KR890000454A - 항-염중성 푸라논(Furanone) - Google Patents
항-염중성 푸라논(Furanone) Download PDFInfo
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- KR890000454A KR890000454A KR1019880006815A KR880006815A KR890000454A KR 890000454 A KR890000454 A KR 890000454A KR 1019880006815 A KR1019880006815 A KR 1019880006815A KR 880006815 A KR880006815 A KR 880006815A KR 890000454 A KR890000454 A KR 890000454A
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- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 title claims 4
- 201000004681 Psoriasis Diseases 0.000 claims abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 10
- 125000002252 acyl group Chemical group 0.000 claims 9
- -1 cyclohexanoyl Chemical group 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 7
- 125000003119 4-methyl-3-pentenyl group Chemical group [H]\C(=C(/C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 6
- 241000124008 Mammalia Species 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- QDXHMXIOLIYZHD-UHFFFAOYSA-N 1-(2-hydroxy-5-oxo-2h-furan-3-yl)tridecyl acetate Chemical compound CCCCCCCCCCCCC(OC(C)=O)C1=CC(=O)OC1O QDXHMXIOLIYZHD-UHFFFAOYSA-N 0.000 claims 1
- AYMFEACQUYZAPM-UHFFFAOYSA-N 2-(2-hydroxy-5-oxo-2h-furan-3-yl)-n-(1-phenylethyl)tetradecanamide Chemical compound C=1C(=O)OC(O)C=1C(CCCCCCCCCCCC)C(=O)NC(C)C1=CC=CC=C1 AYMFEACQUYZAPM-UHFFFAOYSA-N 0.000 claims 1
- BDPJSKIGKANRBW-UHFFFAOYSA-N 2-hydroxy-3-(1-hydroxytridecyl)-2h-furan-5-one Chemical compound CCCCCCCCCCCCC(O)C1=CC(=O)OC1O BDPJSKIGKANRBW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 206010020751 Hypersensitivity Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- SXAFVJHVUOSFPX-UHFFFAOYSA-N [1-(2-hydroxy-5-oxo-2h-furan-3-yl)-5-methyl-7-(2,6,6-trimethylcyclohexen-1-yl)hept-4-enyl] acetate Chemical compound C=1C(=O)OC(O)C=1C(OC(=O)C)CCC=C(C)CCC1=C(C)CCCC1(C)C SXAFVJHVUOSFPX-UHFFFAOYSA-N 0.000 claims 1
- IRWIEGQYOGKFCS-UHFFFAOYSA-N [1-(2-hydroxy-5-oxo-2h-furan-3-yl)-6-naphthalen-2-ylhexyl] acetate Chemical compound C=1C=C2C=CC=CC2=CC=1CCCCCC(OC(=O)C)C1=CC(=O)OC1O IRWIEGQYOGKFCS-UHFFFAOYSA-N 0.000 claims 1
- CKCNJEZNQXJOQI-UHFFFAOYSA-N [1-(2-hydroxy-5-oxo-2h-furan-3-yl)-6-phenylhexyl] acetate Chemical compound C=1C(=O)OC(O)C=1C(OC(=O)C)CCCCCC1=CC=CC=C1 CKCNJEZNQXJOQI-UHFFFAOYSA-N 0.000 claims 1
- 208000030961 allergic reaction Diseases 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 150000002596 lactones Chemical class 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 125000005493 quinolyl group Chemical group 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 230000001028 anti-proliverative effect Effects 0.000 abstract 1
- 230000004094 calcium homeostasis Effects 0.000 abstract 1
- 150000002241 furanones Chemical class 0.000 abstract 1
- 230000001506 immunosuppresive effect Effects 0.000 abstract 1
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- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P17/00—Drugs for dermatological disorders
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
- C07F7/0814—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring is substituted at a C ring atom by Si
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- C07F7/02—Silicon compounds
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Abstract
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Description
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내용 없음
Claims (24)
- 점선은 단일 또는 이중결합을 나타내며; R1은 수소, C1-C4알킬, C1-C20알카노일, 시클로헥사노일, 벤조일, 페닐(C1-4알카노일) 또는 나프토일과 같은 벤질 또는 아실기이며; Z는 -CO- 또는 -C(OR2)H-이며; R2는 수소, C1-C4알킬 또는 C1-C20알카노일, 트리할로아세틸, 시클로헥사노일, 벤조일, 페닐(C1-C4알카노일), 페닐(C1-C|14알케노일), 나프토일 또는 하나 혹은 두개의 C1-C4알킬그룹이나 하나의 α-(C1-C4알킬) 벤질그룹으로 임의로 N-치환된 카바모일과 같은 아실이며; R3는 수소, C1-C20직쇄알킬, 페닐(C1-C20직쇄알킬이나 1-6 불포합된 이중결합을 갖는 알케닐), 시클로헥실(C1-C20직쇄알킬이나 1-6불포합된 이중결합을 갖는 알케닐), 페닐, 시클로헥실이나 벤조티에닐(C1-C20알킬 또는 1-6불포합된 이중결합을 갖는 알케닐, 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸-시클로헥-1-에닐)헥-3-에닐, 1-(2-에테닐)-1,5,9-트리메틸-데카-4,8-디에닐, Y-(CH2)n 또는 B-(직쇄 C3-C4알키닐)이며; R4는 수소, 브로모 또는 클로로이지만 R3가 이중결합을 포함할 때는 브로모나 클로가 아니며; n은 6-13이고; Y는 OR5, CO2R6, t-부틸, t-부틸디메틸실릴, 디페닐메틸, 트리페닐메틸, 피리딜, 티에닐, 퀴놀릴, N-C1-C4알킬피롤릴, N-C1-C4알킬피페리딜, N-C1-C|4알킬피리디눔 할로겐화물이나 나프틸이며;R5는 수소, C1-C4알킬 또는 C1-C4알카노일이며; R6은 수소 또는 C1-C4알킬이며; B는 수소, 페닐, 피리딜 또는 나프틸이고; R2가 수소이고 R3가 (CH2)|11-15COOH일때 형성되는 락톤이며; R3의 정의에서 언급된 페닐은 C1-C14알킬, 알케닐, 알키닐이나 아릴 CO2R6, C1-C4알콕시 또는 할로인 다음 일반식 화합물:
- 제1항에서, 점선은 이중결합을 나타내며; Z는 -CO-; 및 R3은 수소, C1-C20직쇄알킬, 페닐(C1-C20직쇄알킬), 시클로헥실(C1-C20직쇄알킬), 페닐, 시클로헥실 혹은 벤조티에닐(C1-C20알킬), 벤조티에닐(C1-C20알킬), 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸시클로헥스-1-에닐)헥스-3-에틸 혹은 1-(2-에테닐)-1,5,9-트리메틸데카-4,8-디에닐인 화합물.
- 제2항에서, R3-Z가 2-푸라논 고리상의 4-위치에 있는 화합물.
- 제3항에서, R1은 수소 혹은 C1-C20알카노일; R2은 수소 혹은 C1-C20알카노일이며; R3은 C5-C20직쇄알킬, 벤조티에닐(C1-C20알킬), 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸시클로헥실-1-에닐)헥스-3-에닐, 1-(2-에테닐)-1,5,9-트리메틸데카-4,8-디에닐, 혹은 Y-(CH2)n 혹은 B-(직쇄 C3-C14알키닐); 및 R4은 수소인 화합물.
- 제2항에서, R3-Z-가 2-푸라논 고리상의 3-위치에 있는 화합물.
- 제5항에서, R1은 수소 혹은 C1-C20알카노일이며; R2는 수소나 C1-C20이고; R3은 C5-C20직쇄알킬, 벤조티에닐(C1-C20알킬), 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸시클로헥스-1-에닐)헥스-3-에닐, 1-(2-에테닐)-1,5,9-트리메틸데카-4,8-디에닐이며; 및 R4는 수소인 화합물.
- 제1항에서, 점선은 이중결합을 나타내며; Z는 -C(OR2)H-이고; 및 R3은 수소, C1-C20직쇄알킬, 페닐(C1-C20직쇄알킬), 시클로헥실(C1-C20직쇄알킬), 페닐, 시클로헥실 혹은 벤조티에닐(C1-C20알킬), 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸-시클로헥스-1-에닐)헥스-3-에닐, 1-(2-에테닐)-1,5,9-트리메틸데카-4,8-디에닐, 혹은 Y-(CH2)n 혹은 B-(직쇄 C3-C14알키닐)인 화합물.
- 제7항에서, R3-Z가 2-푸라논 고리상의 4-위치에 있는 화합물.
- 제8항에서, R1은 수소 혹은 C1-C20알카노일이고; R2는 수소, C1-C20알카노일 혹은 카바모일 전형적으로 N-치환된 하나 혹은 두개의 C1-C4알킬그룹이거나 α-(C1-C4알킬)벤질그룹의 하나이며; R3는 C5-C20직쇄알킬, 벤조티에닐(C1-C20직쇄알킬), 4-메틸-3-펜테닐, 4-메틸-6-(2,6,6-트리메틸시클로헥스-1-에닐)-헥스-3-에닐, 1-(2-에테닐)-1,5,9-트리메틸데카-4,8-디에닐 혹은 Y-(CH2)n 혹은 B-(직쇄 C3-C14알키닐); 및 R4는 수소인 화합물.
- 4-[1-아세톡시-7-벤조(b)티엔-2-일-헵틸]-5-히드록시-2(5H)-푸라논인 제9항의 화합물.
- 4-(1-아세톡시트리데실)-5-히드록시-2(5H)-푸라논인 제9항의 화합물.
- 4-(1-아세톡시-6-페닐헥실)-5-히드록시-2-(5H)-푸라논인 제9항의 화합물.
- 4-[1-아세톡시-6-(2-나프틸)헥실]-5-히드록시-2(5H)-푸라논인 제9항의 화합물.
- 4-(1-히드록시트리데실)-5-히드록시-2(5H)-푸라논인 제9항의 화합물.
- 4-[1-(α-메틸벤질카바모일)트리데실]-5-히드록시-2(5H)-푸라논인 제21항의 화합물.
- 4-[1-아세톡시-5-메틸-7-(2,6,6-트리메틸시클로헥스-1-에닐)-헵트-4-에닐]-5-히드록시-2(5H)-푸라논인 제9항의 화합물.
- 제1항에서, 점선은 단일결합을 나타내며, Z는 -CO-이며 2-테트라히드로푸란 고리상의 4-위치에 있는 화합물.
- 제1항에서, 점선은 단일결합을 나타내며, Z는 -CO-이며 2-테트라히드로푸란 고리상의 3-위치에 있는 화합물.
- 제1항에서, 점선은 단일결합을 나타내며, Z는 -C(OR2)H-이며 2-테트라히드로푸란 고리상의 4-위치에 있는 화합물.
- 제1항에서, 점선은 단일결합을 나타내며, Z는 -C(OR2)H-이며 2-테트라히드로푸란 고리상의 3-위치에 있는 화합물.
- 제약학적 담체와 제1항 화합물의 치료에 효과적인 양으로 이루어지는 제약학적 조성물.
- 포유동물에서 항-염증 작용성을 갖는 제21항의 제약학적 조성물.
- 제1항 화합물을 단독으로 치료에 효과적인 양만큼을 포유동물에게 투여하거나 제약학적으로 허용되는 부형제와 함께 포유동물에게 투여하는 것으로 이루어지는, 포유동물에서 염증이나 알레르기 반응을 치료하는 방법.
- 제1항 화합물을 단독으로 치료에 효과적인 양만큼을 포유동물에게 투여하거나 제약학적으로 허용되는 부형제와 함께 포유동물에게 투여하는 것으로 이루어지는, 건선을 치료하는 방법.※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US5928287A | 1987-06-08 | 1987-06-08 | |
US059,282 | 1987-06-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR890000454A true KR890000454A (ko) | 1989-03-14 |
Family
ID=22021988
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019880006815A KR890000454A (ko) | 1987-06-08 | 1988-06-08 | 항-염중성 푸라논(Furanone) |
Country Status (20)
Country | Link |
---|---|
EP (1) | EP0295056B1 (ko) |
JP (1) | JPS6413078A (ko) |
KR (1) | KR890000454A (ko) |
CN (1) | CN1031839A (ko) |
AT (1) | ATE79115T1 (ko) |
AU (1) | AU609139B2 (ko) |
CA (1) | CA1329390C (ko) |
DE (1) | DE3873428T2 (ko) |
DK (1) | DK311288A (ko) |
EG (1) | EG18472A (ko) |
ES (1) | ES2042742T3 (ko) |
FI (1) | FI882688A (ko) |
GR (1) | GR3005957T3 (ko) |
HU (1) | HU204519B (ko) |
IL (1) | IL86633A (ko) |
MY (1) | MY103301A (ko) |
NO (1) | NO173012C (ko) |
NZ (1) | NZ224708A (ko) |
PT (1) | PT87683B (ko) |
ZA (1) | ZA883758B (ko) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5134128A (en) * | 1987-06-08 | 1992-07-28 | Allergan, Inc. | Anti-inflammatory furanones |
US5171863A (en) * | 1987-06-08 | 1992-12-15 | Allergan, Inc. | Intermediates for preparing 4-substituted 2-5(H)-furanones as anti-inflammatory agents |
US5089485A (en) * | 1988-11-18 | 1992-02-18 | Allergan, Inc. | Anti-inflammatory furanones |
US5081147A (en) * | 1990-03-15 | 1992-01-14 | Allergan, Inc. | 4-(1-hydroxy-2-substituted amino)ethyl-5-hydroxy-2(5H)-furanones as anti-inflammatory agents |
US5037811A (en) * | 1990-04-17 | 1991-08-06 | Allergan, Inc. | 4-(oxygen, sulfur or nitrogen substituted)-methyl 5-hydroxy-2(5H)-furanones as anti-inflammatory agents |
US5043457A (en) * | 1990-04-17 | 1991-08-27 | Allergan, Inc. | 2(5H)-furanones substituted in the 3 position, as Ca2+ channel antagonists and anti-inflammatory agents |
US5059611A (en) * | 1988-11-18 | 1991-10-22 | Allergan, Inc. | Anti-inflammatory 5-hydroxy-2-furanones |
DE122008000064I2 (de) * | 1988-01-06 | 2011-06-16 | Chemtura Corp N D Ges D Staates Delaware | Herbizide Heterozyklisch-alkylen-Chinoxalinyloxyphenoxy Propansäureester. |
US4935530A (en) * | 1988-10-18 | 1990-06-19 | Allergan, Inc. | Process for preparing 5-substituted-3-furaldehydes |
US5045564A (en) * | 1988-12-07 | 1991-09-03 | Allergan, Inc. | Anti-inflammatory 2-furanones |
US5112853A (en) * | 1989-11-20 | 1992-05-12 | Allergan, Inc. | Anti-inflammatory furanone compounds |
US5258400A (en) * | 1989-11-20 | 1993-11-02 | Allergan, Inc. | Anti-inflammatory furanone compounds |
US5081261A (en) * | 1990-03-23 | 1992-01-14 | Allergan, Inc. | 4-(1-hydroxy-2-N-substituted sulfonamido) ethyl-5-hydroxy-2(5H)-furanones and 4-(N-substituted sulfonamido)-2-ethenyl-5-hydroxy-2(5H)-furanones as anti-inflammatory agents |
US5013850A (en) * | 1990-03-30 | 1991-05-07 | Allergan, Inc. | 4-ethyl and 4-ethenyl-5-hydroxy-2(5H)-furanones substituted on alpha carbon of the ethyl or ethenyl side chain with a long chain alkyl group and on the beta carbon with a polar group, as anti-inflammatory agents |
US5225571A (en) * | 1991-04-30 | 1993-07-06 | Allergan, Inc. | Substituted dihydroxy-bis-[5-hydroxy-2(5H)-furanone-4-yl]-alkanes as anti-inflammatory agents |
US5183906A (en) * | 1991-04-30 | 1993-02-02 | Allergan, Inc. | 2- and 5-alkyl and phenyl substituted 4-(1-hydroxy, 1-acyloxy or 1-carbamoyloxy)-5-hydroxy-2 (5h)-furanones as anti-inflammatory agents |
US5169963A (en) * | 1991-08-30 | 1992-12-08 | Allergan, Inc. | Di-(5-hydroxy-2(5H)2-oxo-4-furyl)alkylmethyl-alpha,omega alkanedioates and N,N-bis-(5-hydroxy-2(5H)2-oxo-4-furyl)alkylmethyl-alpha,omega-dialkanoic acid amides as anti-inflammatory agents |
US5171864A (en) * | 1991-08-30 | 1992-12-15 | Allergan, Inc. | Di-(5-hydroxy-2(5H)-2-oxo-4-furyl)methyl-alpha,omega alkane-dioates and N,N-bis-(5-hydroxy-2(5H)-2-oxo-4-furyl)methyl-alpha,omega-dialkanoic acid amides as anti-inflammatory agents |
US5268387A (en) * | 1992-04-24 | 1993-12-07 | Allergan, Inc. | Pharmaceutical compositions and method for administering 3 and 4-substituted 2(5H)-furanones to a mammal for inhibiting bone loss |
US5451686A (en) * | 1994-04-15 | 1995-09-19 | Allergan, Inc. | 3 and 5 alkyl and phenyl 4-(hydroxy or acyloxy)-alkyl substituted 2(5H)-furanones as anti-inflammatory agents |
US5508302A (en) * | 1994-09-28 | 1996-04-16 | American Home Products Corporation | Phospholipase A2 inhibitors |
KR102038971B1 (ko) * | 2018-03-12 | 2019-11-26 | 주식회사 엔지켐생명과학 | 디아실글리세롤락톤 화합물, 그 제조방법 및 이를 유효성분으로 함유하는 면역증진제 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0133376B1 (en) * | 1983-08-03 | 1988-07-27 | The Regents Of The University Of California | Synthetic analgesic and/or anti-inflammatory derivatives of manoalide |
US4789749A (en) * | 1984-06-18 | 1988-12-06 | The Regents Of The University Of California | Manoalide analogs |
ZA864674B (en) * | 1985-07-01 | 1988-02-24 | Lilly Co Eli | Furanone derivatives |
-
1988
- 1988-05-18 CA CA000567083A patent/CA1329390C/en not_active Expired - Fee Related
- 1988-05-19 NZ NZ224708A patent/NZ224708A/xx unknown
- 1988-05-26 ZA ZA883758A patent/ZA883758B/xx unknown
- 1988-06-03 AU AU17365/88A patent/AU609139B2/en not_active Ceased
- 1988-06-06 IL IL86633A patent/IL86633A/xx unknown
- 1988-06-07 ES ES88305189T patent/ES2042742T3/es not_active Expired - Lifetime
- 1988-06-07 HU HU882941A patent/HU204519B/hu not_active IP Right Cessation
- 1988-06-07 EP EP88305189A patent/EP0295056B1/en not_active Expired - Lifetime
- 1988-06-07 DE DE8888305189T patent/DE3873428T2/de not_active Expired - Fee Related
- 1988-06-07 MY MYPI88000619A patent/MY103301A/en unknown
- 1988-06-07 FI FI882688A patent/FI882688A/fi not_active IP Right Cessation
- 1988-06-07 NO NO882501A patent/NO173012C/no unknown
- 1988-06-07 AT AT88305189T patent/ATE79115T1/de not_active IP Right Cessation
- 1988-06-08 JP JP63141457A patent/JPS6413078A/ja active Pending
- 1988-06-08 PT PT87683A patent/PT87683B/pt not_active IP Right Cessation
- 1988-06-08 KR KR1019880006815A patent/KR890000454A/ko not_active Application Discontinuation
- 1988-06-08 EG EG317/88A patent/EG18472A/xx active
- 1988-06-08 DK DK311288A patent/DK311288A/da not_active Application Discontinuation
- 1988-06-08 CN CN88103421A patent/CN1031839A/zh active Pending
-
1992
- 1992-10-12 GR GR920402280T patent/GR3005957T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
AU609139B2 (en) | 1991-04-26 |
NO173012B (no) | 1993-07-05 |
JPS6413078A (en) | 1989-01-17 |
ZA883758B (en) | 1989-07-26 |
HU204519B (en) | 1992-01-28 |
DE3873428D1 (de) | 1992-09-10 |
EP0295056B1 (en) | 1992-08-05 |
PT87683B (pt) | 1992-10-30 |
FI882688A (fi) | 1988-12-09 |
ES2042742T3 (es) | 1993-12-16 |
NO882501D0 (no) | 1988-06-07 |
ATE79115T1 (de) | 1992-08-15 |
GR3005957T3 (ko) | 1993-06-07 |
IL86633A (en) | 1992-12-01 |
DK311288A (da) | 1988-12-09 |
EG18472A (en) | 1993-04-30 |
NO882501L (no) | 1988-12-09 |
MY103301A (en) | 1993-05-29 |
IL86633A0 (en) | 1988-11-30 |
DE3873428T2 (de) | 1993-03-11 |
DK311288D0 (da) | 1988-06-08 |
EP0295056A1 (en) | 1988-12-14 |
PT87683A (pt) | 1988-07-01 |
CN1031839A (zh) | 1989-03-22 |
NZ224708A (en) | 1990-08-28 |
CA1329390C (en) | 1994-05-10 |
FI882688A0 (fi) | 1988-06-07 |
HUT50148A (en) | 1989-12-28 |
AU1736588A (en) | 1988-12-08 |
NO173012C (no) | 1993-10-13 |
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