture Substances 0.000 claims 30
- 238000001953 recrystallisation Methods 0.000 claims 30
- -1 phenylthio, phenylsulfinyl Chemical group 0.000 claims 29
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 28
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 28
- 239000000047 product Substances 0.000 claims 25
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 24
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 21
- 239000000706 filtrate Substances 0.000 claims 21
- 239000002904 solvent Substances 0.000 claims 21
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 19
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 229910052760 oxygen Inorganic materials 0.000 claims 17
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 17
- 239000000725 suspension Substances 0.000 claims 17
- 238000006243 chemical reaction Methods 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 16
- 238000003756 stirring Methods 0.000 claims 16
- 238000002360 preparation method Methods 0.000 claims 15
- 230000036982 action potential Effects 0.000 claims 14
- 238000001816 cooling Methods 0.000 claims 14
- 239000003921 oil Substances 0.000 claims 14
- 235000019198 oils Nutrition 0.000 claims 14
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 14
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 12
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 11
- 238000009835 boiling Methods 0.000 claims 11
- 239000001301 oxygen Substances 0.000 claims 11
- SFONMQPCERJOJE-UHFFFAOYSA-N 4-(4-imidazol-1-ylphenoxy)butan-1-amine;dihydrochloride Chemical compound Cl.Cl.C1=CC(OCCCCN)=CC=C1N1C=NC=C1 SFONMQPCERJOJE-UHFFFAOYSA-N 0.000 claims 10
- 239000003416 antiarrhythmic agent Substances 0.000 claims 10
- 230000015572 biosynthetic process Effects 0.000 claims 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 9
- 239000013078 crystal Substances 0.000 claims 9
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 8
- 238000001914 filtration Methods 0.000 claims 8
- 239000002585 base Substances 0.000 claims 7
- 239000011734 sodium Substances 0.000 claims 7
- JQDUSOHGIHANJS-UHFFFAOYSA-N 2-[4-(4-acetylphenoxy)butyl]isoindole-1,3-dione Chemical compound C1=CC(C(=O)C)=CC=C1OCCCCN1C(=O)C2=CC=CC=C2C1=O JQDUSOHGIHANJS-UHFFFAOYSA-N 0.000 claims 6
- RKIDDEGICSMIJA-UHFFFAOYSA-N 4-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=C(Cl)C=C1 RKIDDEGICSMIJA-UHFFFAOYSA-N 0.000 claims 6
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 claims 6
- QRIZORZKXLSBRO-UHFFFAOYSA-N 5-(4-imidazol-1-ylphenoxy)pentan-1-amine Chemical compound C1=CC(OCCCCCN)=CC=C1N1C=NC=C1 QRIZORZKXLSBRO-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 6
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims 6
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 claims 6
- 150000001412 amines Chemical class 0.000 claims 6
- 230000003288 anthiarrhythmic effect Effects 0.000 claims 6
- 238000001035 drying Methods 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000000543 intermediate Substances 0.000 claims 6
- 239000007788 liquid Substances 0.000 claims 6
- 238000004949 mass spectrometry Methods 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 238000003786 synthesis reaction Methods 0.000 claims 6
- ADGHNIFLKSLROX-UHFFFAOYSA-N 4-[4-(tetrazol-1-yl)phenoxy]butan-1-amine;hydrochloride Chemical compound Cl.C1=CC(OCCCCN)=CC=C1N1N=NN=C1 ADGHNIFLKSLROX-UHFFFAOYSA-N 0.000 claims 5
- OOOGOCOFYSFFOK-UHFFFAOYSA-N 4-methyl-n-[4-(4-nitrophenoxy)butyl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NCCCCOC1=CC=C([N+]([O-])=O)C=C1 OOOGOCOFYSFFOK-UHFFFAOYSA-N 0.000 claims 5
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 5
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 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 claims 5
- 229910000104 sodium hydride Inorganic materials 0.000 claims 5
- 229940124530 sulfonamide Drugs 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- DRLZMMIQNNWJQC-UHFFFAOYSA-N 2-[4-(4-nitrophenoxy)butyl]isoindole-1,3-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1OCCCCN1C(=O)C2=CC=CC=C2C1=O DRLZMMIQNNWJQC-UHFFFAOYSA-N 0.000 claims 4
- KLMVSQKATLRFGL-UHFFFAOYSA-N 4-(4-imidazol-1-ylphenoxy)butan-1-amine Chemical compound C1=CC(OCCCCN)=CC=C1N1C=NC=C1 KLMVSQKATLRFGL-UHFFFAOYSA-N 0.000 claims 4
- KMMHZIBWCXYAAH-UHFFFAOYSA-N 4-bromobenzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=C(Br)C=C1 KMMHZIBWCXYAAH-UHFFFAOYSA-N 0.000 claims 4
- DENKGPBHLYFNGK-UHFFFAOYSA-N 4-bromobenzoyl chloride Chemical compound ClC(=O)C1=CC=C(Br)C=C1 DENKGPBHLYFNGK-UHFFFAOYSA-N 0.000 claims 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 4
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 229910052804 chromium Inorganic materials 0.000 claims 4
- 238000010790 dilution Methods 0.000 claims 4
- 239000012895 dilution Substances 0.000 claims 4
- 239000010410 layer Substances 0.000 claims 4
- 230000000144 pharmacologic effect Effects 0.000 claims 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 4
- 239000012312 sodium hydride Substances 0.000 claims 4
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims 4
- 238000005406 washing Methods 0.000 claims 4
- UXFWTIGUWHJKDD-UHFFFAOYSA-N 2-(4-bromobutyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCCCBr)C(=O)C2=C1 UXFWTIGUWHJKDD-UHFFFAOYSA-N 0.000 claims 3
- SSOQEARLTIELAX-UHFFFAOYSA-N 2-[3-(4-aminophenoxy)propyl]isoindole-1,3-dione;hydrochloride Chemical compound Cl.C1=CC(N)=CC=C1OCCCN1C(=O)C2=CC=CC=C2C1=O SSOQEARLTIELAX-UHFFFAOYSA-N 0.000 claims 3
- JHMWPJKKCXHSPK-UHFFFAOYSA-N 2-[3-(4-imidazol-1-ylphenoxy)propyl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCCOC(C=C1)=CC=C1N1C=CN=C1 JHMWPJKKCXHSPK-UHFFFAOYSA-N 0.000 claims 3
- IXFMYAHRGLUFFD-UHFFFAOYSA-N 2-[4-(4-benzoylphenoxy)butyl]isoindole-1,3-dione Chemical compound C=1C=C(OCCCCN2C(C3=CC=CC=C3C2=O)=O)C=CC=1C(=O)C1=CC=CC=C1 IXFMYAHRGLUFFD-UHFFFAOYSA-N 0.000 claims 3
- VJRJMTIFYQLUOE-UHFFFAOYSA-N 4-(4-imidazol-1-ylphenoxy)butan-1-amine;hydrochloride Chemical compound Cl.C1=CC(OCCCCN)=CC=C1N1C=NC=C1 VJRJMTIFYQLUOE-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- UHEGNGLULAKXMN-UHFFFAOYSA-N Cl.C1=CC(OCCCCN)=CC=C1C1=CC=NC=N1 Chemical compound Cl.C1=CC(OCCCCN)=CC=C1C1=CC=NC=N1 UHEGNGLULAKXMN-UHFFFAOYSA-N 0.000 claims 3
- RIMIIZIAJAFZNJ-UHFFFAOYSA-N Cl.C1=CC(OCCCCN)=CC=C1C1=NNC=C1 Chemical compound Cl.C1=CC(OCCCCN)=CC=C1C1=NNC=C1 RIMIIZIAJAFZNJ-UHFFFAOYSA-N 0.000 claims 3
- 239000007995 HEPES buffer Substances 0.000 claims 3
- 239000012359 Methanesulfonyl chloride Substances 0.000 claims 3
- ZSXGLVDWWRXATF-UHFFFAOYSA-N N,N-dimethylformamide dimethyl acetal Chemical compound COC(OC)N(C)C ZSXGLVDWWRXATF-UHFFFAOYSA-N 0.000 claims 3
- 102000004257 Potassium Channel Human genes 0.000 claims 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- 239000004480 active ingredient Substances 0.000 claims 3
- MXMOTZIXVICDSD-UHFFFAOYSA-N anisoyl chloride Chemical compound COC1=CC=C(C(Cl)=O)C=C1 MXMOTZIXVICDSD-UHFFFAOYSA-N 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 230000000903 blocking effect Effects 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
- 239000006185 dispersion Substances 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 239000012458 free base Substances 0.000 claims 3
- 238000002844 melting Methods 0.000 claims 3
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 claims 3
- XCOBRBQJQGKQHY-UHFFFAOYSA-N n-[4-(4-aminophenoxy)butyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NCCCCOC1=CC=C(N)C=C1 XCOBRBQJQGKQHY-UHFFFAOYSA-N 0.000 claims 3
- YICWCAXQBGBRDJ-UHFFFAOYSA-N n-[4-(4-cyanophenoxy)butyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NCCCCOC1=CC=C(C#N)C=C1 YICWCAXQBGBRDJ-UHFFFAOYSA-N 0.000 claims 3
- 210000003540 papillary muscle Anatomy 0.000 claims 3
- 229920001223 polyethylene glycol Polymers 0.000 claims 3
- 108020001213 potassium channel Proteins 0.000 claims 3
- 238000000746 purification Methods 0.000 claims 3
- 230000002336 repolarization Effects 0.000 claims 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 3
- 235000011152 sodium sulphate Nutrition 0.000 claims 3
- ZBMZVLHSJCTVON-UHFFFAOYSA-N sotalol Chemical compound CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1 ZBMZVLHSJCTVON-UHFFFAOYSA-N 0.000 claims 3
- 229960002370 sotalol Drugs 0.000 claims 3
- 239000006228 supernatant Substances 0.000 claims 3
- 230000001225 therapeutic effect Effects 0.000 claims 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims 2
- CXAICGCTHOWKPP-UHFFFAOYSA-N 2,1,3-benzothiadiazole-4-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC2=NSN=C12 CXAICGCTHOWKPP-UHFFFAOYSA-N 0.000 claims 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims 2
- GFISDBXSWQMOND-UHFFFAOYSA-N 2,5-dimethoxyoxolane Chemical compound COC1CCC(OC)O1 GFISDBXSWQMOND-UHFFFAOYSA-N 0.000 claims 2
- VKJCJJYNVIYVQR-UHFFFAOYSA-N 2-(3-bromopropyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCCBr)C(=O)C2=C1 VKJCJJYNVIYVQR-UHFFFAOYSA-N 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 claims 2
- NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 claims 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- SRUISGSHWFJION-UHFFFAOYSA-N E-4031 Chemical compound CC1=CC=CC(CCN2CCC(CC2)C(=O)C=2C=CC(NS(C)(=O)=O)=CC=2)=N1 SRUISGSHWFJION-UHFFFAOYSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- 206010049418 Sudden Cardiac Death Diseases 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 206010047281 Ventricular arrhythmia Diseases 0.000 claims 2
- 235000019270 ammonium chloride Nutrition 0.000 claims 2
- 239000008346 aqueous phase Substances 0.000 claims 2
- 206010003119 arrhythmia Diseases 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- 239000002775 capsule Substances 0.000 claims 2
- 230000000747 cardiac effect Effects 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 238000003776 cleavage reaction Methods 0.000 claims 2
- 239000012043 crude product Substances 0.000 claims 2
- 230000003111 delayed effect Effects 0.000 claims 2
- 230000037024 effective refractory period Effects 0.000 claims 2
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- HQUMWRHORLXTOV-UHFFFAOYSA-N n-[4-[3-(1,3-dioxoisoindol-2-yl)propoxy]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1OCCCN1C(=O)C2=CC=CC=C2C1=O HQUMWRHORLXTOV-UHFFFAOYSA-N 0.000 claims 1
- PXEQJDPNFZGGIA-UHFFFAOYSA-N n-[4-[4-(1,3-dioxoisoindol-2-yl)butylsulfanyl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1SCCCCN1C(=O)C2=CC=CC=C2C1=O PXEQJDPNFZGGIA-UHFFFAOYSA-N 0.000 claims 1
- RYDBDHLPYVLUSN-UHFFFAOYSA-N n-[4-[4-(4-imidazol-1-ylphenoxy)butylsulfamoyl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1S(=O)(=O)NCCCCOC1=CC=C(N2C=NC=C2)C=C1 RYDBDHLPYVLUSN-UHFFFAOYSA-N 0.000 claims 1
- BNYMAMOGZPHSAR-UHFFFAOYSA-N n-[4-[4-(tetrazol-1-yl)phenoxy]butyl]-2,1,3-benzothiadiazole-4-sulfonamide Chemical compound C=1C=CC2=NSN=C2C=1S(=O)(=O)NCCCCOC(C=C1)=CC=C1N1C=NN=N1 BNYMAMOGZPHSAR-UHFFFAOYSA-N 0.000 claims 1
- MMBXLNCLIFZLNY-UHFFFAOYSA-N n-[4-[4-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]phenoxy]butyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NCCCCOC1=CC=C(C=2SC=C(N=2)C=2C=CC(Cl)=CC=2)C=C1 MMBXLNCLIFZLNY-UHFFFAOYSA-N 0.000 claims 1
- SYOCHRVVTJBVMF-UHFFFAOYSA-N n-[5-(4-imidazol-1-ylphenoxy)pentyl]hexane-1-sulfonamide Chemical compound C1=CC(OCCCCCNS(=O)(=O)CCCCCC)=CC=C1N1C=NC=C1 SYOCHRVVTJBVMF-UHFFFAOYSA-N 0.000 claims 1
- LBTPIFQNEKOAIM-UHFFFAOYSA-N n-phenylmethanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1 LBTPIFQNEKOAIM-UHFFFAOYSA-N 0.000 claims 1
- NSNPSJGHTQIXDO-UHFFFAOYSA-N naphthalene-1-carbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)=CC=CC2=C1 NSNPSJGHTQIXDO-UHFFFAOYSA-N 0.000 claims 1
- 230000003957 neurotransmitter release Effects 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- WIVNTNLDTMNDNO-UHFFFAOYSA-N octane-1-sulfonyl chloride Chemical compound CCCCCCCCS(Cl)(=O)=O WIVNTNLDTMNDNO-UHFFFAOYSA-N 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000312 peanut oil Substances 0.000 claims 1
- 229940043200 pentothal Drugs 0.000 claims 1
- 230000010412 perfusion Effects 0.000 claims 1
- 150000004965 peroxy acids Chemical class 0.000 claims 1
- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-UHFFFAOYSA-N 0.000 claims 1
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical class NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 claims 1
- ABOYDMHGKWRPFD-UHFFFAOYSA-N phenylmethanesulfonamide Chemical compound NS(=O)(=O)CC1=CC=CC=C1 ABOYDMHGKWRPFD-UHFFFAOYSA-N 0.000 claims 1
- OAHKWDDSKCRNFE-UHFFFAOYSA-N phenylmethanesulfonyl chloride Chemical compound ClS(=O)(=O)CC1=CC=CC=C1 OAHKWDDSKCRNFE-UHFFFAOYSA-N 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 claims 1
- 150000003109 potassium Chemical class 0.000 claims 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- FYRHIOVKTDQVFC-UHFFFAOYSA-M potassium phthalimide Chemical compound [K+].C1=CC=C2C(=O)[N-]C(=O)C2=C1 FYRHIOVKTDQVFC-UHFFFAOYSA-M 0.000 claims 1
- 159000000001 potassium salts Chemical class 0.000 claims 1
- 230000001376 precipitating effect Effects 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims 1
- 210000003742 purkinje fiber Anatomy 0.000 claims 1
- 229960001404 quinidine Drugs 0.000 claims 1
- JUYUYCIJACTHMK-UHFFFAOYSA-N quinoline-8-sulfonyl chloride Chemical compound C1=CN=C2C(S(=O)(=O)Cl)=CC=CC2=C1 JUYUYCIJACTHMK-UHFFFAOYSA-N 0.000 claims 1
- 230000009467 reduction Effects 0.000 claims 1
- 230000000717 retained effect Effects 0.000 claims 1
- 238000012552 review Methods 0.000 claims 1
- 230000033764 rhythmic process Effects 0.000 claims 1
- 210000005241 right ventricle Anatomy 0.000 claims 1
- 239000008159 sesame oil Substances 0.000 claims 1
- 235000011803 sesame oil Nutrition 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000003195 sodium channel blocking agent Substances 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 239000008247 solid mixture Substances 0.000 claims 1
- 239000008107 starch Substances 0.000 claims 1
- 235000019698 starch Nutrition 0.000 claims 1
- 239000008223 sterile water Substances 0.000 claims 1
- 230000004936 stimulating effect Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 150000003457 sulfones Chemical class 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 239000011975 tartaric acid Substances 0.000 claims 1
- 235000002906 tartaric acid Nutrition 0.000 claims 1
- 230000004797 therapeutic response Effects 0.000 claims 1
- VNNLHYZDXIBHKZ-UHFFFAOYSA-N thiophene-2-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CS1 VNNLHYZDXIBHKZ-UHFFFAOYSA-N 0.000 claims 1
- 230000007306 turnover Effects 0.000 claims 1
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- 239000008158 vegetable oil Substances 0.000 claims 1
- 208000003663 ventricular fibrillation Diseases 0.000 claims 1
- 206010047302 ventricular tachycardia Diseases 0.000 claims 1
- 235000019165 vitamin E Nutrition 0.000 claims 1
- 229940046009 vitamin E Drugs 0.000 claims 1
- 239000011709 vitamin E Substances 0.000 claims 1
- 238000005303 weighing Methods 0.000 claims 1
- 229910052727 yttrium Inorganic materials 0.000 claims 1
- 238000009434 installation Methods 0.000 description 11
- 238000010276 construction Methods 0.000 description 5
- 238000011010 flushing procedure Methods 0.000 description 4
- 238000005253 cladding Methods 0.000 description 3
- 230000006978 adaptation Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011449 brick Substances 0.000 description 1
- 210000001520 comb Anatomy 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
Classifications
-
- E—FIXED CONSTRUCTIONS
- E03—WATER SUPPLY; SEWERAGE
- E03D—WATER-CLOSETS OR URINALS WITH FLUSHING DEVICES; FLUSHING VALVES THEREFOR
- E03D11/00—Other component parts of water-closets, e.g. noise-reducing means in the flushing system, flushing pipes mounted in the bowl, seals for the bowl outlet, devices preventing overflow of the bowl contents; devices forming a water seal in the bowl after flushing, devices eliminating obstructions in the bowl outlet or preventing backflow of water and excrements from the waterpipe
- E03D11/13—Parts or details of bowls; Special adaptations of pipe joints or couplings for use with bowls, e.g. provisions in bowl construction preventing backflow of waste-water from the bowl in the flushing pipe or cistern, provisions for a secondary flushing, for noise-reducing
- E03D11/14—Means for connecting the bowl to the wall, e.g. to a wall outlet
- E03D11/143—Mounting frames for toilets and urinals
- E03D11/146—Mounting frames for toilets and urinals with incorporated cistern
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Hydrology & Water Resources (AREA)
- Public Health (AREA)
- Water Supply & Treatment (AREA)
- Sanitary Device For Flush Toilet (AREA)
- Adornments (AREA)
- Orthopedics, Nursing, And Contraception (AREA)
- Absorbent Articles And Supports Therefor (AREA)
- Burglar Alarm Systems (AREA)
- Bidet-Like Cleaning Device And Other Flush Toilet Accessories (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE29602714U DE29602714U1 (de) | 1996-02-16 | 1996-02-16 | Befestigungsvorrichtung für ein Sanitärelement |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO970685D0 NO970685D0 (no) | 1997-02-14 |
| NO970685L true NO970685L (no) | 1997-08-18 |
Family
ID=8019562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO970685A NO970685L (no) | 1996-02-16 | 1997-02-14 | Festeanordning for et sanitærelement |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0790359B1 (de) |
| AT (1) | ATE224984T1 (de) |
| AU (1) | AU727619B2 (de) |
| CZ (1) | CZ35997A3 (de) |
| DE (2) | DE29602714U1 (de) |
| HR (1) | HRP970082A2 (de) |
| IL (1) | IL120197A (de) |
| MX (1) | MX9701101A (de) |
| NO (1) | NO970685L (de) |
| PL (1) | PL182550B1 (de) |
| SK (1) | SK20497A3 (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19736341C2 (de) * | 1997-08-21 | 2002-09-19 | Friatec Ag | Befestigungsvorrichtung |
| TW390925B (en) * | 1998-02-18 | 2000-05-21 | Inax Corp | Structure of arranging piping unit |
| DE19835789A1 (de) | 1998-08-07 | 2000-02-17 | Friatec Ag | Vorrichtung zur Befestigung eines Bauelements |
| DE102007012251A1 (de) * | 2007-03-14 | 2008-09-18 | Trw Automotive Gmbh | Gassackmodul |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2249788A1 (de) * | 1972-10-06 | 1974-04-11 | Autokino Bau Gmbh | Sanitaerzelle |
| DE3309460A1 (de) * | 1983-03-16 | 1984-09-27 | Sanbloc GmbH Installations-Fertigbau, 8120 Weilheim | Geschaeumter installationsbaustein fuer sanitaerapparate |
| CH667121A5 (de) * | 1985-03-08 | 1988-09-15 | Geberit Ag | Haltevorrichtung fuer die vorwandmontage von sanitaerapparaten, armaturen, rohrteilen und leitungen. |
| GB2223042B (en) * | 1988-09-26 | 1992-05-20 | Frost F C Ltd | A mounting assembly |
| DE8902318U1 (de) | 1989-02-27 | 1989-04-06 | Wisan Technik AG, Zug | Sanitärelement zum Tragen eines Wand-WC |
| DE8914494U1 (de) * | 1989-07-07 | 1990-01-25 | Geberit Ag, Jona, St.Gallen | Montagerahmen für die Vorwandinstallation eines Sanitärapparates und insbesondere eines Urinals |
| DE9308693U1 (de) * | 1992-07-20 | 1993-08-05 | Geberit Ag, Jona, St.Gallen | Anschlußplatte zum Befestigen von beispielsweise sanitären Armaturen |
| DE9213588U1 (de) * | 1992-10-08 | 1993-02-25 | Kuhfuss Sanitär GmbH, 4901 Hiddenhausen | Installationsgestell für die Anbringung von Sanitärobjekten |
| DE4413776A1 (de) * | 1994-02-08 | 1995-08-10 | A & S Baeder Gmbh | System und Verfahren für die Sanitärinstallation |
| DE9412649U1 (de) * | 1994-08-05 | 1994-11-10 | Robert Plersch Edelstahl-Technik GmbH, 87749 Hawangen | Rahmen für die Vorwandmontage von sanitären Einrichtungen |
| DE9414960U1 (de) * | 1994-09-15 | 1994-11-17 | Zako Installationsfertigelemente Gmbh, 32758 Detmold | Installationsblock |
| DE29501299U1 (de) * | 1995-01-27 | 1995-03-09 | Ferroplast GmbH, 40789 Monheim | Montagerahmen für Sanitärkörper |
-
1996
- 1996-02-16 DE DE29602714U patent/DE29602714U1/de not_active Expired - Lifetime
-
1997
- 1997-02-04 AT AT97101688T patent/ATE224984T1/de not_active IP Right Cessation
- 1997-02-04 DE DE59708293T patent/DE59708293D1/de not_active Expired - Fee Related
- 1997-02-04 EP EP97101688A patent/EP0790359B1/de not_active Expired - Lifetime
- 1997-02-06 CZ CZ97359A patent/CZ35997A3/cs unknown
- 1997-02-11 IL IL12019797A patent/IL120197A/xx not_active IP Right Cessation
- 1997-02-11 AU AU12626/97A patent/AU727619B2/en not_active Ceased
- 1997-02-12 SK SK204-97A patent/SK20497A3/sk unknown
- 1997-02-12 MX MX9701101A patent/MX9701101A/es unknown
- 1997-02-13 HR HR29602714.6A patent/HRP970082A2/hr not_active Application Discontinuation
- 1997-02-14 NO NO970685A patent/NO970685L/no not_active Application Discontinuation
- 1997-02-14 PL PL97318492A patent/PL182550B1/pl not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| PL182550B1 (pl) | 2002-01-31 |
| AU727619B2 (en) | 2000-12-14 |
| MX9701101A (es) | 1997-08-30 |
| HRP970082A2 (en) | 1998-02-28 |
| DE29602714U1 (de) | 1996-04-18 |
| ATE224984T1 (de) | 2002-10-15 |
| SK20497A3 (en) | 1997-11-05 |
| NO970685D0 (no) | 1997-02-14 |
| DE59708293D1 (de) | 2002-10-31 |
| EP0790359A1 (de) | 1997-08-20 |
| IL120197A0 (en) | 1997-06-10 |
| CZ35997A3 (en) | 1997-11-12 |
| AU1262697A (en) | 1997-08-21 |
| PL318492A1 (en) | 1997-08-18 |
| IL120197A (en) | 1999-12-31 |
| EP0790359B1 (de) | 2002-09-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC2A | Withdrawal, rejection or dismissal of laid open patent application |