KR850000438A - 페녹시 유도체의 제조방법 - Google Patents
페녹시 유도체의 제조방법 Download PDFInfo
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- KR850000438A KR850000438A KR1019840003578A KR840003578A KR850000438A KR 850000438 A KR850000438 A KR 850000438A KR 1019840003578 A KR1019840003578 A KR 1019840003578A KR 840003578 A KR840003578 A KR 840003578A KR 850000438 A KR850000438 A KR 850000438A
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- lower alkyl
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- -1 cycloalkyl isocyanate Chemical class 0.000 claims 6
- 125000002883 imidazolyl group Chemical group 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- 125000003277 amino group Chemical group 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000004185 ester group Chemical group 0.000 claims 3
- 150000004820 halides Chemical class 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000005554 pyridyloxy group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000003556 thioamides Chemical class 0.000 claims 1
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- 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
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
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- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/24—Radicals substituted by oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings 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
- C07D277/38—Nitrogen atoms
- C07D277/40—Unsubstituted amino or imino radicals
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings 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
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings 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
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/48—Acylated amino or imino radicals by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof, e.g. carbonylguanidines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
Description
Claims (4)
- 하기 일반식(II)로 표시되는 티오아미드 유도체를 하기 일반식(III')로 표시되는 할라이드와 반응시키고, 일반식(II)에서 D가 유리아미노그룹인 경우 임의로 사이클로알킬 이소시아네이트 또는 이미다졸릴 알킬렌카복실산과 반응시키고, 수득된 합화물의 에스테르 그룹을 임의로 가수분해시킴을 특징으로 하여, 하기 일반식(Ia')로 표시되는 페녹시 화합물 및 그의 염을 제조하는 방법.상기식에서, B는 이미다졸릴그룹, 피리딜그룹, 저급알킬그룹, 페닐그룹 또는 저급알킬그룹으로 치환될 수 있는 아미노그룹, 또는 사이클로알킬아미노그룹 또는 이미다졸릴 알킬그룹으로 치환될 수 있는 카바모일그룹이고; m은 1내지 6의 정수이고; R5는 수소원자로는 저급알킬 그룹이고; R2및 R3는 저급알킬그룹이고; R1은 저급알콕시그룹, 하이드록시그룹 또는 아미노그룹이고; D는 이미다졸릴그룹, 피리딜그룹, 저급알킬그룹이거나, 페닐그룹 또는 저급알킬그룹으로 치환될 수 있는 아미노그룹이고; X는 할로겐원자이다.
- 하기 일반식(IV)로 표시되는 카복실화합물을 하기 일반식(V)로 표시되는 아미노화합물 또는 그의 반응성 유도체와 반응시키고, 생성된 화합물을 임의로 가수분해시킴을 특징으로 하여, 하기 일반식(Ib)로 표시되는 페녹시알킬 에스테르 유도체 및 그의 염을 제조하는 방법.상기식에서, R1'는 수소원자 또는 저급알킬그룹이고; R2및 R3는 저급알킬그룹이고; k는 0 또는 1내지 5의 정수이고; m은 1내지 6의 정수이고; E는 이미다졸릴 그룹 또는 피리딜옥시그룹이고; n은 1내지 6의 정수이다.
- 하기 일반식(VI)로 표시되는 화합물을 하기 일반식(VII)로 표시되는 할라이드와 반응시키고, 생성된 화합물의 에스테트그룹을 임의로 가수분해 시킴을 특징으로 하여 하기 일반식(Ic)로 표시되는 이미다졸릴 유도체 및 그의 염을 제조하는 방법.상기식에서, F는 단일 결합이거나, 일반식 - (CH2)n-CONH-, -(CH2)n- 0 - 또는 -(CH2)n- N(R4) - (여기에서 R4는 수소원자 또는 저급알킬 그룹을 나타내며, n은 1내지 6의 정수를 나타낸다)으로 표시되는 그룹이고; R1'는 수소원자 또는 저급알킬그룹이고; R2및 R3는 저급알킬그룹이고; m은 0 또는 1내지 5의 정수이고; M은 수소원자 또는 알칼리금속을 나타내고; X는 할로겐원자를 나타낸다.
- 하기 일반식(VIII)로 표시되는 화합물을 하기 일반식(IX)로 표시되는 할라이드와 반응시키고, 생성된 화합물의 에스테르 그룹을 임의로 가수분해시킴을 특징으로 하여, 하기 일반식(Id)로 표시되는 페녹시화합물 및 그의 염을 제조하는 방법.상기식에서, G는 이미다졸릴그룹, 피리딜옥시그룹 또는 옥소-치환된 크로메닐옥시그룹이고; R1'는 수소원자 또는 저급알킬그룹이고; R2및 R3는 저급알킬그룹이고; n은 1내지 6의 정수이고; m은 1내지 5의 정수이고; M은 수소원자 또는 알칼리금속을 나타내고; X는 할로겐원자를 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP113988/1983 | 1983-06-24 | ||
JP113988 | 1983-06-24 | ||
JP11398883A JPS606667A (ja) | 1983-06-24 | 1983-06-24 | イミダゾ−ル誘導体及びその製法 |
JP20163983A JPS6094974A (ja) | 1983-10-27 | 1983-10-27 | ω−〔p−(2−置換−4−チアゾリル)フエニルオキシ〕アルカンカルボン酸およびその誘導体 |
JP201639/1983 | 1983-10-27 | ||
JP58248928A JPS60136563A (ja) | 1983-12-26 | 1983-12-26 | フエノキシ誘導体及びその製法 |
JP248928/1983 | 1983-12-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850000438A true KR850000438A (ko) | 1985-02-27 |
KR910001043B1 KR910001043B1 (ko) | 1991-02-21 |
Family
ID=27312628
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840003578A Expired KR910001043B1 (ko) | 1983-06-24 | 1984-06-23 | 페녹시 유도체의 제조방법 |
Country Status (5)
Country | Link |
---|---|
US (3) | US4798838A (ko) |
EP (1) | EP0130077A3 (ko) |
KR (1) | KR910001043B1 (ko) |
DK (1) | DK305884A (ko) |
ES (1) | ES533668A0 (ko) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4942242A (en) * | 1983-06-24 | 1990-07-17 | Tadao Kojima | Certain thiazol-4-yl-phenoxy derivatives having lipid lowering properties |
US4758580A (en) * | 1985-06-26 | 1988-07-19 | Yamanouchi Pharmaceutical Co., Ltd. | Inhibiting growth of tumors with certain substituted phenoxy dimethyl alkanoic acids, esters or salts |
US4665226A (en) * | 1985-12-09 | 1987-05-12 | Warner-Lambert Company | Process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid |
JPS63179840A (ja) * | 1986-07-24 | 1988-07-23 | Yamanouchi Pharmaceut Co Ltd | 新規化学物質 |
US4737512A (en) * | 1986-10-27 | 1988-04-12 | Warner-Lambert Company | 4-(substituted-isoindol-2-yl)phenoxy-pentanoic and -heptanoic acids and derivatives as anti-arteriosclerotic agents |
FR2612189B1 (fr) * | 1987-03-13 | 1989-06-23 | Roussel Uclaf | Nouveaux derives de la pyridine, leur procede de preparation et les nouveaux intermediaires obtenus, leur application a titre de medicaments et les compositions les renfermant |
US4956374A (en) * | 1988-07-29 | 1990-09-11 | Bristol-Myers Company | Polysubstituted thiazolylpyridine carboxyamide antifungal antibiotic |
HU210180B (en) * | 1990-05-11 | 1995-02-28 | Egyt Gyogyszervegyeszeti Gyar | Process for preparing halogeneted polybasic esters |
US5158949A (en) * | 1990-12-20 | 1992-10-27 | Syntex (U.S.A.) Inc. | 1,3-dioxolane derivatives as cholesterol-lowering agents |
US5177106A (en) * | 1991-06-21 | 1993-01-05 | Warner-Lambert Company | 4-amino substituted phenoxyalkyl carboxylic acid, ester, and alcohol derivatives as antihypercholesterolemic and antiatherosclerotic agents |
US5274108A (en) * | 1992-06-18 | 1993-12-28 | Syntex (U.S.A.) Inc. | Process for preparing 1,3-dioxolane derivatives |
IL155215A0 (en) * | 2000-10-11 | 2003-11-23 | Esperion Therapeutics Inc | Ether compounds and compositions for cholesterol management and related uses |
US20060257987A1 (en) * | 2003-08-20 | 2006-11-16 | Gonzalez Valcarcel Isabel Cris | Ppar modulators |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB860303A (en) * | 1958-06-20 | 1961-02-01 | Ici Ltd | Pharmaceutical compositions comprising ª‡-aryloxy-aliphatic carboxylic acids and/or ª |
BE754245A (fr) * | 1969-08-01 | 1970-12-31 | Sumitomo Chemical Co | Derives d'acides phenoxy carboxyliques |
GB1473212A (en) * | 1974-02-27 | 1977-05-11 | Wyeth John & Brother Ltd | Thiazolylmethyl acetic acid derivatives methods for their preparation and compositions containing them |
CH650493A5 (en) * | 1977-12-24 | 1985-07-31 | Hoechst Ag | D-(+)-alpha-phenoxypropionic acid derivatives |
JPS5951943B2 (ja) * | 1978-08-21 | 1984-12-17 | キツセイ薬品工業株式会社 | 新規なイミダゾ−ル誘導体 |
GB2041363B (en) * | 1979-01-19 | 1982-10-06 | Pfizer Ltd | N-benzyl-imidazoles |
DE2909754A1 (de) * | 1979-03-13 | 1980-09-18 | Thomae Gmbh Dr K | Neue benzofuran- und benzothiophenderivate, deren herstellung und deren verwendung als arzneimittel |
JPS5657775A (en) * | 1979-10-17 | 1981-05-20 | Takeda Chem Ind Ltd | Thiazole derivative |
AR240698A1 (es) * | 1985-01-19 | 1990-09-28 | Takeda Chemical Industries Ltd | Procedimiento para preparar compuestos de 5-(4-(2-(5-etil-2-piridil)-etoxi)benzil)-2,4-tiazolidindiona y sus sales |
-
1984
- 1984-06-22 DK DK305884A patent/DK305884A/da not_active Application Discontinuation
- 1984-06-22 ES ES533668A patent/ES533668A0/es active Granted
- 1984-06-23 KR KR1019840003578A patent/KR910001043B1/ko not_active Expired
- 1984-06-25 EP EP84304292A patent/EP0130077A3/en not_active Ceased
-
1986
- 1986-09-30 US US06/913,722 patent/US4798838A/en not_active Expired - Fee Related
- 1986-09-30 US US06/913,513 patent/US4795753A/en not_active Expired - Fee Related
-
1987
- 1987-01-02 US US07/000,203 patent/US4794113A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
ES8600261A1 (es) | 1985-10-01 |
US4795753A (en) | 1989-01-03 |
US4798838A (en) | 1989-01-17 |
ES533668A0 (es) | 1985-10-01 |
EP0130077A2 (en) | 1985-01-02 |
US4794113A (en) | 1988-12-27 |
KR910001043B1 (ko) | 1991-02-21 |
DK305884A (da) | 1984-12-25 |
DK305884D0 (da) | 1984-06-22 |
EP0130077A3 (en) | 1987-05-20 |
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