NO972904L - 3,3-(Disubstituerte)cykloheksan-1-on-monomerer og beslektede forbindelser - Google Patents
3,3-(Disubstituerte)cykloheksan-1-on-monomerer og beslektede forbindelserInfo
- Publication number
- NO972904L NO972904L NO972904A NO972904A NO972904L NO 972904 L NO972904 L NO 972904L NO 972904 A NO972904 A NO 972904A NO 972904 A NO972904 A NO 972904A NO 972904 L NO972904 L NO 972904L
- Authority
- NO
- Norway
- Prior art keywords
- substituted
- unsubstituted
- alkyl
- methoxyphenyl
- cyclopentyloxy
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 136
- 239000000178 monomer Substances 0.000 title description 2
- -1 2-tetrahydropyranyl Chemical group 0.000 claims description 113
- 125000000217 alkyl group Chemical group 0.000 claims description 48
- 125000001153 fluoro group Chemical group F* 0.000 claims description 32
- 238000002360 preparation method Methods 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 229910052760 oxygen Inorganic materials 0.000 claims description 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 241000124008 Mammalia Species 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000005842 heteroatom Chemical group 0.000 claims description 11
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 208000006673 asthma Diseases 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 239000011737 fluorine Substances 0.000 claims description 9
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 125000000335 thiazolyl group Chemical group 0.000 claims description 9
- 125000001425 triazolyl group Chemical group 0.000 claims description 9
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 8
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 8
- 125000002541 furyl group Chemical group 0.000 claims description 8
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims description 7
- 125000002883 imidazolyl group Chemical group 0.000 claims description 7
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 7
- 125000002757 morpholinyl group Chemical group 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 125000004193 piperazinyl group Chemical group 0.000 claims description 6
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 6
- BNSRVFGXRITOQK-UHFFFAOYSA-N 2-(1,2-dichloroethyl)-4-methyl-1,3-dioxolane Chemical compound CC1COC(C(Cl)CCl)O1 BNSRVFGXRITOQK-UHFFFAOYSA-N 0.000 claims description 5
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 5
- CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 claims description 5
- 125000001624 naphthyl group Chemical group 0.000 claims description 5
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 4
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 4
- KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical compound [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 125000002632 imidazolidinyl group Chemical group 0.000 claims description 4
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims description 4
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 4
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 4
- 125000000160 oxazolidinyl group Chemical group 0.000 claims description 4
- 125000003386 piperidinyl group Chemical group 0.000 claims description 4
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims description 4
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 4
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 4
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 4
- 125000005958 tetrahydrothienyl group Chemical group 0.000 claims description 4
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims description 4
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 4
- 125000001984 thiazolidinyl group Chemical group 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 3
- WQADWIOXOXRPLN-UHFFFAOYSA-N 1,3-Dithiane Natural products C1CSCSC1 WQADWIOXOXRPLN-UHFFFAOYSA-N 0.000 claims description 3
- QGAHFCJZGLRJCJ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-(2-phenylethynyl)cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=CC=CC=2)C=C1OC1CCCC1 QGAHFCJZGLRJCJ-UHFFFAOYSA-N 0.000 claims description 3
- XFFXQUWSAIEGRB-UHFFFAOYSA-N methyl 3-[2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxocyclohexyl]ethynyl]benzoate Chemical compound COC(=O)C1=CC=CC(C#CC2(CC(=O)CCC2)C=2C=C(OC3CCCC3)C(OC)=CC=2)=C1 XFFXQUWSAIEGRB-UHFFFAOYSA-N 0.000 claims description 3
- LJGRSZZVYHAMTR-UHFFFAOYSA-N n-[3-[2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxocyclohexyl]ethynyl]phenyl]methanesulfonamide Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(NS(C)(=O)=O)C=CC=2)C=C1OC1CCCC1 LJGRSZZVYHAMTR-UHFFFAOYSA-N 0.000 claims description 3
- 125000005592 polycycloalkyl group Polymers 0.000 claims description 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 2
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 claims description 2
- FLPHBGYFKFWOCN-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-[2-(2-hydroxyethoxy)phenyl]ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C(=CC=CC=2)OCCO)C=C1OC1CCCC1 FLPHBGYFKFWOCN-UHFFFAOYSA-N 0.000 claims description 2
- HACNSKFHRMTWFB-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-[3-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C=2ON=C(C)N=2)C=C1OC1CCCC1 HACNSKFHRMTWFB-UHFFFAOYSA-N 0.000 claims description 2
- AKNBERFHUPYOOY-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C=2N=C(C)ON=2)C=C1OC1CCCC1 AKNBERFHUPYOOY-UHFFFAOYSA-N 0.000 claims description 2
- JTQBPXWUGQLPIX-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-[3-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C=2OC(C)=NN=2)C=C1OC1CCCC1 JTQBPXWUGQLPIX-UHFFFAOYSA-N 0.000 claims description 2
- ZOOIANBKYIRCLU-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-[3-(5-methyl-1,3,4-thiadiazol-2-yl)phenyl]ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C=2SC(C)=NN=2)C=C1OC1CCCC1 ZOOIANBKYIRCLU-UHFFFAOYSA-N 0.000 claims description 2
- FJKMWZYPUAWEIL-UHFFFAOYSA-N 3-[2-(3-aminophenyl)ethynyl]-3-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(N)C=CC=2)C=C1OC1CCCC1 FJKMWZYPUAWEIL-UHFFFAOYSA-N 0.000 claims description 2
- DHQNDGZPBNWEHB-UHFFFAOYSA-N 3-[2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxocyclohexyl]ethynyl]benzoic acid Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C(O)=O)C=C1OC1CCCC1 DHQNDGZPBNWEHB-UHFFFAOYSA-N 0.000 claims description 2
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- UVVNICZRKDYSJX-UHFFFAOYSA-N n-[3-[2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxocyclohexyl]ethynyl]phenyl]acetamide Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(NC(C)=O)C=CC=2)C=C1OC1CCCC1 UVVNICZRKDYSJX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- FIPRNWACGUWOPZ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-[2-(3-nitrophenyl)ethynyl]cyclohexan-1-one Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)[N+]([O-])=O)C=C1OC1CCCC1 FIPRNWACGUWOPZ-UHFFFAOYSA-N 0.000 claims 1
- WINVHVJMBSXKJU-UHFFFAOYSA-N 3-[2-[1-(3-cyclopentyloxy-4-methoxyphenyl)-3-oxocyclohexyl]ethynyl]benzonitrile Chemical compound COC1=CC=C(C2(CC(=O)CCC2)C#CC=2C=C(C=CC=2)C#N)C=C1OC1CCCC1 WINVHVJMBSXKJU-UHFFFAOYSA-N 0.000 claims 1
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 104
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 69
- 108060008682 Tumor Necrosis Factor Proteins 0.000 description 41
- 102100040247 Tumor necrosis factor Human genes 0.000 description 41
- 239000007787 solid Substances 0.000 description 40
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 39
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 36
- NFHFRUOZVGFOOS-UHFFFAOYSA-N Pd(PPh3)4 Substances [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 28
- 239000000203 mixture Substances 0.000 description 27
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- 239000012300 argon atmosphere Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 23
- 229910001868 water Inorganic materials 0.000 description 22
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
- 238000011282 treatment Methods 0.000 description 16
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 15
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- 238000001727 in vivo Methods 0.000 description 9
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Classifications
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- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
- C07C49/683—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings having unsaturation outside the aromatic rings
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C233/33—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/56—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and doubly-bound oxygen atoms bound to the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
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- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
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- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US36366994A | 1994-12-23 | 1994-12-23 | |
PCT/US1995/016710 WO1996020158A1 (en) | 1994-12-23 | 1995-12-21 | 3,3-(disubstituted)cyclohexan-1-one monomers and related compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
NO972904D0 NO972904D0 (no) | 1997-06-20 |
NO972904L true NO972904L (no) | 1997-08-15 |
Family
ID=23431187
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO972904A NO972904L (no) | 1994-12-23 | 1997-06-20 | 3,3-(Disubstituerte)cykloheksan-1-on-monomerer og beslektede forbindelser |
Country Status (15)
Country | Link |
---|---|
US (1) | US5892098A (zh) |
EP (1) | EP0799183A4 (zh) |
JP (1) | JPH10511396A (zh) |
KR (1) | KR980700951A (zh) |
CN (1) | CN1175242A (zh) |
AU (1) | AU708007B2 (zh) |
BR (1) | BR9510219A (zh) |
CA (1) | CA2208501A1 (zh) |
CZ (1) | CZ195997A3 (zh) |
FI (1) | FI972675A (zh) |
NO (1) | NO972904L (zh) |
NZ (1) | NZ300511A (zh) |
PL (1) | PL320957A1 (zh) |
WO (1) | WO1996020158A1 (zh) |
ZA (1) | ZA9510829B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2933632C (en) | 2013-12-24 | 2022-06-21 | Oncotartis, Inc. | Benzamide and nicotinamide compounds and methods of using same |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PT67194B (en) * | 1976-11-02 | 1979-03-23 | Lilly Co Eli | Process for preparing 4a-aryl-octahydro-1h-2-pyrindines |
WO1993019750A1 (en) * | 1992-04-02 | 1993-10-14 | Smithkline Beecham Corporation | Compounds useful for treating allergic or inflammatory diseases |
-
1995
- 1995-12-20 ZA ZA9510829A patent/ZA9510829B/xx unknown
- 1995-12-21 PL PL95320957A patent/PL320957A1/xx unknown
- 1995-12-21 JP JP8520528A patent/JPH10511396A/ja active Pending
- 1995-12-21 CA CA002208501A patent/CA2208501A1/en not_active Abandoned
- 1995-12-21 CN CN95197668A patent/CN1175242A/zh active Pending
- 1995-12-21 AU AU45276/96A patent/AU708007B2/en not_active Ceased
- 1995-12-21 EP EP95943942A patent/EP0799183A4/en not_active Withdrawn
- 1995-12-21 WO PCT/US1995/016710 patent/WO1996020158A1/en not_active Application Discontinuation
- 1995-12-21 KR KR1019970704257A patent/KR980700951A/ko not_active Application Discontinuation
- 1995-12-21 NZ NZ300511A patent/NZ300511A/xx unknown
- 1995-12-21 US US08/624,546 patent/US5892098A/en not_active Expired - Fee Related
- 1995-12-21 BR BR9510219A patent/BR9510219A/pt not_active Application Discontinuation
- 1995-12-21 CZ CZ971959A patent/CZ195997A3/cs unknown
-
1997
- 1997-06-19 FI FI972675A patent/FI972675A/fi unknown
- 1997-06-20 NO NO972904A patent/NO972904L/no unknown
Also Published As
Publication number | Publication date |
---|---|
MX9704739A (es) | 1997-10-31 |
CN1175242A (zh) | 1998-03-04 |
EP0799183A1 (en) | 1997-10-08 |
FI972675A0 (fi) | 1997-06-19 |
AU4527696A (en) | 1996-07-19 |
EP0799183A4 (en) | 1998-03-25 |
NO972904D0 (no) | 1997-06-20 |
WO1996020158A1 (en) | 1996-07-04 |
US5892098A (en) | 1999-04-06 |
FI972675A (fi) | 1997-08-19 |
BR9510219A (pt) | 1997-11-04 |
ZA9510829B (en) | 1996-07-03 |
PL320957A1 (en) | 1997-11-24 |
NZ300511A (en) | 1999-01-28 |
AU708007B2 (en) | 1999-07-29 |
KR980700951A (ko) | 1998-04-30 |
CA2208501A1 (en) | 1996-07-04 |
CZ195997A3 (cs) | 1998-01-14 |
JPH10511396A (ja) | 1998-11-04 |
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