NO873606L - Nye alfa-substituerte ketonitron-derivater. - Google Patents
Nye alfa-substituerte ketonitron-derivater.Info
- Publication number
- NO873606L NO873606L NO873606A NO873606A NO873606L NO 873606 L NO873606 L NO 873606L NO 873606 A NO873606 A NO 873606A NO 873606 A NO873606 A NO 873606A NO 873606 L NO873606 L NO 873606L
- Authority
- NO
- Norway
- Prior art keywords
- compound
- substituted
- imidazol
- phenyl
- prepared
- Prior art date
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 11
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 3
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000000034 method Methods 0.000 description 38
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
- 229940125782 compound 2 Drugs 0.000 description 28
- RGZRSLKIOCHTSI-UHFFFAOYSA-N hydron;n-methylhydroxylamine;chloride Chemical compound Cl.CNO RGZRSLKIOCHTSI-UHFFFAOYSA-N 0.000 description 14
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- VGPBPWRBXBKGRE-UHFFFAOYSA-N n-(oxomethylidene)hydroxylamine Chemical class ON=C=O VGPBPWRBXBKGRE-UHFFFAOYSA-N 0.000 description 5
- 150000001204 N-oxides Chemical class 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- CIISBYKBBMFLEZ-UHFFFAOYSA-N 1,2-oxazolidine Chemical compound C1CNOC1 CIISBYKBBMFLEZ-UHFFFAOYSA-N 0.000 description 2
- WUHGMWIWIMMDKW-UHFFFAOYSA-N 1-(4-fluorophenyl)-2-imidazol-1-ylethanone Chemical compound C1=CC(F)=CC=C1C(=O)CN1C=NC=C1 WUHGMWIWIMMDKW-UHFFFAOYSA-N 0.000 description 2
- CVJNXVLQSKPUGP-UHFFFAOYSA-N 2-imidazol-1-yl-1-phenylethanone Chemical compound C=1C=CC=CC=1C(=O)CN1C=CN=C1 CVJNXVLQSKPUGP-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 230000000843 anti-fungal effect Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LVCDXCQFSONNDO-UHFFFAOYSA-N n-benzylhydroxylamine Chemical compound ONCC1=CC=CC=C1 LVCDXCQFSONNDO-UHFFFAOYSA-N 0.000 description 2
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- HCIGIOOIISPLTN-UHFFFAOYSA-N 1-(3-methylphenyl)-2-(1,2,4-triazol-1-yl)ethanone Chemical compound CC1=CC=CC(C(=O)CN2N=CN=C2)=C1 HCIGIOOIISPLTN-UHFFFAOYSA-N 0.000 description 1
- VUKCVVNLVBBCID-UHFFFAOYSA-N 1-(4-chloro-3-methylphenyl)-2-imidazol-1-ylethanone Chemical compound C1=C(Cl)C(C)=CC(C(=O)CN2C=NC=C2)=C1 VUKCVVNLVBBCID-UHFFFAOYSA-N 0.000 description 1
- BCRAHCZQQQCKGY-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-imidazol-1-yl-n-methylethanimine oxide Chemical compound C=1C=C(Cl)C=CC=1C(=[N+]([O-])C)CN1C=CN=C1 BCRAHCZQQQCKGY-UHFFFAOYSA-N 0.000 description 1
- BVGQYLXBVNGCIH-UHFFFAOYSA-N 1-(4-chlorophenyl)-n-methyl-2-(1,2,4-triazol-1-yl)ethanimine oxide Chemical compound C=1C=C(Cl)C=CC=1C(=[N+]([O-])C)CN1C=NC=N1 BVGQYLXBVNGCIH-UHFFFAOYSA-N 0.000 description 1
- IKOAKIRZMHXFFT-UHFFFAOYSA-N 1-(4-fluorophenyl)-2-(1,2,4-triazol-1-yl)ethanone Chemical compound C1=CC(F)=CC=C1C(=O)CN1N=CN=C1 IKOAKIRZMHXFFT-UHFFFAOYSA-N 0.000 description 1
- VIEZOAOPEPPATJ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-2-(1,2,4-triazol-1-yl)ethanone Chemical compound C1=CC(OC)=CC=C1C(=O)CN1N=CN=C1 VIEZOAOPEPPATJ-UHFFFAOYSA-N 0.000 description 1
- YZRPMXCBCFKNRB-UHFFFAOYSA-N 1-(4-methoxyphenyl)-n-methyl-2-(1,2,4-triazol-1-yl)ethanimine oxide Chemical compound C1=CC(OC)=CC=C1C(=[N+](C)[O-])CN1N=CN=C1 YZRPMXCBCFKNRB-UHFFFAOYSA-N 0.000 description 1
- UQEVCUDJCZMUPP-UHFFFAOYSA-N 1-(furan-2-yl)-2-imidazol-1-yl-n-methylethanimine oxide Chemical compound C=1C=COC=1C(=[N+]([O-])C)CN1C=CN=C1 UQEVCUDJCZMUPP-UHFFFAOYSA-N 0.000 description 1
- HMEOQCICIIWYCJ-UHFFFAOYSA-N 1-(furan-2-yl)-2-imidazol-1-ylethanone Chemical compound C=1C=COC=1C(=O)CN1C=CN=C1 HMEOQCICIIWYCJ-UHFFFAOYSA-N 0.000 description 1
- LGPCTKHSRJNLIX-UHFFFAOYSA-N 2-imidazol-1-yl-1-(3-methoxyphenyl)-N-methylethanimine oxide Chemical compound COC1=CC=CC(C(CN2C=NC=C2)=[N+](C)[O-])=C1 LGPCTKHSRJNLIX-UHFFFAOYSA-N 0.000 description 1
- DRHNPEZLKVLENJ-UHFFFAOYSA-N 2-imidazol-1-yl-1-(3-methoxyphenyl)ethanone Chemical compound COC1=CC=CC(C(=O)CN2C=NC=C2)=C1 DRHNPEZLKVLENJ-UHFFFAOYSA-N 0.000 description 1
- ADHATLWNWBLMQG-UHFFFAOYSA-N 2-imidazol-1-yl-1-(3-methylphenyl)ethanone Chemical compound CC1=CC=CC(C(=O)CN2C=NC=C2)=C1 ADHATLWNWBLMQG-UHFFFAOYSA-N 0.000 description 1
- PIIYRILVGMWNKK-UHFFFAOYSA-N 2-imidazol-1-yl-1-(4-methoxyphenyl)ethanone Chemical compound C1=CC(OC)=CC=C1C(=O)CN1C=NC=C1 PIIYRILVGMWNKK-UHFFFAOYSA-N 0.000 description 1
- ZVYIWDKBFWAAIY-UHFFFAOYSA-N 2-imidazol-1-yl-1-thiophen-2-ylethanone Chemical compound C=1C=CSC=1C(=O)CN1C=CN=C1 ZVYIWDKBFWAAIY-UHFFFAOYSA-N 0.000 description 1
- KXTRNJCGQJZDCQ-UHFFFAOYSA-N 2-imidazol-1-yl-n-methyl-1-thiophen-2-ylethanimine oxide Chemical compound C=1C=CSC=1C(=[N+]([O-])C)CN1C=CN=C1 KXTRNJCGQJZDCQ-UHFFFAOYSA-N 0.000 description 1
- ZLCZSNKZIIEUBS-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-2-methyl-3,5-diphenyl-1,2-oxazolidine Chemical class CN1OC(C=2C=CC=CC=2)CC1(C=1C=CC=CC=1)CN1C=CN=C1 ZLCZSNKZIIEUBS-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- XBKGISUKTXMMEY-UHFFFAOYSA-N C1=C(Cl)C(C)=CC(C(CN2C=NC=C2)=[N+](C)[O-])=C1 Chemical compound C1=C(Cl)C(C)=CC(C(CN2C=NC=C2)=[N+](C)[O-])=C1 XBKGISUKTXMMEY-UHFFFAOYSA-N 0.000 description 1
- OGNRSBTUOMTXFH-UHFFFAOYSA-N C1=CC(OC)=CC=C1C(=[N+](C)[O-])CN1C=NC=C1 Chemical compound C1=CC(OC)=CC=C1C(=[N+](C)[O-])CN1C=NC=C1 OGNRSBTUOMTXFH-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FZENGILVLUJGJX-UHFFFAOYSA-N acetaldehyde oxime Chemical compound CC=NO FZENGILVLUJGJX-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000000538 analytical sample Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- MPAYEWNVIPXRDP-UHFFFAOYSA-N ethanimine Chemical compound CC=N MPAYEWNVIPXRDP-UHFFFAOYSA-N 0.000 description 1
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- WTDHULULXKLSOZ-UHFFFAOYSA-N hydroxylamine hydrochloride Substances Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 1
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002546 isoxazolidines Chemical class 0.000 description 1
- 150000002547 isoxazolines Chemical class 0.000 description 1
- DHXTVXSULHMDKX-UHFFFAOYSA-N n-benzyl-1-(4-fluorophenyl)-2-imidazol-1-ylethanimine oxide Chemical compound C1=CN=CN1CC(C=1C=CC(F)=CC=1)=[N+]([O-])CC1=CC=CC=C1 DHXTVXSULHMDKX-UHFFFAOYSA-N 0.000 description 1
- ZRSHFHMMMHQDFV-UHFFFAOYSA-N n-methyl-1-(3-methylphenyl)-2-(1,2,4-triazol-1-yl)ethanimine oxide Chemical compound CC1=CC=CC(C(CN2N=CN=C2)=[N+](C)[O-])=C1 ZRSHFHMMMHQDFV-UHFFFAOYSA-N 0.000 description 1
- KCYAABSQFUDBFC-UHFFFAOYSA-N n-methyl-1-phenyl-2-(1,2,4-triazol-1-yl)ethanimine oxide Chemical compound C=1C=CC=CC=1C(=[N+]([O-])C)CN1C=NC=N1 KCYAABSQFUDBFC-UHFFFAOYSA-N 0.000 description 1
- ITPVLJQRUQVNSD-UHFFFAOYSA-N nafimidone Chemical compound C=1C=C2C=CC=CC2=CC=1C(=O)CN1C=CN=C1 ITPVLJQRUQVNSD-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/900,856 US4803282A (en) | 1986-08-27 | 1986-08-27 | Alpha-substituted ketonitrone derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO873606D0 NO873606D0 (no) | 1987-08-26 |
| NO873606L true NO873606L (no) | 1988-02-29 |
Family
ID=25413195
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO873606A NO873606L (no) | 1986-08-27 | 1987-08-26 | Nye alfa-substituerte ketonitron-derivater. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4803282A (xx) |
| EP (1) | EP0257289A3 (xx) |
| JP (1) | JPS6357575A (xx) |
| KR (1) | KR880002839A (xx) |
| AU (1) | AU7445387A (xx) |
| DK (1) | DK444687A (xx) |
| FI (1) | FI873707A (xx) |
| IL (1) | IL82805A0 (xx) |
| NO (1) | NO873606L (xx) |
| NZ (1) | NZ220570A (xx) |
| PH (1) | PH22444A (xx) |
| ZA (1) | ZA874515B (xx) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286698A (en) * | 1989-04-25 | 1994-02-15 | University Of Notre Dame Du Lac | Metal oxide catalysts |
| EP1021430A1 (en) * | 1996-07-19 | 2000-07-26 | Centaur Pharmaceuticals, Inc. | Furan nitrone compounds |
| ZA99252B (en) * | 1998-01-16 | 1999-07-14 | Centaur Pharmaceuticals Inc | Thioether furan nitrone compounds. |
| DE69904018D1 (en) * | 1998-01-16 | 2003-01-02 | Centaur Pharmaceuticals Inc | Thiophennitronderivate |
| FR2780404B1 (fr) * | 1998-06-26 | 2001-04-13 | Adir | Nouveaux derives de nitrone, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR3012451B1 (fr) * | 2013-10-25 | 2016-11-11 | Michelin & Cie | Compose 1,3-dipolaire portant une fonction imidazole |
| FR3012458B1 (fr) | 2013-10-25 | 2015-10-30 | Michelin & Cie | Composition de caoutchouc comprenant un additif compose 1,3-dipolaire portant une fonction imidazole |
| FR3012460B1 (fr) | 2013-10-25 | 2015-12-11 | Michelin & Cie | Composition de caoutchouc comprenant un elastomere dienique portant des fonctions imidazole reparties de facon aleatoire le long de la chaine |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3016569A1 (de) * | 1980-04-30 | 1981-11-05 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von alkylarylketoximethern |
| US4719306A (en) * | 1986-08-27 | 1988-01-12 | Pennwalt Corporation | Substituted 3,5-diphenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidines |
-
1986
- 1986-08-27 US US06/900,856 patent/US4803282A/en not_active Expired - Fee Related
-
1987
- 1987-06-04 NZ NZ220570A patent/NZ220570A/xx unknown
- 1987-06-08 IL IL82805A patent/IL82805A0/xx unknown
- 1987-06-16 PH PH35413A patent/PH22444A/en unknown
- 1987-06-18 AU AU74453/87A patent/AU7445387A/en not_active Abandoned
- 1987-06-23 ZA ZA874515A patent/ZA874515B/xx unknown
- 1987-07-17 EP EP87110390A patent/EP0257289A3/en not_active Withdrawn
- 1987-08-18 JP JP62203586A patent/JPS6357575A/ja active Pending
- 1987-08-26 DK DK444687A patent/DK444687A/da not_active Application Discontinuation
- 1987-08-26 KR KR870009309A patent/KR880002839A/ko not_active Application Discontinuation
- 1987-08-26 NO NO873606A patent/NO873606L/no unknown
- 1987-08-26 FI FI873707A patent/FI873707A/fi not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DK444687D0 (da) | 1987-08-26 |
| EP0257289A2 (en) | 1988-03-02 |
| FI873707A (fi) | 1988-02-28 |
| PH22444A (en) | 1988-09-12 |
| JPS6357575A (ja) | 1988-03-12 |
| KR880002839A (ko) | 1988-05-11 |
| IL82805A0 (en) | 1987-12-20 |
| DK444687A (da) | 1988-02-28 |
| US4803282A (en) | 1989-02-07 |
| NO873606D0 (no) | 1987-08-26 |
| NZ220570A (en) | 1989-02-24 |
| FI873707A0 (fi) | 1987-08-26 |
| EP0257289A3 (en) | 1989-02-15 |
| ZA874515B (en) | 1988-05-25 |
| AU7445387A (en) | 1988-03-03 |
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