KR900018076A - 신규 화합물 - Google Patents
신규 화합물 Download PDFInfo
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- KR900018076A KR900018076A KR1019900007614A KR900007614A KR900018076A KR 900018076 A KR900018076 A KR 900018076A KR 1019900007614 A KR1019900007614 A KR 1019900007614A KR 900007614 A KR900007614 A KR 900007614A KR 900018076 A KR900018076 A KR 900018076A
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- South Korea
- Prior art keywords
- alkyl
- hydrogen
- compound
- cyano
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- 150000001875 compounds Chemical class 0.000 title claims abstract 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 22
- 239000001257 hydrogen Substances 0.000 claims abstract 22
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 7
- 125000001475 halogen functional group Chemical group 0.000 claims abstract 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 7
- 229910052799 carbon Inorganic materials 0.000 claims abstract 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims abstract 5
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 5
- -1 CF3 C2F5 Chemical group 0.000 claims abstract 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract 4
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000004423 acyloxy group Chemical group 0.000 claims abstract 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims abstract 2
- 125000003118 aryl group Chemical group 0.000 claims abstract 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims abstract 2
- JKFAIQOWCVVSKC-UHFFFAOYSA-N furazan Chemical compound C=1C=NON=1 JKFAIQOWCVVSKC-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 206010020772 Hypertension Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- FEAVXMPFTQROEI-UHFFFAOYSA-N 2h-pyrano[3,2-b]pyridine Chemical compound C1=CN=C2C=CCOC2=C1 FEAVXMPFTQROEI-UHFFFAOYSA-N 0.000 claims 1
- YWBBMFGZHMYRIN-UHFFFAOYSA-N 3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonitrile Chemical compound C1=C(C#N)C=C2CC(O)C(C)(C)OC2=C1 YWBBMFGZHMYRIN-UHFFFAOYSA-N 0.000 claims 1
- YKUCBXNEBRALGH-UHFFFAOYSA-N 6-ethyl-2,2-dimethyl-3,4-dihydrochromen-3-ol Chemical compound O1C(C)(C)C(O)CC2=CC(CC)=CC=C21 YKUCBXNEBRALGH-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- ZXQYGBMAQZUVMI-GCMPRSNUSA-N gamma-cyhalothrin Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-GCMPRSNUSA-N 0.000 claims 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000006625 (C3-C8) cycloalkyloxy group Chemical group 0.000 abstract 1
- FZENGILVLUJGJX-NSCUHMNNSA-N (E)-acetaldehyde oxime Chemical compound C\C=N\O FZENGILVLUJGJX-NSCUHMNNSA-N 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000000716 hydrazinylidene group Chemical group [*]=NN([H])[H] 0.000 abstract 1
- 239000004036 potassium channel stimulating agent Substances 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
- A61P11/08—Bronchodilators
-
- 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
- A61P9/12—Antihypertensives
-
- 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
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- 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
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- 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
- C07D405/12—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 chain containing hetero atoms as chain links
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6518—Five-membered rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (14)
- 일반식(Ⅰ)의 화합물 또는 그들의 제약학적으로 허용가능한 염;상기식에서, a 및 b는 함께 -O- 연결 또는 결합 또는 (R2가 수소일때), CH2를 형성하고, J는 O 또는 NH이고, Y는 N이고 R2는 수소이거나, Y는 C-R1이고 상기식에서, R1및 R2중 하나는 수소이고, 다른 하나는 니트로, 시아노 할로, CF3, C2F5, 프로밀, 알독심, CF3O, NO2-CH=CH-, NC-CH=CH-; RxX기 (여기서, Rx는 C1-6알킬, 아릴 또는 하나가 한개, 두개 또는 세개의 C1-4알킬, C1-4알콕시, 니트로, 할로, CF3및 시아노에의해 임의로 치환될 수 있는 헤테로아릴이고, X는 C=O, O, C=O, O, CHOH, SO, SO2, O, SO, O, SO2, CONH, O, CONH, C=S, O, C=S, C=S,O, CH,SH, SONH, SO2NH, O, SONH, O, SO2NH, CO-CH=CH, C=NHOH, C=NNH2임) 또는 PyRzNZ-의 기(여기서, Py및 Rz는 독립적으로 수소 또는 C1-6알킬이고 Z는 C=O, SO 또는 SO2임) 또는 (RwO)zP(O)W의 기(여기서, Rw는 수소 또는 C1-6알킬이고 W는 O 또는 결합임)이거나, R1은 히드록시, C1-6알콕시, 한개 또는 두개의 C1-6알킬기에 의해 임의로 치환된 아미노, C1-7알카노일아미노, C3-8시클로알킬옥시 또는 C3-8시클로알킬아미노인 기에 의해 임의로 치화된 C1-6알킬기 또는 C3-8시클로알킬이고, R2는 수소이거나 R1및 R2중 하나는 니트로, 시아노 또는 C1-3알킬카르보닐이고 다른 하나는 한개 또는 두개의 C1-6알킬 또는 C2-7알키노일에 의해 임의로 치환된 아미노, 니트로, 시아노, 할로, C1-3알킬카르보닐, 메톡시로부터 선택된 상이한 기이거나 R1및 R2는 그들으 부착된 탄소와 함께 2,1,3-옥사디아졸을 형성하고 R3및 R4중 하나는 수소 또는 C1-4알킬이고 다른 하나는 C1-4알킬이거나, R3및 R4는 함께 C2-5폴리메틸렌이고, R5는 수소, 히드록시 C1-6알콕시 또는 C1-7아실옥시이고, R6는 수소이거나, R5및 R6는 함께 결합을 형성하고, R7은 C1-4알킬, C1-4알콕시 또는 할로로부터 선택된 3개 이하의 부분에 의해 페닐 고리내에서 임의로 치환된 페닐 C1-4알킬 또는 C1-6알킬이고, R8은 하미노, 수소 또는 메틸이다.
- 제1항에 있어서, Y가 C-R1이고 a 및 b가 함께 -O- 연결인 화합물.
- 제1항 또는 제2항에 있어서, R1이 니트로, 시아노, 아세틸, CF3, C2F5또는 C1-4알킬이고, R2가 수소인 화합물.
- 제3항에 있어서, R1이 시아노인 화합물.
- 제1항 내지 제4항중 어는 한항에 있어서, R3및 R4가 모두 메틸기인 화합물.
- 제1항 내지 제5항중 어는 한항에 있어서, R5가 히들옥시이고, R6가 수소이고 트리아졸레아미노 부분이 R6에 대해 트랜스인 화합물.
- 제1항 내지 제6항중 어느 한항에 있어서, R7이 메틸인 화합물.
- 제1항 내지 제7항중 어느 한항에 있어서, R8이 아미노인 화합물.
- N5-[트랜스-4-(6-시아노-2,3-디히드로-2,2-디메틸-2H-벤조피란-3-올)]-1-메틸-1H-1, 2,4-트리아졸-3,5-디아민, 트랜스-N5-4-[6-시아노-3,4-디히드로-2,2-디메틸-2H-벤조피란-3-올]아미노-1-메틸-1H-1,2,4-트리아졸,트랜스-N5-4-[6-시아노-3,4-디히드로-2,2-디메틸-2H-벤조피란-3-올]-1-벤질-1H-1,2,4-트리아졸-3,5-디아민, 트랜스-N5-4-[6-시아노-3,4-디히드로-2,2-디메틸-2H-벤조피란-3-올]아미노-1,3-디메틸-1H-1,2,4-트리아졸-,N5-[트랜스-4-(3,4-디히드로-2,2-디메틸-2H-[3,2,c]피라노피리딘)]-1-메틸-1H-1,2,4-트리아졸-3,5-디아민,N5-[트랜스-4-(6-에틸-3,4-디히드로-2,2-디메틸-2H-1-벤조피란-3-올-)]-1-메틸-1H-1,2,4-트리아졸-3,5-디아민, (3S, 4R)-N5-[트랜스-4-(6-시아노-3,4-디히드로-2,2-디메틸-2H-1-벤조피란-3-올)-1H-2N-메틸-1,2,4-트리아졸-3,5-디아민 및 N5-[트랜스-4-(6-아세틸-2,3-디히드로-2,2-디메틸-2H-벤조피란-3-올)]-1-메틸-1H-1,2,4-트리아졸-3,5-디아민으로 구성되는 군으로 부터 선택되는 화합물.
- 하기 일반식(Ⅳ)의 화합물과 하기 일반식(Ⅲ)의 화합물을 반응시킨 후에, E가 이탈기일때, 결과 화합물을 R7NNH2와 반응시키고, R8아미노를 R8수소로, R5'을 R5로 Y' 및/또는 R2로 임의로 전환시킨후에 그들의 제약학적으로 허용가능한 염을 형성하는 것으로 구성되는 제1항의 화합물의 제조방법.상기식에서, R5'은 수소 또는 히드록시이고, L은 이탈기이고, E는 이탈기이고, R9가 CN이거나 R9및 E는 티아졸을 형성하기 위해 연결될 수 있는 부분이고, 나머지 변수들은 제1항에서 정의한 바와 같다.
- 제1항 내지 제9항중 어는 한항에 따르는 화합물 및 제약학적으로 허용 가능한 담체로 구성되는 제약학적 조성물.
- 제1항 내지 제9항중 어는 한항에 있어서, 활성 치료 물질로서 사용되는 화합물.
- 제1항 내지 제9항중 어느 한항에 있어서, 고혈압증 및/또는 기도 장애의 치료에 사용되는 화합물.
- 고혈합증 및/또는 기도장애의 치료에 사용되는 의약의 제조에서 제1항 내지 제9항 중 어느 한항의 화합물의 이용.※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8911949.9 | 1989-05-24 | ||
| GB898911949A GB8911949D0 (en) | 1989-05-24 | 1989-05-24 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR900018076A true KR900018076A (ko) | 1990-12-20 |
Family
ID=10657281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900007614A KR900018076A (ko) | 1989-05-24 | 1990-05-23 | 신규 화합물 |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0399834B1 (ko) |
| JP (1) | JPH0311077A (ko) |
| KR (1) | KR900018076A (ko) |
| AT (1) | ATE108780T1 (ko) |
| AU (1) | AU628568B2 (ko) |
| CA (1) | CA2017293A1 (ko) |
| DE (1) | DE69010772T2 (ko) |
| GB (1) | GB8911949D0 (ko) |
| PT (1) | PT94107A (ko) |
| TW (1) | TW197430B (ko) |
| ZA (1) | ZA903953B (ko) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5219482A (en) * | 1992-01-06 | 1993-06-15 | Texaco Inc. | Rust and haze inhibiting lubricating oil additive-reaction product of n-alkyl-maliimide and 5-amino-triazole |
| US5206252A (en) * | 1992-05-08 | 1993-04-27 | American Home Products Corporation | Thiadiazolyl-amino derivatives of benzopyrans and indanes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3682331D1 (de) * | 1985-06-08 | 1991-12-12 | Beecham Group Plc | Pyrano(3,2-c)pyridinderivate, verfahren und zwischenprodukte zu ihrer herstellung und diese enthaltende pharmazeutische zubereitungen. |
| FR2615191B1 (fr) * | 1987-05-16 | 1991-01-11 | Sandoz Sa | Nouveaux benzo(b)pyrannes et pyrannopyridines, leur preparation et leur utilisation comme medicaments |
-
1989
- 1989-05-24 GB GB898911949A patent/GB8911949D0/en active Pending
-
1990
- 1990-05-22 AU AU55833/90A patent/AU628568B2/en not_active Ceased
- 1990-05-22 CA CA002017293A patent/CA2017293A1/en not_active Abandoned
- 1990-05-22 PT PT94107A patent/PT94107A/pt not_active Application Discontinuation
- 1990-05-22 ZA ZA903953A patent/ZA903953B/xx unknown
- 1990-05-23 KR KR1019900007614A patent/KR900018076A/ko not_active Application Discontinuation
- 1990-05-24 JP JP2132783A patent/JPH0311077A/ja active Pending
- 1990-05-24 EP EP90305690A patent/EP0399834B1/en not_active Expired - Lifetime
- 1990-05-24 DE DE69010772T patent/DE69010772T2/de not_active Expired - Lifetime
- 1990-05-24 AT AT90305690T patent/ATE108780T1/de active
- 1990-05-24 TW TW079104200A patent/TW197430B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| AU628568B2 (en) | 1992-09-17 |
| EP0399834B1 (en) | 1994-07-20 |
| TW197430B (ko) | 1993-01-01 |
| DE69010772D1 (de) | 1994-08-25 |
| ZA903953B (en) | 1991-06-26 |
| EP0399834A3 (en) | 1991-07-17 |
| ATE108780T1 (de) | 1994-08-15 |
| DE69010772T2 (de) | 1994-10-27 |
| CA2017293A1 (en) | 1990-11-24 |
| JPH0311077A (ja) | 1991-01-18 |
| AU5583390A (en) | 1990-11-29 |
| EP0399834A2 (en) | 1990-11-28 |
| GB8911949D0 (en) | 1989-07-12 |
| PT94107A (pt) | 1991-01-08 |
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| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |