KR890700117A - 유효성분으로서 칼콘 유도체를 함유하는 항 궤양제 및 신규의 칼콘 유도체 - Google Patents
유효성분으로서 칼콘 유도체를 함유하는 항 궤양제 및 신규의 칼콘 유도체Info
- Publication number
- KR890700117A KR890700117A KR1019880700971A KR880700971A KR890700117A KR 890700117 A KR890700117 A KR 890700117A KR 1019880700971 A KR1019880700971 A KR 1019880700971A KR 880700971 A KR880700971 A KR 880700971A KR 890700117 A KR890700117 A KR 890700117A
- Authority
- KR
- South Korea
- Prior art keywords
- propanone
- carboxymethoxy
- group
- isopentylphenyl
- methoxyphenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000003699 antiulcer agent Substances 0.000 title claims 3
- 239000004480 active ingredient Substances 0.000 title claims 2
- 150000001788 chalcone derivatives Chemical class 0.000 title 2
- -1 carboxymethoxy group Chemical group 0.000 claims 29
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 13
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 10
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 claims 9
- 235000005513 chalcones Nutrition 0.000 claims 9
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 claims 9
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 5
- XUPNWFQQDWCWRX-UHFFFAOYSA-N 2-[3,5-dimethoxy-2-[3-(4-methoxyphenyl)propanoyl]phenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=C(OC)C=C(OC)C=C1OCC(O)=O XUPNWFQQDWCWRX-UHFFFAOYSA-N 0.000 claims 4
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- PTTBGXFTIIUHAM-UHFFFAOYSA-N 2-[3-methoxy-6-[3-(4-methoxyphenyl)propanoyl]-2-(3-methylbutyl)phenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=CC=C(OC)C(CCC(C)C)=C1OCC(O)=O PTTBGXFTIIUHAM-UHFFFAOYSA-N 0.000 claims 3
- FGLRWHNZUBAWJK-MDZDMXLPSA-N (e)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one Chemical compound OC1=CC=CC(\C=C\C(=O)C=2C=CC=CC=2)=C1 FGLRWHNZUBAWJK-MDZDMXLPSA-N 0.000 claims 2
- COJOQFDCXGJYAT-UHFFFAOYSA-N 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)propan-1-one Chemical compound OC1=CC(O)=CC=C1C(=O)CCC1=CC=C(O)C(O)=C1 COJOQFDCXGJYAT-UHFFFAOYSA-N 0.000 claims 2
- QQZCNLITVZQWJU-UHFFFAOYSA-N 2-[2-[3-(4-hydroxy-3,5-dimethoxyphenyl)propanoyl]-3,5-dimethoxy-6-(3-methylbutyl)phenoxy]acetic acid Chemical compound COC1=C(O)C(OC)=CC(CCC(=O)C=2C(=C(CCC(C)C)C(OC)=CC=2OC)OCC(O)=O)=C1 QQZCNLITVZQWJU-UHFFFAOYSA-N 0.000 claims 2
- BYEQMNUDGDKWSU-UHFFFAOYSA-N 2-[3,5-dimethoxy-2-[3-(4-methoxyphenyl)propanoyl]-6-(3-methylbut-2-enyl)phenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=C(OC)C=C(OC)C(CC=C(C)C)=C1OCC(O)=O BYEQMNUDGDKWSU-UHFFFAOYSA-N 0.000 claims 2
- IIPGAECBXLFMCG-UHFFFAOYSA-N 3-(4-hydroxy-3,5-dimethoxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbutyl)phenyl]propan-1-one Chemical compound COC1=C(O)C(OC)=CC(CCC(=O)C=2C(=C(CCC(C)C)C(O)=CC=2O)O)=C1 IIPGAECBXLFMCG-UHFFFAOYSA-N 0.000 claims 2
- PTMHMBWSCIZRDY-UHFFFAOYSA-N 3-(4-hydroxy-3-methoxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbutyl)phenyl]propan-1-one Chemical compound C1=C(O)C(OC)=CC(CCC(=O)C=2C(=C(CCC(C)C)C(O)=CC=2O)O)=C1 PTMHMBWSCIZRDY-UHFFFAOYSA-N 0.000 claims 2
- QLJIAZMTIULFGW-UHFFFAOYSA-N 3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl]propan-1-one Chemical compound CC(C)=CCC1=C(O)C=C(O)C(C(=O)CCC=2C=CC(O)=CC=2)=C1O QLJIAZMTIULFGW-UHFFFAOYSA-N 0.000 claims 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- VDYSHUXENHRSOO-XBXARRHUSA-N (E)-2,4,4'-Trihydroxychalcone Chemical compound C1=CC(O)=CC=C1C(=O)\C=C\C1=CC=C(O)C=C1O VDYSHUXENHRSOO-XBXARRHUSA-N 0.000 claims 1
- JMMMUJOPZNLRTB-UHFFFAOYSA-N 1-(3-hydroxy-4-methoxyphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(OC)C(O)=C1 JMMMUJOPZNLRTB-UHFFFAOYSA-N 0.000 claims 1
- IUEGEIDZUOYQCQ-UHFFFAOYSA-N 1-[2,4-dihydroxy-3-(3-methylbutyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound CC(C)CCC1=C(O)C=CC(C(=O)CCC=2C=CC(O)=CC=2)=C1O IUEGEIDZUOYQCQ-UHFFFAOYSA-N 0.000 claims 1
- PTGJMWMKBIGNDN-UHFFFAOYSA-N 1-[2-hydroxy-4-methoxy-3-(3-methylbutyl)phenyl]-3-(4-methoxyphenyl)propan-1-one Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=CC=C(OC)C(CCC(C)C)=C1O PTGJMWMKBIGNDN-UHFFFAOYSA-N 0.000 claims 1
- VMPDHEXVWRKYBY-UHFFFAOYSA-N 2-[2-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]-3,5-dimethoxy-6-(3-methylbutyl)phenoxy]acetic acid Chemical compound C1=C(O)C(OC)=CC=C1CCC(=O)C1=C(OC)C=C(OC)C(CCC(C)C)=C1OCC(O)=O VMPDHEXVWRKYBY-UHFFFAOYSA-N 0.000 claims 1
- AMZPQVMYNZZCFW-UHFFFAOYSA-N 2-[2-[3-(4-hydroxy-3-methoxyphenyl)propanoyl]-3,5-dimethoxy-6-(3-methylbutyl)phenoxy]acetic acid Chemical compound C1=C(O)C(OC)=CC(CCC(=O)C=2C(=C(CCC(C)C)C(OC)=CC=2OC)OCC(O)=O)=C1 AMZPQVMYNZZCFW-UHFFFAOYSA-N 0.000 claims 1
- WMZHMEXEHMDAHP-UHFFFAOYSA-N 2-[3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]-6-(3-methylbutyl)phenoxy]acetic acid Chemical compound CC(C)CCC1=C(O)C=C(O)C(C(=O)CCC=2C=CC(O)=CC=2)=C1OCC(O)=O WMZHMEXEHMDAHP-UHFFFAOYSA-N 0.000 claims 1
- OMXGEUWYDIHBNB-UHFFFAOYSA-N 2-[3,5-dimethoxy-2-[3-(4-methoxyphenyl)propanoyl]-6-(3-methylbutyl)phenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=C(OC)C=C(OC)C(CCC(C)C)=C1OCC(O)=O OMXGEUWYDIHBNB-UHFFFAOYSA-N 0.000 claims 1
- XQWMBKPGOMHUIM-UHFFFAOYSA-N 2-[4-[3-[2-hydroxy-4-methoxy-3-(3-methylbutyl)phenyl]-3-oxopropyl]phenoxy]acetic acid Chemical compound OC1=C(CCC(C)C)C(OC)=CC=C1C(=O)CCC1=CC=C(OCC(O)=O)C=C1 XQWMBKPGOMHUIM-UHFFFAOYSA-N 0.000 claims 1
- KLAFIZKUOIHJIL-UHFFFAOYSA-N 3-(4-hydroxyphenyl)-1-[2,4,6-trihydroxy-3-(3-methylbutyl)phenyl]propan-1-one Chemical compound CC(C)CCC1=C(O)C=C(O)C(C(=O)CCC=2C=CC(O)=CC=2)=C1O KLAFIZKUOIHJIL-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- AAOMUNQLADXHPQ-UHFFFAOYSA-N OC1=CC(O)(O)C(O)C(O)=C1C=CC(=O)C1=CC=CC=C1 Chemical compound OC1=CC(O)(O)C(O)C(O)=C1C=CC(=O)C1=CC=CC=C1 AAOMUNQLADXHPQ-UHFFFAOYSA-N 0.000 claims 1
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims 1
- ARGAVWHADZGYFU-UHFFFAOYSA-N [3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]-6-(3-methylbutyl)phenyl] acetate Chemical compound CC(C)CCC1=C(O)C=C(O)C(C(=O)CCC=2C=CC(O)=CC=2)=C1OC(C)=O ARGAVWHADZGYFU-UHFFFAOYSA-N 0.000 claims 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- UDGKKUWYNITJRX-UHFFFAOYSA-N davidigenin Chemical compound C1=CC(O)=CC=C1CCC(=O)C1=CC=C(O)C=C1O UDGKKUWYNITJRX-UHFFFAOYSA-N 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- LXAYVQDOCMZSIV-UHFFFAOYSA-N methyl 2-[3,5-dimethoxy-2-[3-(4-methoxyphenyl)propanoyl]-6-(3-methylbutyl)phenoxy]acetate Chemical compound COC(=O)COC1=C(CCC(C)C)C(OC)=CC(OC)=C1C(=O)CCC1=CC=C(OC)C=C1 LXAYVQDOCMZSIV-UHFFFAOYSA-N 0.000 claims 1
- VGEREEWJJVICBM-UHFFFAOYSA-N phloretin Chemical compound C1=CC(O)=CC=C1CCC(=O)C1=C(O)C=C(O)C=C1O VGEREEWJJVICBM-UHFFFAOYSA-N 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07C45/62—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 hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07C45/673—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07C45/70—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 by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—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 by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07C45/72—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 by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—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 by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 유효성분으로서 다음의 일반식(Ⅰ)의 화합물을 함유하는 항궤양제상기 일반식중, X 및 Y는 각각 수소원자를 나타내거나 함께 단일결합을 형성하고, R'1은 히드록실기, 아세톡시기, 카르복시메톡시기 또는 메톡시카르보닐메톡시기를 나타내고, R'2는 수소원자, 이소프레닐기, 이소펜틸기 또는 프로필기를 나타내며, R'3은 히드록실기 또는 메톡시기를 나타내고, R'4는 수소원자, 히드록실기 또는 메톡시기를 나타내고, R'5는 수소원자, 히드록실기, 메톡시기 또는 이소펜틸기를 R'6은 히드록실기, 메톡시기 또는 카르복시메톡시기를 나타내며, R'7은 수소원자 또는 메톡시기를 나타낸다.
- 제1항에 있어서, 1-(2, 4, 6-트리히드록시-3-이소펜틸페닐-3-(4-히드록시-3-메톡시페닐)-1-프로판온, 1-(2, 4,6-트리히드록시-3-이소펜틸페닐)-3-(4-히드록시-3, 5-디메톡시페닐)-1-프로판온, 1-(2-카로복시메톡시-4-메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(2-히드록시-4-메톡시-3-이소펜틸페닐_-3(4-카르복시메톡시페닐)-1-프로판온, 1,(2-카르복시-메톡시-4,6-디메톡시-3-이소펜틸페닐)-3-(4-히드록시-3-메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4,6-디메톡시-3-이소펜틸페닐)-3,(3-히드록시-4-메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4,6-디메톡시-3-이소펜틸페닐) -3-(4-히드록시-3,5-디메톡시페닐)-1-프로판온, 2'-카르복시메톡시-4, 4 -디메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -이소펜틸칼콘, 3-(4-히드록시페닐)-1-(2, 4, 6-트리히드록시-3-n-프로필페닐)-1-프로판온 1-(2-카르복시메톡시-4, 6-디메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 1-[2-카르복시메톡시-4, 6-디메톡시-3-(3-메틸-2-부테닐)페닐]-3-(4-메톡시페닐)-1-프로판온,2 -카르복시메톡시-4, 4 , 6 -트리메톡시칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 , 4, 4 -트리히드록시칼콘, 2 -히드록시-4, 4 -디메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 , 4, 4 , 6 -테트라히드록시-3 -(3-메틸-2-부테닐)칼콘, 2 -아세톡시-4, 4 , 6 -트리히드록시-3 -(3-메틸-2-부테닐)칼콘, 2 , 3, 4, 4 -테트라히드록시칼콘, 2 , 3, 4, 4 , 6 -펜타히드록시칼콘, 2 , 4, 4 , 6 -테트라히드록시-3 -이소펜틸칼콘, 1-(2, 4-디히드록시페닐)-3-(4-히드록시페닐)-1-프로판온, 1-(2, 4, 6-트리히드록시페닐)-3-(4-히드록시페닐)-1-프로판온,1-[2-아세톡시-4, 6-디히드록시-3-(3-메틸-2-부테닐)페닐]-3-(4-히드록시페닐)-1-프로판온, 1-[2, 4, 6-트리히드록시-3-(3-메틸-2-부테닐)페닐]-3-(4-히드록시페닐)-1-프로판온, 1-(2, 4, 6-트리히드록시-3-이소펜틸페닐)-3-(4-히드록시페닐)-1-프로판온, 1-(2, 4-디히드록시페닐)-3-(3, 4-디히드록시페닐)-1-프로판온, 1-(2, 4, 6-트리히드록시페닐)-3-(3, 4-디히드록시페닐)-1-프로판온, 1-(2-아세톡시-4, 6-디히드록시-3-이소펜틸페닐)-3-(4-히드록시페닐)-1-프로판온, 1-(2-히드록시-4, 6-디메톡시-3-이소펜탈페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(4, 6-디히드록시-2-메톡시카르보닐메톡시-3-이소펜틸페닐)-3-(4-히드록시-페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-디히드록시-3-이소펜틸페닐)-3-(4-히드록시페닐)-1-프로판온, 1-(2-히드록시-4-메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(3-이소펜틸-4, 6-디메톡시-2-메톡시카르보닐메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(2, 4-디히드록시-3-이소펜틸페닐)-3-(4-히드록시페닐)-1-프로판온, 및 1-(2, 4, 6-트리히드록시-3-이소펜틸페닐)-3-(4-히드록시-3-이소펜틸)-1-프로판온 중에서 화합물을 선택함을 특징으로 하는 항궤양제.
- 제2항에 있어서, 1-(2-카르복시메톡시-4-메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4-4 -디메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -이소펜틸칼콘, 1-(2-카르복시메톡시-4, 6 -디메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -(3-메틸-2-부테닐)칼콘, 1-(2, 4-디히드록시페닐)-3-(3, 4-디히드록시페닐)-1-프로판온, 및 1-(2-카르복시메톡시-4, 6-디메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온 중에서 화합물을 선택함을 특징으로 하는 항궤양제.
- 다음의 일반식(Ⅰ )으로 나타내는 화합물상기 일반식중, X' 및 Y' 는 각각 수소원자를 나타내거나 함께 결합을 형성하고, R'1은 히드록시기 또는 카르복시메톡시기를 나타내며 R'2는 수소원자, 이소프레닐기, 이소펜틸기 또는 프로필기를 나타내고, R'3은 히드록시기 또는 메톡시기를 나타내며, R'4는 수소원자, 히드록실기 또는 메톡시기를, R'5는 수소원자, 히드록실기, 메톡시기 또는 이소펜틸기, R'6은 히드록시기, 메톡시기 또는 카르복시메톡시기를 나타내고, R'7은 수소원자 또는 메톡시기를 나타내며, 만약 (1)R'2가 수소원자이며, R'4, R'4, R'5및 R'6중 적어도 하나는 메톡시기가 아니고, (2), R'2가 이소프레닐기이며, R' 1은 카르복시메톡시기이고, (3) R'2가 이소펜틸기이고 R'5와 R'7이 각각 수소원자이면, R' 는 수소원자이고, R'1및 R'6중 한가지는 카르복시메톡시기이며, (4) R'4가 수소원자가 아니면 R'3및 R'4는 일반적으로 히드록실기 또는 메톡시기를 나타내며, (5) R'5가 히드록실기이면, R'6은 메톡시기이고, (6) R' 가 에톡시기이면 R'6은 히드록실기이고, (7) R'6이 카르복시메톡시기이면 R'1은 히드록실기이다.
- 제4항에 있어서, 1-(2, 4, 6-트리-히드록시-3-이소펜틸페닐)-3-(4-히드록시-3-메톡시페닐)-1-프로판온, 1-(2, 4, 6-트리히드록시-3-이소펜틸-페닐)-3-(4-히드록시-3, 5-디메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4-메톡시-3-이소펜틸페닐)-3-(4-메톡시페닐)-1-프로판온, 1-(2-히드록시-4-메톡시-3-이소펜틸페닐)-3-(4-카르복시메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-디메톡시-3-이소펜틸페닐)-3-(4-히드록시-3-메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-디메톡시-3-이소펜틸페닐)-3-(3-히드록시-4-메톡시페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-디메톡시-3-이소펜틸페닐)-3-(4-히드록시-3, 5-디메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4, 4 -디메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -이소펜틸칼콘, 3-(4-히드록시-페닐)-1-(2, 4, 6-트리히드록시-3-n-프로필페닐)-1-프로판온, 1-(2-카르복시메톡시-4, 6-디메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 1-[2-카르복실메톡시-4, 6-디메톡시-3-(3-메틸-2-부테닐)페닐]-3-(4-메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시칼콘 및 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -(3-메틸-2-부테닐)칼콘 중에서 선택되는 화합물.
- 제5항에 있어서, 1-(2-카르복시메톡시-3-이소펜틸-4-메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4, 4 -디메톡시-3 -(3-메틸-2-부테닐)칼콘, 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3-이소펜틸칼콘, 1-(2-카르복시메톡시-4, 6-디메톡시페닐)-3-(4-메톡시페닐)-1-프로판온, 2 -카르복시메톡시-4, 4 -트리메톡시칼콘 및 2 -카르복시메톡시-4, 4 , 6 -트리메톡시-3 -(3-메틸-2-부테닐)칼콘 중에서 선택되는 화합물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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JP61-294952 | 1986-12-12 | ||
JP29495286A JPS63150241A (ja) | 1986-12-12 | 1986-12-12 | カルコン誘導体および該カルコン誘導体を有効成分とする抗潰瘍剤 |
JP19819787A JPS6442422A (en) | 1987-08-10 | 1987-08-10 | Antiulcer agent |
JP62-198197 | 1987-08-10 | ||
PCT/JP1987/000973 WO1988004288A1 (en) | 1986-12-12 | 1987-12-12 | Anti-ulcerous agent containing chalcone derivative as effective ingredient and novel chalcone derivatives |
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JPS598251B2 (ja) * | 1974-04-19 | 1984-02-23 | 大正製薬株式会社 | イソプレニルカルコン類の合成法 |
JPS5419947A (en) * | 1977-07-16 | 1979-02-15 | Taisho Pharmaceut Co Ltd | Chalcone derivatives |
US4279930A (en) * | 1978-10-10 | 1981-07-21 | The Upjohn Company | Process for treating inflammation |
JPS5562044A (en) * | 1978-11-01 | 1980-05-10 | Taisho Pharmaceut Co Ltd | Dihydrochalcone derivative |
NZ192641A (en) * | 1979-01-26 | 1984-10-19 | Hoffmann La Roche | Substituted acetophenones and pharmaceutical compositions |
JP3110499B2 (ja) * | 1991-06-04 | 2000-11-20 | 株式会社エルティーティー研究所 | 局所用気管支疾患治療剤 |
-
1987
- 1987-12-12 US US07/733,003 patent/US5106871A/en not_active Expired - Fee Related
- 1987-12-12 HU HU88311A patent/HU203515B/hu not_active IP Right Cessation
- 1987-12-12 KR KR1019880700971A patent/KR890700117A/ko not_active Withdrawn
- 1987-12-12 EP EP19880900102 patent/EP0292576A4/en not_active Ceased
- 1987-12-12 WO PCT/JP1987/000973 patent/WO1988004288A1/ja not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
US5106871A (en) | 1992-04-21 |
WO1988004288A1 (en) | 1988-06-16 |
HU203515B (en) | 1991-08-28 |
EP0292576A1 (en) | 1988-11-30 |
EP0292576A4 (en) | 1990-10-03 |
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