KR860007278A - 천연 헤파란 설페이트 및 더머탄 설페이트의 제조방법 - Google Patents
천연 헤파란 설페이트 및 더머탄 설페이트의 제조방법 Download PDFInfo
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- KR860007278A KR860007278A KR1019860001805A KR860001805A KR860007278A KR 860007278 A KR860007278 A KR 860007278A KR 1019860001805 A KR1019860001805 A KR 1019860001805A KR 860001805 A KR860001805 A KR 860001805A KR 860007278 A KR860007278 A KR 860007278A
- Authority
- KR
- South Korea
- Prior art keywords
- solution
- sulfate
- carried out
- concentration
- demertan
- Prior art date
Links
- 229920002971 Heparan sulfate Polymers 0.000 title claims 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 title claims 6
- 238000004519 manufacturing process Methods 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 13
- 238000000034 method Methods 0.000 claims 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 6
- 239000004202 carbamide Substances 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- 229920002683 Glycosaminoglycan Polymers 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 102000004169 proteins and genes Human genes 0.000 claims 3
- 108090000623 proteins and genes Proteins 0.000 claims 3
- 239000011780 sodium chloride Substances 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 2
- 102000016611 Proteoglycans Human genes 0.000 claims 2
- 108010067787 Proteoglycans Proteins 0.000 claims 2
- 102000039446 nucleic acids Human genes 0.000 claims 2
- 108020004707 nucleic acids Proteins 0.000 claims 2
- 150000007523 nucleic acids Chemical class 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 238000001556 precipitation Methods 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
- 210000000709 aorta Anatomy 0.000 claims 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 1
- 239000000920 calcium hydroxide Substances 0.000 claims 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 238000005194 fractionation Methods 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000002107 myocardial effect Effects 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 claims 1
- 229940116357 potassium thiocyanate Drugs 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 230000006920 protein precipitation Effects 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000001632 sodium acetate Substances 0.000 claims 1
- 235000017281 sodium acetate Nutrition 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical class [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 claims 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims 1
- 238000000108 ultra-filtration Methods 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0066—Isolation or extraction of proteoglycans from organs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0069—Chondroitin-4-sulfate, i.e. chondroitin sulfate A; Dermatan sulfate, i.e. chondroitin sulfate B or beta-heparin; Chondroitin-6-sulfate, i.e. chondroitin sulfate C; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Dermatology (AREA)
- General Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Diabetes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pyrane Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Steroid Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 미분화된 형태의, 동물의 대동맥, 심근층 및 특히 혈관화된 기관 조직을 우레아 또는 기타 유사물질의 용액으로 처리하여 프로테오글리칸을 추출하고 :이 용액을 여과하고 정화시켜, 우레아 또는 기타 유사물질을 제거하며 :뮤코 다당류와 단백질 사이의 결합을 분리시키고 :단백질을 침전시켜 여과하고 :미량의 핵산을 제거하며 :뮤코 다당류를 침전시키고 :헤파란 설페이트 및 더머탄 설페이트를 분별하고 정제시킴을 특징으로 하여, 상기 동물 조직의 프로테오글리칸 혼합물로부터 상당히 순수한 형태의 천연 헤파란 설페이트 및 더머탄 설페이트를 제조하는 방법.
- 제 1 항에 있어서, 상기 프로데오글리칸 추출공정을, 상기 조직을 0.5 내지 2중량 %의 아세트산 나트륨, 0.2 내지 1 중량%의 EDTA 나트륨염 및 20 내지 30중량 %의 우레아를 함유하는 탈염수 용액으로 상기 조직에 대한 용액의 중량비가 2 내지 4가 되도록 하여, 15내지 50시간동안 주변온도에서 교반시키면서 처리함으로써 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 우레아 또는 기타 유사물질이 구아니딘, 티오우레아 및 칼륨 티오시아네이트로 이루어짐을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 우레아 또는 기타 유사물질의 제거공정을, 우레아 또는 기타 유사물질의 함량이 5중량 % 미만인 용액이 수득될때까지, 계속 반복하여, 탈염수로 희석시키고 한외여과로 농축시켜 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 뮤코다당류와 단백질 사이의 결합을 분리시키는 공정을, 선행단계의 용액을 5 내지 15시간 동안 주변온도에서 최종 NaCl 농도가 1.5 내지 2.5M이 되도록 하는 양의, 8.7 내지 14.5중량 % 농도의 염화나트륨 용액으로 처리하여 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 단백질 침전공정을, 3 내지 6중량 % 농도의 트리클로로아세트산으로 처리하여 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 핵산 제거공정을, 2시간 동안 주변온도에서 교반시키면서 pH 3내지 4에서 용액에 대해 2 내지 5중량 % 양의 활성화토류로 처리하여 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 뮤코다당류 침전 공정을, pH 5 내지 6에서 용액에 대해 0.8 : 1 내지 1.2 : 1 용적비의 알코올 또는 케톤(예를 들면 메탄올, 에탄올 또는 아세톤)으로 처리하여 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 헤파란 설페이트 및 더머탄 설페이트의 분별 공정을, 헤파란 설페이트 및 더머탄 설페이트를 함유하는 조생성물을 탈염수에 용해시켜 1 내지 3중량 %의 농도로 만들고, 양이온성 수지로 처리한 후, 수산화 칼슘으로 중화시키고, 먼저 30용적 %의 농도까지, 그후 50용적 %의 농도까지의 아세톤을 가하여 분별 침전시켜 수행함을 특징으로 하는 방법.
- 제 1 항에 있어서, 상기 헤파란 설페이트 및 더머탄 설페이트의 정제 공정을, 두 조생성물을, 용액중 농도가 3 내지 7중량 %로 되도록 하는 양의 2M 염화나트륨 용액에 각각 따로따로 재용해시키고, 여과한 후, 용액에 대해 0.8 : 2 내지 1.2 : 2 용적비의 메탄올을 가하여 순수한 생성물을 재침전시켜 수행함을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT8519885A IT1208509B (it) | 1985-03-13 | 1985-03-13 | Processo per la produzione di eparan solfato e dermatan solfato naturali sostanzialmente puri eloro impiego farmaceutico. |
| IT19885A/85 | 1985-03-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR860007278A true KR860007278A (ko) | 1986-10-10 |
| KR910006809B1 KR910006809B1 (ko) | 1991-09-02 |
Family
ID=11162062
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019860001805A KR910006809B1 (ko) | 1985-03-13 | 1986-03-13 | 천연 헤파란 설페이트 및 더머탄 설페이트의 제조방법 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4783447A (ko) |
| EP (1) | EP0199033B1 (ko) |
| JP (1) | JPS61218601A (ko) |
| KR (1) | KR910006809B1 (ko) |
| AT (1) | ATE99702T1 (ko) |
| AU (1) | AU582221B2 (ko) |
| CA (1) | CA1286286C (ko) |
| DE (1) | DE3689493T2 (ko) |
| DK (1) | DK113886A (ko) |
| ES (1) | ES8705894A1 (ko) |
| FI (1) | FI82700C (ko) |
| GR (1) | GR860677B (ko) |
| IN (1) | IN163616B (ko) |
| IT (1) | IT1208509B (ko) |
| NO (1) | NO166187C (ko) |
| NZ (1) | NZ215435A (ko) |
| PH (2) | PH22370A (ko) |
| PT (1) | PT82198B (ko) |
| YU (1) | YU46303B (ko) |
| ZA (1) | ZA861855B (ko) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1189085B (it) * | 1986-03-25 | 1988-01-28 | Mediolanum Farmaceutici Srl | Processo per la preparazione di dermatan solfato ad alta purezza e composizioni farmaceutiche che lo contengono |
| US5707604A (en) * | 1986-11-18 | 1998-01-13 | Access Pharmaceuticals, Inc. | Vivo agents comprising metal-ion chelates with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles |
| DE3639561A1 (de) * | 1986-11-20 | 1988-06-01 | Baumann Hanno | Verfahren zur herstellung von nicht-thrombogenen substraten |
| IT1232939B (it) * | 1987-11-06 | 1992-03-10 | Opocrin Spa | Eparan solfato caratterizzato da elevata attivita' antitrombotica, elevata biodisponibilita', assenza di attivita' anticoagulante; suo processo di estrazione da organi e da tessuti e relative composizioni farmaceutiche |
| JPH04500377A (ja) * | 1988-06-03 | 1992-01-23 | イタルファルマコ エッセ ピ ア | グリコサミノグリカン塩、その製造方法およびそれを含有する医薬組成物 |
| ATE98656T1 (de) * | 1989-10-04 | 1994-01-15 | Akzo Nv | Sulfatierte glykosaminoglykuronane mit antithrombotischer wirkung. |
| AU6872691A (en) * | 1989-10-27 | 1991-05-31 | Case Western Reserve University | Inhibition of cell growth by keratan sulfate, chondroitin sulfate, dermatan sulfate and other glycans |
| IT1240615B (it) * | 1990-04-03 | 1993-12-17 | Mediolanum Farmaceutici Spa | Impiego del dermatan solfato nella prevenzione e terapia dell'invecchiamento cerebrale e degli stati di deficit funzionale del sistema nervoso centrale |
| AU7742591A (en) * | 1990-04-06 | 1991-10-30 | Washington University | Anticoagulant oligosaccharides |
| US5705178A (en) * | 1991-05-31 | 1998-01-06 | Gliatech, Inc. | Methods and compositions based on inhibition of cell invasion and fibrosis by anionic polymers |
| US5605938A (en) * | 1991-05-31 | 1997-02-25 | Gliatech, Inc. | Methods and compositions for inhibition of cell invasion and fibrosis using dextran sulfate |
| FR2691066B1 (fr) * | 1992-05-15 | 1995-06-09 | Sanofi Elf | Utilisation de glycosaminoglycanes exogenes, de leurs analogues ainsi que de leurs fragments, fractions et derives, pour la preparation de medicaments destines au traitement de thrombopenies. |
| IT1256236B (it) * | 1992-12-23 | 1995-11-29 | Mediolanum Farmaceutici Srl | Oligosaccaridi aventi attivita' biologica e procedimento per la loro preparazione di glicosaminoglicani |
| WO1995009188A1 (fr) * | 1993-09-30 | 1995-04-06 | Seikagaku Kogyo Kabushiki Kaisha | Antithrombotique |
| US6106866A (en) * | 1995-07-31 | 2000-08-22 | Access Pharmaceuticals, Inc. | In vivo agents comprising cationic drugs, peptides and metal chelators with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles, including tumor sites |
| IT1296581B1 (it) * | 1997-11-28 | 1999-07-14 | Istituto Scient Di Chimica E B | Materiali polimerici non trombogenici e ad esaltata compatibilita' con fluidi e tessuti organici |
| HUP0201712A3 (en) * | 1999-06-30 | 2003-03-28 | Weitz Jeffrey I Ancaster | Clot associated coagulation factors inhibiting heparin compositions |
| IL154771A0 (en) * | 2000-09-08 | 2003-10-31 | Hamilton Civic Hospitals Res | Antithrombotic compositions |
| CN107098989A (zh) * | 2017-04-27 | 2017-08-29 | 甘肃省金羚集团药业有限公司 | 一种肝素钠的制备方法 |
| CN114478832B (zh) * | 2022-02-14 | 2023-03-03 | 河北常山生化药业股份有限公司 | 从肝素钠副产物中提纯四种多糖类产品的方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3179566A (en) * | 1963-05-16 | 1965-04-20 | Canada Packers Ltd | Purification of heparin |
| JPS5318520B2 (ko) * | 1972-07-05 | 1978-06-15 | ||
| AR207237A1 (es) * | 1974-02-25 | 1976-09-22 | Thomas A | Procedimiento para obtener extractos biologicos estables liofilizados solubles constituidos por complejos proteicos termorresistentes |
| US4243582A (en) * | 1979-04-26 | 1981-01-06 | Monsanto Company | Novel glycoproteins from bovine cartilage |
| JPS58171403A (ja) * | 1982-04-01 | 1983-10-08 | Eisai Co Ltd | ヘパラン硫酸の精製法 |
| IT1189298B (it) * | 1982-06-18 | 1988-02-04 | Manetti & Roberts Italo Brit | Procedimento per produrre i glicosa minoglicani dermatansolfato ed eparan-solfato sostanzialmente puri e loro impiego farmaceutico |
| FR2555993B1 (fr) * | 1983-12-06 | 1986-11-07 | Anic Spa | Chitosanes 6-sulfates et procede pour leur preparation |
| IT1195497B (it) * | 1983-03-08 | 1988-10-19 | Opocrin Spa | Procedimento per la preparazione di frazioni oligosaccaridiche dotate di proprieta' farmacologiche per degradazione chimica di eparina |
| IT1163772B (it) * | 1983-07-13 | 1987-04-08 | Baldacci Lab Spa | Oligosaccaridi eterogenei complessabili ed alfa-idosani ad attivita' terapeutica, procedimento per la loro preparazione e relative composizioni farmaceutiche |
-
1985
- 1985-03-13 IT IT8519885A patent/IT1208509B/it active
-
1986
- 1986-03-06 AT AT86102963T patent/ATE99702T1/de not_active IP Right Cessation
- 1986-03-06 EP EP86102963A patent/EP0199033B1/en not_active Expired - Lifetime
- 1986-03-06 DE DE86102963T patent/DE3689493T2/de not_active Expired - Fee Related
- 1986-03-10 US US06/838,133 patent/US4783447A/en not_active Expired - Fee Related
- 1986-03-11 NZ NZ215435A patent/NZ215435A/xx unknown
- 1986-03-12 DK DK113886A patent/DK113886A/da not_active Application Discontinuation
- 1986-03-12 ES ES552898A patent/ES8705894A1/es not_active Expired
- 1986-03-12 ZA ZA861855A patent/ZA861855B/xx unknown
- 1986-03-12 NO NO860940A patent/NO166187C/no unknown
- 1986-03-12 CA CA000503943A patent/CA1286286C/en not_active Expired - Fee Related
- 1986-03-12 PH PH33516A patent/PH22370A/en unknown
- 1986-03-12 FI FI861020A patent/FI82700C/fi not_active IP Right Cessation
- 1986-03-12 GR GR860677A patent/GR860677B/el unknown
- 1986-03-12 IN IN184/CAL/86A patent/IN163616B/en unknown
- 1986-03-13 YU YU37586A patent/YU46303B/sh unknown
- 1986-03-13 JP JP61053838A patent/JPS61218601A/ja active Granted
- 1986-03-13 AU AU54727/86A patent/AU582221B2/en not_active Ceased
- 1986-03-13 PT PT82198A patent/PT82198B/pt unknown
- 1986-03-13 KR KR1019860001805A patent/KR910006809B1/ko not_active IP Right Cessation
-
1987
- 1987-06-10 PH PH35381A patent/PH25136A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4783447A (en) | 1988-11-08 |
| EP0199033B1 (en) | 1994-01-05 |
| DK113886A (da) | 1986-09-14 |
| ES8705894A1 (es) | 1987-05-16 |
| AU5472786A (en) | 1986-09-18 |
| YU46303B (sh) | 1993-05-28 |
| GR860677B (en) | 1986-07-14 |
| PH25136A (en) | 1991-02-19 |
| EP0199033A3 (en) | 1988-03-30 |
| ZA861855B (en) | 1986-10-29 |
| IT8519885A0 (it) | 1985-03-13 |
| FI861020A0 (fi) | 1986-03-12 |
| PH22370A (en) | 1988-08-12 |
| NO166187B (no) | 1991-03-04 |
| JPH0238601B2 (ko) | 1990-08-31 |
| FI82700C (fi) | 1991-04-10 |
| NO166187C (no) | 1991-06-12 |
| PT82198A (en) | 1986-04-01 |
| DE3689493D1 (de) | 1994-02-17 |
| PT82198B (pt) | 1988-02-17 |
| AU582221B2 (en) | 1989-03-16 |
| ES552898A0 (es) | 1987-05-16 |
| YU37586A (en) | 1988-04-30 |
| DK113886D0 (da) | 1986-03-12 |
| FI861020A (fi) | 1986-09-14 |
| DE3689493T2 (de) | 1994-04-28 |
| ATE99702T1 (de) | 1994-01-15 |
| EP0199033A2 (en) | 1986-10-29 |
| CA1286286C (en) | 1991-07-16 |
| JPS61218601A (ja) | 1986-09-29 |
| NO860940L (no) | 1986-09-15 |
| KR910006809B1 (ko) | 1991-09-02 |
| IT1208509B (it) | 1989-07-10 |
| FI82700B (fi) | 1990-12-31 |
| IN163616B (ko) | 1988-10-15 |
| NZ215435A (en) | 1989-01-06 |
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| LAPS | Lapse due to unpaid annual fee |