NO160501B - Emballasje-beholder av den type som omfatter en ut fra beholderens oevre endevegg ragende forseglingsfane. - Google Patents
Emballasje-beholder av den type som omfatter en ut fra beholderens oevre endevegg ragende forseglingsfane. Download PDFInfo
- Publication number
- NO160501B NO160501B NO824391A NO824391A NO160501B NO 160501 B NO160501 B NO 160501B NO 824391 A NO824391 A NO 824391A NO 824391 A NO824391 A NO 824391A NO 160501 B NO160501 B NO 160501B
- Authority
- NO
- Norway
- Prior art keywords
- container
- phenyl
- parts
- acid
- isoxazole
- Prior art date
Links
- 238000004806 packaging method and process Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 17
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 15
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 12
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract 3
- 238000007789 sealing Methods 0.000 abstract 3
- 239000000463 material Substances 0.000 abstract 2
- 239000004033 plastic Substances 0.000 abstract 1
- 229920001169 thermoplastic Polymers 0.000 abstract 1
- 239000004416 thermosoftening plastic Substances 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 42
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 31
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 19
- 239000000243 solution Substances 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- -1 methylene, ethylene, propylene Chemical group 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- XTBXGZOVSCTNEC-UHFFFAOYSA-N 2-bromo-1-(3-phenyl-1,2-oxazol-5-yl)ethanone Chemical compound O1C(C(=O)CBr)=CC(C=2C=CC=CC=2)=N1 XTBXGZOVSCTNEC-UHFFFAOYSA-N 0.000 description 4
- PSNAQBBDDJDJIN-UHFFFAOYSA-N 3-chloro-1-(3-phenyl-1,2-oxazol-5-yl)propan-1-one Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCCl)=O PSNAQBBDDJDJIN-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 235000011181 potassium carbonates Nutrition 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 3
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- ASWAPZKBYSHPLA-UHFFFAOYSA-N 2-morpholin-4-yl-1-(3-phenyl-1,2-oxazol-5-yl)ethanone Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CN1CCOCC1)=O ASWAPZKBYSHPLA-UHFFFAOYSA-N 0.000 description 2
- HGXKTMWKFBNMMH-UHFFFAOYSA-N 3-phenyl-1,2-oxazole-5-carbonyl chloride Chemical compound O1C(C(=O)Cl)=CC(C=2C=CC=CC=2)=N1 HGXKTMWKFBNMMH-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229940069428 antacid Drugs 0.000 description 2
- 239000003159 antacid agent Substances 0.000 description 2
- 230000001458 anti-acid effect Effects 0.000 description 2
- 230000001754 anti-pyretic effect Effects 0.000 description 2
- 239000002221 antipyretic Substances 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ZNLKENLRGBWIMO-UHFFFAOYSA-N 1-(3-phenyl-1,2-oxazol-5-yl)-2-piperidin-1-ylethanone Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CN1CCCCC1)=O ZNLKENLRGBWIMO-UHFFFAOYSA-N 0.000 description 1
- MUJNRTDWLXNGRO-UHFFFAOYSA-N 1-(3-phenyl-1,2-oxazol-5-yl)-2-pyrrolidin-1-ylethanone Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CN1CCCC1)=O MUJNRTDWLXNGRO-UHFFFAOYSA-N 0.000 description 1
- CTRFFTPRQSZVLD-UHFFFAOYSA-N 1-(3-phenyl-1,2-oxazol-5-yl)-3-piperidin-1-ylpropan-1-one Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCN1CCCCC1)=O CTRFFTPRQSZVLD-UHFFFAOYSA-N 0.000 description 1
- KQQMYJAWMXMJMK-UHFFFAOYSA-N 2-chloro-1-(3-phenyl-1,2-oxazol-5-yl)ethanone Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCl)=O KQQMYJAWMXMJMK-UHFFFAOYSA-N 0.000 description 1
- YMZLLGUUUNLKNK-UHFFFAOYSA-N 2-diazo-1-(3-phenyl-1,2-oxazol-5-yl)ethanone Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(C=[N+]=[N-])=O YMZLLGUUUNLKNK-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
- IRAGENYJMTVCCV-UHFFFAOYSA-N 2-phenylethanamine;hydrobromide Chemical compound [Br-].[NH3+]CCC1=CC=CC=C1 IRAGENYJMTVCCV-UHFFFAOYSA-N 0.000 description 1
- WMPPDTMATNBGJN-UHFFFAOYSA-N 2-phenylethylbromide Chemical compound BrCCC1=CC=CC=C1 WMPPDTMATNBGJN-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- VGVJBKVOTSFQDX-UHFFFAOYSA-N 3-morpholin-4-yl-1-(3-phenyl-1,2-oxazol-5-yl)propan-1-one Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCN1CCOCC1)=O VGVJBKVOTSFQDX-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OTCHCIBMCKVVST-UHFFFAOYSA-N C1(=CC=CC=C1)C1=NOC(=C1)C(C(C)Cl)=O Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(C(C)Cl)=O OTCHCIBMCKVVST-UHFFFAOYSA-N 0.000 description 1
- KEVTUBQQJOSKKZ-UHFFFAOYSA-N C1(=CC=CC=C1)C1=NOC(=C1)C(CCCBr)=O Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCCBr)=O KEVTUBQQJOSKKZ-UHFFFAOYSA-N 0.000 description 1
- HJMZBNMKFYKPJM-UHFFFAOYSA-N C1(=CC=CC=C1)C1=NOC(=C1)C(CCN1CCCC1)=O Chemical compound C1(=CC=CC=C1)C1=NOC(=C1)C(CCN1CCCC1)=O HJMZBNMKFYKPJM-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- IDCHQQSVJAAUQQ-UHFFFAOYSA-N N,N-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine Chemical compound O1C(CCN(CC)CC)=NC(C=2C=CC=CC=2)=N1 IDCHQQSVJAAUQQ-UHFFFAOYSA-N 0.000 description 1
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- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- HOPRXXXSABQWAV-UHFFFAOYSA-N anhydrous collidine Natural products CC1=CC=NC(C)=C1C HOPRXXXSABQWAV-UHFFFAOYSA-N 0.000 description 1
- 230000000954 anitussive effect Effects 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000003434 antitussive agent Substances 0.000 description 1
- 229940124584 antitussives Drugs 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- CXZFDQPDJLQSLE-UHFFFAOYSA-N benzenesulfonate;ethylazanium Chemical compound CC[NH3+].[O-]S(=O)(=O)C1=CC=CC=C1 CXZFDQPDJLQSLE-UHFFFAOYSA-N 0.000 description 1
- APCTVOOGAFVFBN-UHFFFAOYSA-N benzenesulfonate;methylazanium Chemical compound [NH3+]C.[O-]S(=O)(=O)C1=CC=CC=C1 APCTVOOGAFVFBN-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
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- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- UTBIMNXEDGNJFE-UHFFFAOYSA-N collidine Natural products CC1=CC=C(C)C(C)=N1 UTBIMNXEDGNJFE-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
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- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 1
- PNZDZRMOBIIQTC-UHFFFAOYSA-N ethanamine;hydron;bromide Chemical compound Br.CCN PNZDZRMOBIIQTC-UHFFFAOYSA-N 0.000 description 1
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- XDRMBCMMABGNMM-UHFFFAOYSA-N ethyl benzenesulfonate Chemical compound CCOS(=O)(=O)C1=CC=CC=C1 XDRMBCMMABGNMM-UHFFFAOYSA-N 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- XFYICZOIWSBQSK-UHFFFAOYSA-N ethylazanium;iodide Chemical compound [I-].CC[NH3+] XFYICZOIWSBQSK-UHFFFAOYSA-N 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 229940071870 hydroiodic acid Drugs 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PTFDTQDDWWQYMG-UHFFFAOYSA-N methanamine;4-methylbenzenesulfonic acid Chemical compound [NH3+]C.CC1=CC=C(S([O-])(=O)=O)C=C1 PTFDTQDDWWQYMG-UHFFFAOYSA-N 0.000 description 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
- CZXGXYBOQYQXQD-UHFFFAOYSA-N methyl benzenesulfonate Chemical compound COS(=O)(=O)C1=CC=CC=C1 CZXGXYBOQYQXQD-UHFFFAOYSA-N 0.000 description 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 1
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- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229960003625 oxolamine Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- RLZZZVKAURTHCP-UHFFFAOYSA-N phenanthrene-3,4-diol Chemical group C1=CC=C2C3=C(O)C(O)=CC=C3C=CC2=C1 RLZZZVKAURTHCP-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D5/00—Rigid or semi-rigid containers of polygonal cross-section, e.g. boxes, cartons or trays, formed by folding or erecting one or more blanks made of paper
- B65D5/02—Rigid or semi-rigid containers of polygonal cross-section, e.g. boxes, cartons or trays, formed by folding or erecting one or more blanks made of paper by folding or erecting a single blank to form a tubular body with or without subsequent folding operations, or the addition of separate elements, to close the ends of the body
- B65D5/06—Rigid or semi-rigid containers of polygonal cross-section, e.g. boxes, cartons or trays, formed by folding or erecting one or more blanks made of paper by folding or erecting a single blank to form a tubular body with or without subsequent folding operations, or the addition of separate elements, to close the ends of the body with end-closing or contents-supporting elements formed by folding inwardly a wall extending from, and continuously around, an end of the tubular body
- B65D5/064—Rectangular containers having a body with gusset-flaps folded outwardly or adhered to the side or the top of the container
- B65D5/065—Rectangular containers having a body with gusset-flaps folded outwardly or adhered to the side or the top of the container with supplemental means facilitating the opening, e.g. tear lines, tear tabs
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Packages (AREA)
- Cartons (AREA)
- Packaging Of Annular Or Rod-Shaped Articles, Wearing Apparel, Cassettes, Or The Like (AREA)
Abstract
Anordning ved parallellepipediske emballasjebeholdere (1). av den type som omfatter en ut fra beholderens øvre endevegg (3) ragende forseglingsfane(4), hvilken beholder dessuten oppviser en langsgående overlappsskjøt (2) som krysser forseglingsfanen (4). I områder av forseglingsfanen som er anordnet mellom krysningspunktet (6) og spissen (15) av en trekantet flik (5) som henger sammen med beholderens øvre endevegg (3) er det anordnet en remse (10), som består av en midtre del av et ikke-tøybart eller bare i liten grad tøybart material, samt ytre belegg av termoplast, hvilke ved forseglingen av fanen (4) smelter sammen med innsidebeleggene (14) av plast på materialet i fanen (4). Beholderen (1) er beregnet til å åpnes ved at en ved krysningspunktet (6) utragende del (9) av remsen trekkes oppover, slik at det midtre sjikt i remsen (10) løs-gjøres fra de ytre beleggene (11) og en tømmekanal (13) dannes.
Description
Fremgangsmåte for fremstilling av nye terapeutisk aktive j5,5_disubstituerte aminoalkanoylisoksazolforbindelser.
Foreliggende oppfinnelse angår en fremgangsmåte for fremstilling
av nye terapeutisk aktive 3»5-disubstituerte aminoalkanoylisoksazol-forbindelser med den generelle formel (I)
eller farmakologisk tålbare salter derav, hvori A er lavere alkylen. og gruppen er pyrrolidino-j piperidino-eller morfoljrøgruppen og det særegne ved fremgangsmåten i henhold til oppfinnelsen er at en halogen-alkanoylisoksazol-forbindelse med den generelle formel (II).
hvori A har den ovennevnte betydning og X er halogen, omsettes med pyrrolidin, piperidin eller morfolin, hvoretter den erholdte forbindelse eventuelt overføres til et salt.
A er en lavere alkylengruppe med rett eller forgrenet kjede som f.eks. metylen, etylen, propylen, isopropylen, butylen og <s\i)o-butylen.
Eksempler på utgangshalogen-alkanoylisoksazolforbindelsen med formel (II) er 3-fenyl-5-kloracetylisoksazol, 3-fenyl-5-bromacetyl-isoksazol, 3-fenyl-5-(2-klorpropionyl)-isoksazol, 3-fenyl-5(3-klorpropionyl)-isoksazol og 3-fenyl-5-(4-brombutyryl)-isoksazol.
Omsetningen av halogenalkanoylisoksazol-forbindelsen med formel (II) med pyrrolidin, piperidin eller morfolin kan utføres i et inert oppløsningsmiddel innenfor et vidt temperaturområde, og om nødvendig i nærvær av en basisk substans som syrenøytraliserende middel. Som inert oppløsningsmiddel kan f.eks. som reaksjons-medium anvendes benzen, toluen, xylen, aceton, metyletylketon o.l. ut fra betraktninger om reaktiviteten for utgangsmaterialene. Eksempler på den basiske substans er organiske baser som f.eks. pyridinbaser (f.eks. pyridin, pikolin, lutidin, kollidin) og alifatiske aminer (f.eks. diemetylamin, dietylamin, trietylamin)
og uorganiske baser som f.eks. alkali-metallkarbonater (f.eks.
natriumkarbonat, kaliumkarbonat), alkali-metallbikarbonater (f.eks. natriumbikarbonat, kaliumbikarbonat) og jordalkali-metallkarbonater (f.eks. kalsiumkarbonat, bariumkarbonat).
Den basiske substans kan anvendes i form av blanding, suspensjon eller oppløsning i det inerte organiske oppløsningsmiddel eller,
i tilfellet av væske, alene. Det foretrekkes å anvende pyrrolidin, piperidin eller morfolin i overskudd på grunn av at de ikke bare tjener som reagens, men også som oppløsningsmiddel for reaksjonen og syrenøytraliserende middel.
Spesifikke eksempler på aminoalkanoylisoksazol-forbindelser som
kan fremstilles ved fremgangsmåten i henhold til oppfinnelsen er 3-fenyl-5-piperidinoacetylisoksazol, 3-fenyl-5-morfolinoacetylisoksazol, 3-fenyl-5-pyrrolidinoacetylisoksazol, 3-fenyl-5-(3-morfalinopropi onyl)-isoksazol, 3-fenyl-5-(4-piperidinobutyryl)-isoksazol, 3-fenyl-5-(4-pyrrolidino-butyryl)-isoksazol, etc.
De fremstilte aminoalkanoylisoksazolforbindelser er flytende eller faste i fri tilstand. For å lette anvendelsen kan de omdannes til sine syreaddisjonssalter eller kvartære salter f.eks. ved å behandle bo^an med en syre som f.eks. saltsyre, bromhydrogensyre, jodhydrogensyre, svovelsyre, salpetersyre, fosforsyre, tiocyan-syre, karbonsyre, eddiksyre, propionsyre, oksalsyre, citronsyre, vinsyre, ravsyre, salicylsyre, benzoesyre, eller palmitinsyre eller et middel som danner en kvartær forbindelse, som f.eks. metylklorid, etylklorid, fcbylbromid, metyljodid, etyljodid, fenetylbromid, metylbenzensulfonat, etylbenzensulfonat eller metyl-p-toluensulfonat i et passende oppløsningsmiddel som f.eks. vann, metanol, etanol, eter, benzen og toluen. Det fremstilles på
denne måte det. korresponderende hydroklorid, hydrobromid, hydro-jodid, sulfat, mitrat, fosfat, tiocyanat, karbonat, acetat, pro-pionat, oksalat, citrat, tartrat, succinat, salicylat, benzoat eller palmitat, eller det tilsvarende metyl-ammoniumklorid, etyl-ammoniumcfklorid, etyl-ammonium-bromid, metyl-ammoniumjodid, etyl-ammoniumjodid, fenetylammoniumbromid, metyl-ammonium-benzensul-fonat, etyl-ammoniumbenzensulfonat eller metyl-ammonium-p-toluensul-fonat.
Aminoalkanoylisoksazolforbindelsene med formel (i) og de ikke-giftige salter derav er nyttige som antipyretiske, analgetiske, antitussive og anti-inflammatoriske midler. De kan administreres på et flertall i og for seg kjent måter, f.eks. i form av tab-letter inneholdende en effektiv enkeltdose av den aktive forbindelse og en st»rre mengde av en i og for seg vanlig bærer.
Den følgende tabell illustrerer forbindelsenes farmakologiske virkninger.
Det fremgår av tabell-dataene at de foreliggende forbindelser er tydelig overlegne den tidligere kjente representative forbindelse, d.v.s. oksolamin, spesielt med hensyn til antipyretisk og anti-inflammatorisk virkning.
Da følgende eksempler representerer foretrukne utførelses-
former for fremgangsmåten i henhold til oppfinnelsen, og i eksemplene har vektdeler samme forhold til volumdeler som gram til milliliter..
Eksempel 1. 3- fenyl- S- piperidinjacetylisoksagol- hydroklorid.
Til en oppløsning av 3-fenyl-5-bromacetylisoksazol (100 vektdeler) i tørr eter (300 volumdeler), tilsettes en oppløsning av piperidin (8,1 vektdeler) i tørr eter (80 volumdeler) under omrøring og isavkjøling, og den resulterende blanding omrøres ved 30°C i 10 minutter. Eeaksjonsblandingen avkjøles med is og filtreres. Resten vaskes på filteret med tørr eter, og filtratet kombineres med vaskeeteren hvortil det tilsettes en blanding av etanol og saltsyre. Bunnfallet samles ved filtrering, vaskes med eter', tørres og omkrystalliseres fra etanol for å gi 3-fenyl-5-piper-idinjacetylisoksazol hydroklorid (9>5 vektdeler) som fargeløse prismer som smelter ved 223,5 til 225°C (spalting).
Analyse beregnet for C1 gH1 Q02N2.HC li 0=62,64, H=6,20, N=9,H, Funnet: C=62,35, H=6,19, N=8.79.
Utgangsmaterialet i dette eksempel, 3-fenyl-5-bromacetyl-isoksazol, kan for eksempel fremstilles ved å omsette 3-fenyl-5-klorkarbonyl-isoksazol med diazometan i eter ved romterperatur og å omsette det resulterende 3-fenyl-5-diazoacetylisoksazol med tørr hydro-genbromid i kloroform ved romtemperatur.
Eksempel 2. 3- fenyl- 5- morfolinoacetylisoksazol.
Til en oppløsning av 3-fenyl-5-bromacetylisoksazol.(133 vektdeler) i benzen (4000 volumdeler), tilsettes en oppløsning av morfolin (110 vektdeler), i benzen (1000 volumdeler) under omrøring ved romtemperatur, og den resulterende blanding omrøres ved 40°C i 15 minutter. Reaksjonsblandingen avkjøles med is og filtreres. Den utfelte substans vaskes på filteret med benzen. Filtratet kombineres med vaskebenzen og konsentreres. Resten ekstraheres med aceton. Acetonekstrakten syres med en blanding av etanol og saltsyre. Bunnfallet samles ved filtrering, vaskes med aceton og oppløses i vann. Den resulterende oppløsning gjøres alkalisk med 1096 natriumhydroksydoppløsning. De utfelte kry-staller samles ved filtrering og omkrystalliseres fra metanol for å gi 3-fenyl-5-morfoliJoacetylisoksazol (92 vektdeler) som blekgule prismer som smelter ved 137-138°C.
Analyse beregnet for O^H^O^<:><0=>66,18, H=5,88, N=10,29, Funnet: 0=66,30, H=5,95, N=10,10.
Hydrokloridet utgjøres av fargeløse nåler som smelter ved 211
til 212°C (spalting), når de krystalliseres fra 75# etanol.
Analyse beregnet for C15H1602N2: HC1:.0=58.35, H=5,55, N=9,08. Funnet: C=57.90, H=5,70, N=8,62.
Eksempel 3. 3- fenyl- 5-( 3- piperidinopropinnyl)- isoksazol.
Til en oppløsning av 3-fenyl-5-(3-klorpropionyl)-isoksazol
(110 vektdeler) i vannfri eter (3000 volumdeler), tilsettes en oppløsning av piperidin (98 vektdeler) i vannfri eter (1000 volumdeler) under omrøring ved romtemperatur, og den resulterende blanding omrøres ved 40°C i 15 minutter. Reaksjonsblandingen avkjøles med is og filtreres. Den frafiltrerte substans vaskes med vannfri eter. Filtratet kombineres ved vaskeeteren og det tilsettes en blanding av etanol og saltsyre. Bunnfallet samles ved filtrering, vades med eter og oppløses i vann. Den resulterende blanding gjøres alkalisk med 10# natriumhydroksydoppløsning og ekstraheres med eter. Ekstrakten vades med vann, tørres over vannfritt kaliumkarbonat og konsentreres. Resten krystalliseres fra petroleter og gir 3-fenyl-5-(3-piperidinopropionyl)-isoksazol (133 vektdeler som fargeløse plater som smelter ved 93 til 94°C.
Analyse beregnet for C17<H>2()<0>2<N>2<:> 0=71,80 H=7,09 N=9,85. Funnet: C=71,87, H=7,31, N=9,88.
Hydrokloridet utgjøres av fargeløse plater som smelter ved 195 til 196°C når de krystalliseres fra 9596 vandig etanol.
Analyse beregnet for C^H^O^.HCl: 0=63,64, H=6,60, N=8,73, Funnet: 0=63,47, H=6,68, N=8,5.8.
Utgangsmaterialet i dette eksempel, 3-fenyl-5-klorkarbonyl)-isoksazol, kan f.eks. fremstilles ved å omsette 3-fenyl-5-klor-karbonylisoksazol med etylen i nærvær av en Lewis-syre som katalysator.
Eksempel 4. 3- fenyl- 5 r(- 3- morfolinoropionyl)- isoksazol.
Til en oppløsning av 3-fenyl-5-(3-klorpropionyl)-isoksazol(131 vektdeler) i benzen (4000 volumdeler) tilsettes en oppløsning av morfolin (160 vektdeler) i benzen (1000 volumdeler) under omrøring ved romtemperatur, og den resulterende blanding omrøres ved 40°C i 20 minutter. Reaksjonsblandingen avkjøles med is og filtreres. Den oppsamlede substans vaskes med benzen. Filtratet kombineres med vaskebenzenen og konsentreres under redusert trykk. Resten ekstraheres med aceton. Acetonekstrakten syres med en blanding av etanol og saltsyre. Bunnfallet oppsamles ved filtrering, vaskes med aceton, tørres og oppløses i vann. Den resulterende oppløsning gjøres alkalisk med 10# natriumhydrok-sydoppløsning og ekstraheres med eter. Ekstrakten vasfces med vann, tørres over vannfritt kaliumkarbonat og konsentreres. Resten krystalliseres fra ligroin og gir 3-fenyl-5-(3-morfolino-propionyl)-isoksazol (121 vektdeler) som fargeløse prismer som smelter ved 103 til 105°C
Analyse beregnet for C16H1805N2: 0=67,11, H=6,34, N=9,78.
Funnet: 0=67,61, H=6,54, N=9,28.
Eksempel 5. 3- fenyl- 5-( 3- P. vrrolidinopropionyl) - isoksazol.
Til en oppløsning av 3-fenyl-5-(3-klorpropionyl)-isoksazol
(124 vektdeler) i benzen (4000 volumdeler), tilsettes en opp-løsning av pyrrolidin (90 vektdeler) i benzen (1000 vektdeler) under omrøring, og den resulterende blanding omrøres ved romtemperatur i 15 minutter. Reaksjonsblandingen avkjøles med is og filtreres. Den oppsamlede substans vaskes med benzen. Fil-
tratet kombineres med vaskebenzenen og konsentreres under redusert trykk. Resten ekstraheres med aceton. Acetonekstrakten syres med en blanding av etanol og saltsyre. Bunnfallet oppsamles ved filtrering, vaskes med aceton, tørkes og oppløses i vann. Den resulterende oppløsning gjøres alkalisk med 10# natriumhydroksydoppløsning og ekstraheres med eter. Ekstrakten vaskes med vann, tørres over vannfritt kaliumkarbonat og konsentreres. Resten krystalliseres fra petroleter og gir 3-fenyl-5-(3-pyrrolidinopropionyl)-isoksazol (93 vektdeler) som blekgule prismer som smelter ved 81 til 82°C.
Analyse beregnet for C16<H>18<0>2<N>2: 0=71,09, H=6,71, N=10,36. Funnet: 0=71,36, R=6,88, N=10,11.
Hydrokloridet utgjøres av fargeløse nåler som smelter ved 164 til 165°C når de krystalliseres fra etanol.
Analyse beregnet for Cl6<H1>802N2.HCt: 0=62,64, H=6,24, N=9,13. Funnet: 0=61,97, H=6,45, N=8,93.
Claims (1)
1.. Fremgangsmåte for fremstilling av nye, terapeutisk aktive 3,5-disubstituerte aminoalkanoylisoksazol-forbindelser med den generelle formel
eller farmakologisk tålbare salter derav, hvori A er lavere alkylen og gruppen
er pyrrolidino* piperidino-eller morfolinogruppen, karakterisert ved at en halogen-alkanoylisoksazol-forbindelse med den generelle formel
hvori A har den ovennevnte betydning og X er halogen, omsettes med pyrrolidin, piperidin eller morfolin, hvoretter den erholdte forbindelse eventuelt overføres til et salt.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8107861A SE451064B (sv) | 1981-12-30 | 1981-12-30 | Anordning vid forpackningsbehallare |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO824391L NO824391L (no) | 1983-07-01 |
| NO160501B true NO160501B (no) | 1989-01-16 |
| NO160501C NO160501C (no) | 1989-04-26 |
Family
ID=20345399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO824391A NO160501C (no) | 1981-12-30 | 1982-12-28 | Emballasje-beholder av den type som omfatter en ut fra beholderens oevre endevegg ragende forseglingsfane. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4433784A (no) |
| EP (1) | EP0083441B1 (no) |
| JP (1) | JPS58125443A (no) |
| AR (1) | AR229788A1 (no) |
| AT (1) | ATE18167T1 (no) |
| AU (1) | AU553830B2 (no) |
| BR (1) | BR8207412A (no) |
| CA (1) | CA1186283A (no) |
| DE (1) | DE3269532D1 (no) |
| DK (1) | DK157744C (no) |
| ES (1) | ES278771Y (no) |
| FI (1) | FI76982C (no) |
| GB (1) | GB2116523B (no) |
| MX (1) | MX155678A (no) |
| NO (1) | NO160501C (no) |
| PT (1) | PT75982B (no) |
| SE (1) | SE451064B (no) |
| SU (1) | SU1276255A3 (no) |
| UA (1) | UA5965A1 (no) |
| ZA (1) | ZA828869B (no) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE451317B (sv) * | 1982-03-18 | 1987-09-28 | Tetra Pak Ab | Forpackning |
| SE451319B (sv) * | 1983-02-04 | 1987-09-28 | Tetra Pak Ab | Forpackningsbehallare med utvikbar hellpip |
| US5595803A (en) | 1983-03-31 | 1997-01-21 | P. P. Payne Limited | Filmic packaging material and a tear adherent thereto |
| US5203935A (en) * | 1983-03-31 | 1993-04-20 | Payne Packaging Limited | Method of producing packaging material having a tear tape |
| DE3406962C1 (de) * | 1984-02-25 | 1985-11-14 | PKL Papier- und Kunststoff-Werke Linnich GmbH, 4000 Düsseldorf | Packung aus flaechenfoermigem Material,wie z.B. Papier,Karton o.dgl.,insbesondere quaderfoermige Fluessigkeitspackung aus Papier-Kunststoff- Verbundmaterial |
| JPH0330262Y2 (no) * | 1986-04-28 | 1991-06-26 | ||
| GB2189772B (en) * | 1986-04-28 | 1989-12-13 | Tetra Pak Int | A liquid pack and method of manufacture thereof |
| US4720011A (en) * | 1986-09-30 | 1988-01-19 | E. I. Du Pont De Nemours And Company | Package having tearstrip opener |
| US4813548A (en) * | 1987-04-10 | 1989-03-21 | Minnesota Mining And Manufacturing Company | Gable-top container |
| US4872562A (en) * | 1987-04-10 | 1989-10-10 | Minnesota Mining And Manufacturing Company | Gable-top container |
| US4762234A (en) * | 1987-04-10 | 1988-08-09 | Minnesota Mining And Manufacturing Company | Gable-top container |
| SE459916B (sv) * | 1987-12-23 | 1989-08-21 | Roby Teknik Ab | Oeppningsanordning vid foerpackningsbehaallare |
| SE469022B (sv) * | 1988-07-18 | 1993-05-03 | Akerlund & Rausing Ab | Rivremsa, samt foerfarande foer dess tillverkning |
| US4903891A (en) * | 1989-07-07 | 1990-02-27 | International Paper Company | Gable top carton sealing construction |
| DE4016655C1 (no) * | 1990-05-23 | 1991-07-04 | Gerd 5620 Velbert De Kueppersbusch | |
| SE502454C2 (sv) * | 1990-07-13 | 1995-10-23 | Tetra Laval Holdings & Finance | Förpackningsbehållare samt ämne för tillverkning av densamma |
| SE466800B (sv) * | 1990-08-14 | 1992-04-06 | Tetra Pak Holdings Sa | Med oeppning av remstyp foersedd foerpackningsbehaallare |
| US5228616A (en) * | 1990-08-14 | 1993-07-20 | Tetra Alfa Holdings S.A. | Package container provided with a strip-type opening arrangement |
| WO1994025352A2 (en) * | 1993-05-01 | 1994-11-10 | The Procter & Gamble Company | Improved opening system for containers |
| US5427310A (en) * | 1993-10-29 | 1995-06-27 | Testa, Jr.; Vincent M. | Cartons of the gable type provided with seal breaking pull cords |
| US6345759B1 (en) | 2001-02-02 | 2002-02-12 | Tetra Laval Holdings & Finance, Sa | Gable top carton with enlarged pour spout opening |
| US20070289980A1 (en) * | 2006-06-16 | 2007-12-20 | Patrick Yeh | Beverage package with concealed straw |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2268668A (en) | 1938-08-16 | 1942-01-06 | Humoco Corp | Container and method of making the same |
| US2353746A (en) | 1940-07-13 | 1944-07-18 | Shellmar Products Co | Packaging process |
| US3265286A (en) | 1964-04-02 | 1966-08-09 | Inoue Etsuo | Unpacking arrangement for filmy packages |
| US3617311A (en) | 1967-11-18 | 1971-11-02 | Frigeo Werk Bettle & Co | Sealed beverage drinking cup |
| US3497131A (en) | 1968-05-20 | 1970-02-24 | Kartridg Pak Co | Package with easy opening device |
| CH517026A (fr) | 1969-07-18 | 1971-12-31 | Stadex Ab | Dispositif de fermeture déchirable et utilisation de ce dispositif |
| US4027455A (en) * | 1972-03-14 | 1977-06-07 | Tetra Pak Developpement Sa | Packing containers with ripping thread opening and packing material webs for the manufacture of the packing containers |
| CH549505A (de) * | 1972-03-14 | 1974-05-31 | Tetra Pak Dev | Verpackungsbehaelter, verfahren zu seiner herstellung und verpackungsmaterialbahn zur ausfuehrung dieses verfahrens. |
| DE2256673A1 (de) * | 1972-11-18 | 1974-05-22 | Altstaedter Verpack Vertrieb | Verpackung mit durch schlaufe zu oeffnender ausgusstuelle |
| CH565685A5 (no) * | 1973-03-08 | 1975-08-29 | Tetra Pak Int | |
| DE2801404C2 (de) | 1978-01-13 | 1983-11-24 | Altstädter Verpackungs-Vertriebsgesellschaft mbH, 6102 Pfungstadt | Flüssigkeitspackung mit durch Reißstreifen zu öffnender Ausgießtülle |
| SE8000471L (sv) * | 1980-01-21 | 1981-07-22 | Tetra Pak Int | Med upprivbar oppningsanordning forsedd forpackningsbehallare |
| AU8188182A (en) * | 1981-03-23 | 1982-09-30 | Newell, P.T. | Gable top carton with opening tab |
-
1981
- 1981-12-30 SE SE8107861A patent/SE451064B/sv not_active IP Right Cessation
-
1982
- 1982-12-02 ZA ZA828869A patent/ZA828869B/xx unknown
- 1982-12-06 GB GB08234736A patent/GB2116523B/en not_active Expired
- 1982-12-06 US US06/446,941 patent/US4433784A/en not_active Expired - Lifetime
- 1982-12-08 DK DK545582A patent/DK157744C/da not_active IP Right Cessation
- 1982-12-14 PT PT75982A patent/PT75982B/pt not_active IP Right Cessation
- 1982-12-14 MX MX195638A patent/MX155678A/es unknown
- 1982-12-14 FI FI824291A patent/FI76982C/fi not_active IP Right Cessation
- 1982-12-21 BR BR8207412A patent/BR8207412A/pt not_active IP Right Cessation
- 1982-12-22 CA CA000418289A patent/CA1186283A/en not_active Expired
- 1982-12-23 AT AT82111960T patent/ATE18167T1/de not_active IP Right Cessation
- 1982-12-23 EP EP82111960A patent/EP0083441B1/en not_active Expired
- 1982-12-23 DE DE8282111960T patent/DE3269532D1/de not_active Expired
- 1982-12-27 UA UA3529005A patent/UA5965A1/uk unknown
- 1982-12-27 SU SU823529005A patent/SU1276255A3/ru active
- 1982-12-27 JP JP57227195A patent/JPS58125443A/ja active Granted
- 1982-12-28 AR AR291718A patent/AR229788A1/es active
- 1982-12-28 NO NO824391A patent/NO160501C/no not_active IP Right Cessation
- 1982-12-29 ES ES1982278771U patent/ES278771Y/es not_active Expired
- 1982-12-30 AU AU91978/82A patent/AU553830B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ATE18167T1 (de) | 1986-03-15 |
| SU1276255A3 (ru) | 1986-12-07 |
| EP0083441A1 (en) | 1983-07-13 |
| GB2116523B (en) | 1985-07-03 |
| CA1186283A (en) | 1985-04-30 |
| JPS6215412B2 (no) | 1987-04-07 |
| ES278771U (es) | 1984-10-16 |
| EP0083441B1 (en) | 1986-02-26 |
| DK157744B (da) | 1990-02-12 |
| JPS58125443A (ja) | 1983-07-26 |
| PT75982B (en) | 1985-02-27 |
| GB2116523A (en) | 1983-09-28 |
| UA5965A1 (uk) | 1994-12-29 |
| FI824291A0 (fi) | 1982-12-14 |
| FI76982B (fi) | 1988-09-30 |
| AR229788A1 (es) | 1983-11-30 |
| AU9197882A (en) | 1983-07-07 |
| FI824291L (fi) | 1983-07-01 |
| DK545582A (da) | 1983-07-01 |
| US4433784A (en) | 1984-02-28 |
| PT75982A (en) | 1983-01-01 |
| SE451064B (sv) | 1987-08-31 |
| AU553830B2 (en) | 1986-07-31 |
| ES278771Y (es) | 1985-04-16 |
| DK157744C (da) | 1990-08-06 |
| DE3269532D1 (en) | 1986-04-03 |
| MX155678A (es) | 1988-04-12 |
| NO160501C (no) | 1989-04-26 |
| SE8107861L (sv) | 1983-07-01 |
| FI76982C (fi) | 1989-01-10 |
| ZA828869B (en) | 1983-10-26 |
| NO824391L (no) | 1983-07-01 |
| BR8207412A (pt) | 1983-10-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN JUNE 2002 |