KR890008145A - 비페닐 유도체 및 이의 제조방법 - Google Patents
비페닐 유도체 및 이의 제조방법 Download PDFInfo
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- KR890008145A KR890008145A KR1019880015201A KR880015201A KR890008145A KR 890008145 A KR890008145 A KR 890008145A KR 1019880015201 A KR1019880015201 A KR 1019880015201A KR 880015201 A KR880015201 A KR 880015201A KR 890008145 A KR890008145 A KR 890008145A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- ring
- compound
- salt
- thiophene
- Prior art date
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 title claims 4
- 150000003839 salts Chemical class 0.000 claims 11
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 10
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical group C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 150000003463 sulfur Chemical class 0.000 claims 6
- 239000011593 sulfur Substances 0.000 claims 6
- -1 4-hydroxy-5-hydroxymethyl-7- (3,4-dimethoxyphenyl) benzo [b] thiophene-6-carboxylic acid lactone Chemical class 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 229930192474 thiophene Natural products 0.000 claims 5
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical group N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 4
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Chemical group CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 4
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Chemical group C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- VDWLCYCWLIKWBV-UHFFFAOYSA-N 1-(benzenesulfonyl)indole Chemical compound C1=CC2=CC=CC=C2N1S(=O)(=O)C1=CC=CC=C1 VDWLCYCWLIKWBV-UHFFFAOYSA-N 0.000 claims 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 150000004074 biphenyls Chemical class 0.000 claims 1
- SZIIUPKTGKGWBL-UHFFFAOYSA-N dimethyl 7-(3,4-dimethoxyphenyl)-4-hydroxy-1-benzothiophene-5,6-dicarboxylate Chemical compound COC(=O)C=1C(C(=O)OC)=C(O)C=2C=CSC=2C=1C1=CC=C(OC)C(OC)=C1 SZIIUPKTGKGWBL-UHFFFAOYSA-N 0.000 claims 1
- 230000000055 hyoplipidemic effect Effects 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 230000002829 reductive effect Effects 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
- C07D333/64—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles 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 carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
- C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Quinoline Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Indole Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (14)
- 하기 일반식(I)의 비페닐 유도체 또는 이의 염.상기식에서, R1은 수소원자 또는 저급알콕시카보닐그룹이고, R2는 저급알콕시카보닐그룹이거나, 또는 R1및 R2가 함께는 결합되어 구조식의 그룹을 형성하며 ; R3및 R4는 각각 저급알콕시그룹이고 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭 환이다.
- 제1항에 있어서, 환 A가 페닐설포닐그룹 또는 저급알킬페닐설포닐그룹으로 임의 치환된 티오펜, 피롤, 이미다졸, 피리딘, 인돌, 퀴놀린, 티아졸 또는 옥사졸환인 화합물.
- 제2항에 있어서, R1및 R2가 각각 탄소수 2 내지 5의 알콕시카보닐 그룹이거나, 또는 R1및 R2가 함께는 결합되어 구조식의 그룹을 형성하고 ; R3및 R4는 각각 탄소수 1 내지 4의 알콕시 그룹이며 ; 환 A는 티오펜, 피리딘, 인돌 또는 N-페닐설포닐 인돌인 화합물.
- 제3항에 있어서, 환 A가 티오펜인 화합물.
- 제4항에 있어서, 4-하이드록시-5,6-비스-(메톡시카보닐)-7-(3,4-디메톡시페닐)벤조[b]티오펜 또는 이의 염인 화합물.
- 제4항에 있어서 4-하이드록시-5-하이드록시메틸-7-(3,4-디메톡시페닐)벤조[b]티오펜-6-카복실산 락톤 또는 이의 염인 화합물.
- 하기 일반식(III)의 알데히드 화합물, 또는 이의 디-저급알킬아세탈 또는 이의 염.상기식에서, R3및 R4는 각각 저급알콕시그룹이고 ; R5는 수소원자, 알킬그룹 또는 아실그룹이며 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭환이다.
- 하기 일반식(IV)의 디하이드로푸란 화합물 또는 이의 염.상기식에서, R3및 R4는 각각 저급알콕시그룹이고 ; R6은 저급알킬그룹이며 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭 환이다.
- 제7항 또는 제8항에 있어서, 환 A가 페닐설포닐 그룹 또는 저급알킬페닐설포닐 그룹으로 임의 치환된 티오펜, 피롤, 이미다졸, 피리딘, 인돌, 퀴놀린, 티아졸 또는 옥사졸 환인 화합물.
- 제7항 또는 제8항에 있어서, R3및 R4가 각각 탄소수 1 내지 4의 알콕시 그룹이고, 환 A는 티오펜, 피리딘, 인돌 또는 N-페닐설포닐 인돌인 화합물.
- 하기 일반식(I)의 비페닐 유도체 또는 이의 염의 치료적 유효량을 함유함을 특징으로 하는, 항지혈작용(hypolipidemic activity)을 갖는 약제학적 조성물상기식에서, R1은 수소원자 또는 저급알콕시카보닐그룹이고, R2는 저급알콕시카보닐그룹이거나, 또는 R1및 R2가 함께는 결합되어 구조식의 그룹을 형성하며 ; R3및 R4는 각각 저급알콕시그룹이고 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭환이다.
- 제11항에 있어서, 과지방혈증(hyperlipidenia) 또는 동맥경화증의 치료 또는 예방에 사용하기 위한 약제학적 조성물.
- 하기 일반식(II)의 아세틸렌 화합물과 하기 일반식(III) 또는 (IV)의 화합물 또는 이의 염을 반응시키고, 필요할 경우 생성물을 이의 염으로 전환시킴을 특징으로 하여, 하기 일반식(I)의 비페닐 유도체 또는 이의 염을 제조하는 방법.상기식에서 R11은 수소원자 또는 저급알콕시카보닐그룹이고 ; R21은 저급알콕시카보닐그룹이며 ; R3및 R4는 각각 저급알콕시그룹이고 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭 환이며 ; R5는 수소원자, 알킬그룹 또는 아실그룹이고 ; R6은 저급알킬그룹이다.
- 하기 일반식(I-a)의 비스-저급알콕시카보닐 비페닐 화합물 또는 이의 염을 환원적으로 락톤화시키고, 필요할 경우 생성물을 이의 염으로 전환시킴을 특징으로 하여, 하기 일반식(I)의 비페닐 유도체 또는 이의 염을 제조하는 방법.상기식에서, R3및 R4는 각각 저급알콕시그룹이고 ; R7및 R8은 각각 저급알킬그룹이며 ; 환 A는 치환되거나 비치환된 황-함유 또는 질소-함유 헤테로사이클릭환이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP?62-294736 | 1987-11-20 | ||
| JP62294736A JPH01135766A (ja) | 1987-11-20 | 1987-11-20 | ビフェニル誘導体 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR890008145A true KR890008145A (ko) | 1989-07-10 |
Family
ID=17811637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019880015201A KR890008145A (ko) | 1987-11-20 | 1988-11-18 | 비페닐 유도체 및 이의 제조방법 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4952602A (ko) |
| EP (1) | EP0316939A3 (ko) |
| JP (1) | JPH01135766A (ko) |
| KR (1) | KR890008145A (ko) |
| CN (1) | CN1033276A (ko) |
| AU (1) | AU611736B2 (ko) |
| DK (1) | DK645988A (ko) |
| FI (1) | FI885323A (ko) |
| HU (1) | HU201911B (ko) |
| IL (1) | IL88295A (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0676412B2 (ja) * | 1989-03-09 | 1994-09-28 | 田辺製薬株式会社 | ビフェニル誘導体、その製法及びその合成中間体 |
| US5169861A (en) * | 1989-03-09 | 1992-12-08 | Tanabe Seiyaku Co., Ltd. | Benzothiophene compounds |
| IL139132A0 (en) * | 1998-05-12 | 2001-11-25 | American Home Prod | Benzothiophenes, benzofurans and indoles useful in the treatment of insulin resistance and hyperglycemia |
| US6251936B1 (en) | 1998-05-12 | 2001-06-26 | American Home Products Corporation | Benzothiophenes, benzofurans, and indoles useful in the treatment of insulin resistance and hyperglycemia |
| US6174913B1 (en) * | 1998-06-05 | 2001-01-16 | The University Of North Carolina At Chapel Hill | Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES8705837A1 (es) * | 1985-01-10 | 1987-05-16 | Tanabe Seiyaku Co | Un procedimiento para la preparacion de derivados de naftaleno. |
| JPS6310746A (ja) * | 1986-07-01 | 1988-01-18 | Tanabe Seiyaku Co Ltd | ナフタレン誘導体 |
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1987
- 1987-11-20 JP JP62294736A patent/JPH01135766A/ja active Pending
-
1988
- 1988-11-04 IL IL88295A patent/IL88295A/xx unknown
- 1988-11-08 US US07/268,894 patent/US4952602A/en not_active Expired - Fee Related
- 1988-11-17 FI FI885323A patent/FI885323A/fi not_active Application Discontinuation
- 1988-11-18 EP EP19880119220 patent/EP0316939A3/en not_active Ceased
- 1988-11-18 KR KR1019880015201A patent/KR890008145A/ko not_active Application Discontinuation
- 1988-11-18 HU HU885962A patent/HU201911B/hu not_active IP Right Cessation
- 1988-11-18 AU AU25707/88A patent/AU611736B2/en not_active Ceased
- 1988-11-18 DK DK645988A patent/DK645988A/da not_active Application Discontinuation
- 1988-11-19 CN CN88108026A patent/CN1033276A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FI885323A0 (fi) | 1988-11-17 |
| HUT50766A (en) | 1990-03-28 |
| HU201911B (en) | 1991-01-28 |
| US4952602A (en) | 1990-08-28 |
| IL88295A0 (en) | 1989-06-30 |
| DK645988D0 (da) | 1988-11-18 |
| EP0316939A3 (en) | 1990-12-05 |
| JPH01135766A (ja) | 1989-05-29 |
| EP0316939A2 (en) | 1989-05-24 |
| FI885323A (fi) | 1989-05-21 |
| AU2570788A (en) | 1989-05-25 |
| DK645988A (da) | 1989-05-21 |
| CN1033276A (zh) | 1989-06-07 |
| IL88295A (en) | 1993-03-15 |
| AU611736B2 (en) | 1991-06-20 |
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| E902 | Notification of reason for refusal | ||
| E601 | Decision to refuse application |