KR890008141A - 신규 화합물들 - Google Patents
신규 화합물들 Download PDFInfo
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- KR890008141A KR890008141A KR1019880016027A KR880016027A KR890008141A KR 890008141 A KR890008141 A KR 890008141A KR 1019880016027 A KR1019880016027 A KR 1019880016027A KR 880016027 A KR880016027 A KR 880016027A KR 890008141 A KR890008141 A KR 890008141A
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- South Korea
- Prior art keywords
- amino
- ethoxy
- hydroxy
- diethoxyphosphorylmethoxy
- compound
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract 16
- -1 hydroxy, amino Chemical group 0.000 claims abstract 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 8
- 239000001257 hydrogen Substances 0.000 claims abstract 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 4
- 150000002431 hydrogen Chemical group 0.000 claims abstract 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 125000001424 substituent group Chemical group 0.000 claims abstract 3
- 125000005042 acyloxymethyl group Chemical group 0.000 claims abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract 2
- 239000003814 drug Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims abstract 2
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims 10
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 6
- 239000000543 intermediate Substances 0.000 claims 3
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims 2
- 229930024421 Adenine Natural products 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000036142 Viral infection Diseases 0.000 claims 2
- 229960000643 adenine Drugs 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 2
- 230000009385 viral infection Effects 0.000 claims 2
- XCJVVNCBVZHFRL-UHFFFAOYSA-N 2-(2-amino-6-chloropurin-9-yl)oxyethoxymethylphosphonic acid Chemical compound NC1=NC(Cl)=C2N=CN(OCCOCP(O)(O)=O)C2=N1 XCJVVNCBVZHFRL-UHFFFAOYSA-N 0.000 claims 1
- HRVFEVBDZIXIGY-UHFFFAOYSA-N 2-(6-aminopurin-9-yl)oxyethoxymethylphosphonic acid Chemical compound NC1=NC=NC2=C1N=CN2OCCOCP(O)(O)=O HRVFEVBDZIXIGY-UHFFFAOYSA-N 0.000 claims 1
- GTVDQLJDOSUHSJ-UHFFFAOYSA-N 2-amino-9-[2-(diethoxyphosphorylmethoxy)-3-hydroxypropoxy]-3h-purin-6-one Chemical compound N1=C(N)NC(=O)C2=C1N(OCC(CO)OCP(=O)(OCC)OCC)C=N2 GTVDQLJDOSUHSJ-UHFFFAOYSA-N 0.000 claims 1
- SLVGFMDPLMVIQW-UHFFFAOYSA-N 3-(6-aminopurin-9-yl)oxy-2-(diethoxyphosphorylmethoxy)propan-1-ol Chemical compound N1=CN=C2N(OCC(CO)OCP(=O)(OCC)OCC)C=NC2=C1N SLVGFMDPLMVIQW-UHFFFAOYSA-N 0.000 claims 1
- DQHTVFAMHUOBEF-UHFFFAOYSA-N 9-[2-(diethoxyphosphorylmethoxy)ethoxy]purin-6-amine Chemical compound N1=CN=C2N(OCCOCP(=O)(OCC)OCC)C=NC2=C1N DQHTVFAMHUOBEF-UHFFFAOYSA-N 0.000 claims 1
- 241000282575 Gorilla Species 0.000 claims 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- DVCODLNUHZMETC-UHFFFAOYSA-N [1-(2,6-diaminopurin-9-yl)oxy-3-hydroxypropan-2-yl]oxymethylphosphonic acid Chemical compound NC1=NC(N)=C2N=CN(OCC(CO)OCP(O)(O)=O)C2=N1 DVCODLNUHZMETC-UHFFFAOYSA-N 0.000 claims 1
- KDJZPGSXUZOQST-UHFFFAOYSA-N [3-[(6-chloro-2,5-diformamidopyrimidin-4-yl)amino]oxy-2-(diethoxyphosphorylmethoxy)propyl] acetate Chemical compound CCOP(=O)(OCC)COC(COC(C)=O)CONC1=NC(NC=O)=NC(Cl)=C1NC=O KDJZPGSXUZOQST-UHFFFAOYSA-N 0.000 claims 1
- WHAVCBJFSKIFAJ-UHFFFAOYSA-N [3-aminooxy-2-(diethoxyphosphorylmethoxy)propyl] acetate Chemical compound CCOP(=O)(OCC)COC(CON)COC(C)=O WHAVCBJFSKIFAJ-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- XXXMVOLXKBEMQH-UHFFFAOYSA-N o-[2-(diethoxyphosphorylmethoxy)-3-phenylmethoxypropyl]hydroxylamine Chemical compound CCOP(=O)(OCC)COC(CON)COCC1=CC=CC=C1 XXXMVOLXKBEMQH-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
-
- 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
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
- C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- 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
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
-
- 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
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Jib Cranes (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Electrically Driven Valve-Operating Means (AREA)
- Piezo-Electric Or Mechanical Vibrators, Or Delay Or Filter Circuits (AREA)
- Liquid Crystal (AREA)
- Superconductors And Manufacturing Methods Therefor (AREA)
- Sub-Exchange Stations And Push- Button Telephones (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Steroid Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 하기 일반식(I)의 화합물 또는 제약학적으로 허용가능한 이들의 염 :상기식에서, R1은 히드록시, 아미노, 클로로 또는 OR7,이때, R7은 C1-6알킬, 페닐 부분이 할로, C1-4알킬, 또는 C1-4알콕시로 부터 선택된 하나 또는 두개의 치환체에 의해 치환 될 수 있는 페닐 또는 페닐 C1-2알킬 : R2는 아미노, 또는 R1이 히드록시 또는 아미노일때, R2는 또한 수소일 수 있고 : R3는 수소, 히드록시메틸 또는 아실옥시메틸 ; R4는 일반식의 기이며, 이때, R5및 R6은 수소, C1-6알킬 및 임의로 치환된 페닐로 부터 독립적으로 선택되며 ; 또는 R3및 R4는 함께로, 이때 R6은 상기에서 정의한 바와 같다.
- 제1항에 있어서, R1이 히드록시이고, R2가 아미노인 화합물.
- 제1항에 있어서, R1이 아미노이고, R2가 수소인 화합물.
- 제1항 내지 제3항 중 어느 하나에 있어서, R3가 히드록시메틸인 화합물.
- 제1항 내지 제4항 중 어느 하나에 있어서, R5및 R6이 모두 수소인 방법.
- 하기로 구성된 군으로 부터 선택된 화합물 : 9-[2-(디에톡시포스포릴메톡시)에톡시]아데닌, 9-[2-(포스포노메톡시)에톡시]아데닌, 9-[2-(디에톡시포스포릴메톡시)에톡시)]구아닌, 9-[2-(포스포노메톡시)에톡시]구아닌, 9-[2-(에톡시(히드록시)포스포릴메톡시]에톡시]구아닌, 9-[2-(디에톡시포스포릴메톡시)-3-히드록시프로폭시]-아데닌, 9-[3-(히드록시-2(포스포노메톡시)프로폭시]아데닌, 9-[2-(에톡시(히드록시)포스포릴메톡시]-3-히드록시프로폭시]아데닌, 9-[2-(디에톡시포스포릴메톡시)-3-히드록시프로폭시]-구아닌, 9-[3-히드록시-2-(포스포노메톡시)프로폭시]구아닌, 2,6-디아미노-9-[2-디에톡시포스포릴메톡시)-에톡시]푸린, 2,6-디아미노-9-[2-포스포노메톡시)에톡시]푸린, 2-아미노-6-클로로-9-[2-(포스포노메톡시)에톡시]푸린, 2-아미노-6-메톡시-9-[2-(포스포노메톡시)에톡시]푸린, 9-[2-히드록시-2-옥소-1,4,2-디옥사포스포리난-5-일)-메톡시]구아닌,및 2,6-디아미노-9-[3-히드록시-2-(포스포노메톡시)-프로폭시]푸린.
- i) 하기 일반식(II)화합물을 이미다졸 고리 닫힘 시키거나 :상기식에서 X는 고리화하여 포르밀아미노와 같은 아미노 또는 아미노유도체와 같은 이미다졸 고리를 형성할 수 있는 기이다. ii) R1이 히드록시이고 R2가 아미노인 일반식(I)의 화합물을 제공하기 위해, 2-R2' 치환체를 갖는 피리미딘 고리를 형성하기 위해 고리화할 수 있는 축합제로 하기 일반식(III)의 화합물을 피리미딘 고릴 닫힘 시키거나 :상기식에서 Y는 아미노 또는 C1-6알콕시이다 ; iii) 하기 일반식(IV)의 화합물을 하기 일반식(V)의 측쇄 중간체와 축합시키고 :상기식에서, Z는 이탈기이고 ; 상기 일반식(II)-(V)에서, R1', R2', R3', R4'은 각각 제1항에서 정의한 바와 같은 R1, R2, R3및 R4이거나 이것으로 전환가능한 기 또는 원자이다 ; 이후에, 원하거나 필요하면, R1', R2', R3' 및/또는 R4'가 R1, R2, R3, 및/또는 R4가 아닐때, 각각 R1, R2, R3, 및/또는 R4로 전환시키고/거나 R1', R2', R3' 및/또는 R4'가 R1, R2, R3, 및/또는 R4일때 다른 R1, R2, R3, 및/또는 R4로 전환시키는 것으로 구성되는 일반식(I)의 화합바물(I)의 화합물 또는 제약학적으로 허용가능한 이들의 염의 제조방법.
- 제7항에서 정의된 바와 같은 일반식(III)의 중간체.
- 하기로 구성되는 군으로 부터 선택된 화합물 : 4-클로로-6-[2-(디에톡시포스포릴메톡시)-에톡시아미노]-5-포름아미도피리딘, 4-클로로-6-[2-(디에톡시포스포릴메톡시)-에톡시아미노]-2,5-디포름아미도피리딘, 6-[3-벤질옥시-2(-디에톡시포스포릴메톡시)-프로폭시아미노]-4-클로로-5-포르미도피리 미딘, 6-[3-벤질옥시-2-(디에톡시포스포릴메톡시)-프로폭시아미노]-4-클로로-2,5-디포름아미도피리딘, 및 6-[[3-아세톡시-2-(디에톡시포스포릴메톡시)-프로폭시]아미노]-4-클로로-2,5-디포름아미도피리미딘.
- Z가 아미노 옥시 기로 치환되고, R4'이 제1항에서 정의한 바와 같은 제7항에서 정의한 바와 같은 일반식(V)의 중간체
- 디에틸(1-아미노옥시메틸-2-벤질옥시에톡시)-메틸포스포네이트, 또는 디에틸 [2-아세톡시-1-(아미노옥시메틸)에톡시]-메틸포스포네이트.
- 제1항 내지 제6항중 어느 하나에 따른 화합물 및 제약학적으로 허용가능한 담체를 포함하는 제약학적 조성물.
- 제1항 내지 제6항중 어느 하나에 있어서, 활성 치료 물질로 이용하기 위한 화합물.
- 제1항 내지 제6항중 어느 하나에 있어서, 비루스성 감염의 치료 또는 종양질환의 치료를 위한 화합물.
- 비루스성 감염의 치료 또는 종양질환 치료에 이용하기 위한 약제의 제조에 있어서, 제1항 내지 제6항중 어느 하나에 따른 화합물의 이용.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB878727988A GB8727988D0 (en) | 1987-11-30 | 1987-11-30 | Novel compounds |
| GB8727988 | 1987-11-30 | ||
| GB8811575.3 | 1988-05-16 | ||
| GB888811575A GB8811575D0 (en) | 1988-05-16 | 1988-05-16 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR890008141A true KR890008141A (ko) | 1989-07-10 |
Family
ID=26293121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019880016027A KR890008141A (ko) | 1987-11-30 | 1988-11-30 | 신규 화합물들 |
Country Status (20)
| Country | Link |
|---|---|
| EP (1) | EP0319228B1 (ko) |
| JP (1) | JPH02293A (ko) |
| KR (1) | KR890008141A (ko) |
| AT (1) | ATE113601T1 (ko) |
| AU (1) | AU617724B2 (ko) |
| DE (1) | DE3852008T2 (ko) |
| DK (1) | DK663588A (ko) |
| ES (1) | ES2064361T3 (ko) |
| FI (1) | FI885544A (ko) |
| GR (1) | GR3014910T3 (ko) |
| HU (1) | HU202244B (ko) |
| IE (1) | IE883550L (ko) |
| IL (1) | IL88518A (ko) |
| MA (1) | MA21450A1 (ko) |
| MY (1) | MY103502A (ko) |
| NO (1) | NO885313L (ko) |
| NZ (1) | NZ227104A (ko) |
| PH (1) | PH26927A (ko) |
| PL (3) | PL160924B1 (ko) |
| PT (1) | PT89098B (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5247085A (en) * | 1987-11-30 | 1993-09-21 | Beecham Group P.L.C. | Antiviral purine compounds |
| EP0353955A3 (en) * | 1988-08-02 | 1991-08-14 | Beecham Group Plc | Novel compounds |
| GB8907173D0 (en) * | 1989-03-30 | 1989-05-10 | Beecham Group Plc | Novel compounds |
| GB8912043D0 (en) * | 1989-05-25 | 1989-07-12 | Beecham Group Plc | Novel compounds |
| EP0405748A1 (en) * | 1989-05-30 | 1991-01-02 | Beecham Group p.l.c. | Phosphonoderivative of purine with antiviral activity |
| US5208221A (en) * | 1990-11-29 | 1993-05-04 | Bristol-Myers Squibb Company | Antiviral (phosphonomethoxy) methoxy purine/pyrimidine derivatives |
| GB9205917D0 (en) * | 1992-03-18 | 1992-04-29 | Smithkline Beecham Plc | Pharmaceuticals |
| EP0719274A1 (en) * | 1993-09-17 | 1996-07-03 | Gilead Sciences, Inc. | Method for dosing therapeutic compounds |
| US5798340A (en) | 1993-09-17 | 1998-08-25 | Gilead Sciences, Inc. | Nucleotide analogs |
| GB9821058D0 (en) | 1998-09-28 | 1998-11-18 | Univ Cardiff | Chemical compound |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3646049A (en) * | 1970-03-05 | 1972-02-29 | Merck & Co Inc | Acylaminobenzimidazole derivatives |
| CS263951B1 (en) * | 1985-04-25 | 1989-05-12 | Antonin Holy | 9-(phosponylmethoxyalkyl)adenines and method of their preparation |
-
1988
- 1988-11-28 EP EP88311252A patent/EP0319228B1/en not_active Expired - Lifetime
- 1988-11-28 AU AU26311/88A patent/AU617724B2/en not_active Ceased
- 1988-11-28 AT AT88311252T patent/ATE113601T1/de not_active IP Right Cessation
- 1988-11-28 IE IE883550A patent/IE883550L/xx unknown
- 1988-11-28 PL PL1988281367A patent/PL160924B1/pl unknown
- 1988-11-28 IL IL8851888A patent/IL88518A/xx unknown
- 1988-11-28 PL PL1988281368A patent/PL160927B1/pl unknown
- 1988-11-28 NZ NZ227104A patent/NZ227104A/en unknown
- 1988-11-28 PT PT89098A patent/PT89098B/pt not_active IP Right Cessation
- 1988-11-28 MY MYPI88001372A patent/MY103502A/en unknown
- 1988-11-28 DK DK663588A patent/DK663588A/da not_active Application Discontinuation
- 1988-11-28 PL PL1988276046A patent/PL158762B1/pl unknown
- 1988-11-28 ES ES88311252T patent/ES2064361T3/es not_active Expired - Lifetime
- 1988-11-28 DE DE3852008T patent/DE3852008T2/de not_active Expired - Fee Related
- 1988-11-28 MA MA21693A patent/MA21450A1/fr unknown
- 1988-11-29 FI FI885544A patent/FI885544A/fi not_active Application Discontinuation
- 1988-11-29 JP JP63299785A patent/JPH02293A/ja active Pending
- 1988-11-29 PH PH37871A patent/PH26927A/en unknown
- 1988-11-29 NO NO88885313A patent/NO885313L/no unknown
- 1988-11-30 KR KR1019880016027A patent/KR890008141A/ko not_active Application Discontinuation
- 1988-11-30 HU HU886112A patent/HU202244B/hu not_active IP Right Cessation
-
1995
- 1995-02-01 GR GR940404074T patent/GR3014910T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ227104A (en) | 1991-11-26 |
| NO885313L (no) | 1989-05-31 |
| PT89098B (pt) | 1993-03-31 |
| HU202244B (en) | 1991-02-28 |
| FI885544A (fi) | 1989-05-31 |
| GR3014910T3 (en) | 1995-05-31 |
| DK663588A (da) | 1989-05-31 |
| EP0319228A2 (en) | 1989-06-07 |
| AU2631188A (en) | 1989-06-15 |
| DE3852008D1 (de) | 1994-12-08 |
| PL281368A1 (en) | 1990-05-28 |
| PT89098A (pt) | 1988-12-01 |
| DK663588D0 (da) | 1988-11-28 |
| JPH02293A (ja) | 1990-01-05 |
| FI885544A0 (fi) | 1988-11-29 |
| IE883550L (en) | 1989-05-30 |
| PH26927A (en) | 1992-12-02 |
| HUT50352A (en) | 1990-01-29 |
| PL160927B1 (pl) | 1993-05-31 |
| ATE113601T1 (de) | 1994-11-15 |
| DE3852008T2 (de) | 1995-03-23 |
| EP0319228B1 (en) | 1994-11-02 |
| AU617724B2 (en) | 1991-12-05 |
| ES2064361T3 (es) | 1995-02-01 |
| NO885313D0 (no) | 1988-11-29 |
| MA21450A1 (fr) | 1989-07-01 |
| PL281367A1 (en) | 1990-05-28 |
| IL88518A (en) | 1994-02-27 |
| EP0319228A3 (en) | 1990-05-16 |
| PL158762B1 (en) | 1992-10-30 |
| PL276046A1 (en) | 1990-01-08 |
| IL88518A0 (en) | 1989-06-30 |
| MY103502A (en) | 1993-06-30 |
| PL160924B1 (en) | 1993-05-31 |
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Legal Events
| Date | Code | Title | Description |
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| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E601 | Decision to refuse application |