JPS60246313A - 塩酸ニカルジピンの注射剤およびその製法 - Google Patents
塩酸ニカルジピンの注射剤およびその製法Info
- Publication number
- JPS60246313A JPS60246313A JP59102991A JP10299184A JPS60246313A JP S60246313 A JPS60246313 A JP S60246313A JP 59102991 A JP59102991 A JP 59102991A JP 10299184 A JP10299184 A JP 10299184A JP S60246313 A JPS60246313 A JP S60246313A
- Authority
- JP
- Japan
- Prior art keywords
- injection
- nicardipine hydrochloride
- polyhydric alcohol
- sorbitol
- same manner
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000002347 injection Methods 0.000 title claims abstract description 42
- 239000007924 injection Substances 0.000 title claims abstract description 42
- 229960002289 nicardipine hydrochloride Drugs 0.000 title claims abstract description 21
- AIKVCUNQWYTVTO-UHFFFAOYSA-N nicardipine hydrochloride Chemical compound Cl.COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 AIKVCUNQWYTVTO-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title description 2
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 13
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims abstract description 9
- 229930195725 Mannitol Natural products 0.000 claims abstract description 9
- 239000000594 mannitol Substances 0.000 claims abstract description 9
- 235000010355 mannitol Nutrition 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims abstract description 7
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000811 xylitol Substances 0.000 claims abstract description 7
- 235000010447 xylitol Nutrition 0.000 claims abstract description 7
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims abstract description 7
- 229960002675 xylitol Drugs 0.000 claims abstract description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 235000011187 glycerol Nutrition 0.000 claims description 4
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 3
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 3
- 229960000367 inositol Drugs 0.000 claims description 3
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 3
- 235000013772 propylene glycol Nutrition 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract description 14
- 239000000600 sorbitol Substances 0.000 abstract description 14
- 235000010356 sorbitol Nutrition 0.000 abstract description 14
- 230000000694 effects Effects 0.000 abstract description 5
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract description 2
- 230000003727 cerebral blood flow Effects 0.000 abstract description 2
- 239000003623 enhancer Substances 0.000 abstract 1
- 238000010979 pH adjustment Methods 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 4
- 238000005070 sampling Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 241001122767 Theaceae Species 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000011002 quantification Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RWNNRGBCWXOVAC-UHFFFAOYSA-N 1,4-bis[bis(aziridin-1-yl)phosphoryl]piperazine Chemical compound C1CN1P(N1CCN(CC1)P(=O)(N1CC1)N1CC1)(=O)N1CC1 RWNNRGBCWXOVAC-UHFFFAOYSA-N 0.000 description 1
- ZBBHBTPTTSWHBA-UHFFFAOYSA-N Nicardipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 ZBBHBTPTTSWHBA-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007951 isotonicity adjuster Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229960001783 nicardipine Drugs 0.000 description 1
- WVULZDFWPQCPPJ-UHFFFAOYSA-N potassium;hydrochloride Chemical compound Cl.[K] WVULZDFWPQCPPJ-UHFFFAOYSA-N 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000012929 tonicity agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Dermatology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59102991A JPS60246313A (ja) | 1984-05-22 | 1984-05-22 | 塩酸ニカルジピンの注射剤およびその製法 |
| PT80486A PT80486B (en) | 1984-05-22 | 1985-05-17 | Process for producing an injection of nicardipine hydrochloride |
| KR1019850003448A KR910003555B1 (ko) | 1984-05-22 | 1985-05-20 | 니카르디핀 염산염의 주사용 제제의 제조방법 |
| GR851230A GR851230B (Direct) | 1984-05-22 | 1985-05-20 | |
| CA000481975A CA1240930A (en) | 1984-05-22 | 1985-05-21 | Process for producing an injection of nicardipine hydrochloride |
| ES543343A ES8700567A1 (es) | 1984-05-22 | 1985-05-21 | Un procedimiento para producir una inyeccion de hidroclorurode nicardipina |
| AT85303588T ATE63810T1 (de) | 1984-05-22 | 1985-05-21 | Nicardipin-hydrochlorid-injektionsloesungen sowie deren herstellung. |
| DE8585303588T DE3582954D1 (de) | 1984-05-22 | 1985-05-21 | Nicardipin-hydrochlorid-injektionsloesungen sowie deren herstellung. |
| EP85303588A EP0162705B1 (en) | 1984-05-22 | 1985-05-21 | Injection of nicardipine hydrochloride and production thereof |
| US07/338,402 US4880823A (en) | 1984-05-22 | 1989-04-12 | Injection of nicardinpine hydrochloride and process for the production thereof |
| US07/791,358 USRE34618E (en) | 1984-05-22 | 1991-11-14 | Injection of nicardinpine hydrochloride and process for the production thereof |
| MX9203588A MX9203588A (es) | 1984-05-22 | 1992-06-26 | Inyeccion de hidrocloruro de nicardipina. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59102991A JPS60246313A (ja) | 1984-05-22 | 1984-05-22 | 塩酸ニカルジピンの注射剤およびその製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60246313A true JPS60246313A (ja) | 1985-12-06 |
| JPH0247964B2 JPH0247964B2 (Direct) | 1990-10-23 |
Family
ID=14342164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59102991A Granted JPS60246313A (ja) | 1984-05-22 | 1984-05-22 | 塩酸ニカルジピンの注射剤およびその製法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4880823A (Direct) |
| EP (1) | EP0162705B1 (Direct) |
| JP (1) | JPS60246313A (Direct) |
| KR (1) | KR910003555B1 (Direct) |
| AT (1) | ATE63810T1 (Direct) |
| CA (1) | CA1240930A (Direct) |
| DE (1) | DE3582954D1 (Direct) |
| ES (1) | ES8700567A1 (Direct) |
| GR (1) | GR851230B (Direct) |
| MX (1) | MX9203588A (Direct) |
| PT (1) | PT80486B (Direct) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63174930A (ja) * | 1987-01-14 | 1988-07-19 | Hokuriku Seiyaku Co Ltd | キノロンカルボン酸の水性組成物 |
| JPH02705A (ja) * | 1988-01-18 | 1990-01-05 | Lek Tovarna Farmacevtskih | ニカルジピン又はその塩酸塩のβ―シクロデキストリン包接複合体及びそれを含有する医薬製剤 |
| WO1998001138A1 (fr) * | 1996-07-04 | 1998-01-15 | Nippon Kayaku Kabushiki Kaisha | Injections de succinate sodique de methylprednisolone |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8617482D0 (en) * | 1986-07-17 | 1986-08-28 | Geistlich Soehne Ag | Pharmaceutical composition |
| US5210083A (en) * | 1986-07-17 | 1993-05-11 | Ed. Geistlich Sohne A.G. Fur Chemische Industrie | Pharmaceutical compositions |
| BE1003647A5 (fr) * | 1989-02-28 | 1992-05-12 | Syntex Inc | Composition pharmaceutique de nicardipine pour administration parenterale. |
| US20070112041A1 (en) * | 2005-11-16 | 2007-05-17 | Sun Pharmaceutical Industries Limited | Nicardipine injection composition |
| MX2008013405A (es) | 2006-04-18 | 2009-03-09 | Ekr Therapeutics Inc | Composiciones farmaceuticas premezcladas listas para uso. |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5730089A (en) * | 1980-06-24 | 1982-02-18 | Kienzle Apparate Gmbh | Diagram evaluating machine for evaluating diagram at accident of service recording meter chart board |
| JPS57167967A (en) * | 1981-04-08 | 1982-10-16 | Yoshitomi Pharmaceut Ind Ltd | 1,4-dihydropyridine-3,5-dicarboxylic acid ester or its salt |
| JPS58152810A (ja) * | 1982-02-16 | 1983-09-10 | ドロルギート・ゲー・エム・ベー・ハー・ウント・コ・カーゲー | イブプロフエン含有外用薬剤及びその製造方法 |
| JPS58172312A (ja) * | 1982-04-02 | 1983-10-11 | Toa Eiyou Kagaku Kogyo Kk | ニフエジピン外用剤 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3720761A (en) * | 1968-10-14 | 1973-03-13 | W Hunter | Injectable radio-pharmaceutical scanning agent and preparation |
| DE2935451A1 (de) * | 1979-09-01 | 1981-03-19 | Bayer Ag, 5090 Leverkusen | Optisch aktive 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung als arneimittel |
| DE3212736A1 (de) * | 1982-04-06 | 1983-10-13 | Bayer Ag, 5090 Leverkusen | Verwendung von dihydropyridinen in arzneimitteln mit salidiuretischer wirkung |
| DE3307422A1 (de) * | 1983-03-03 | 1984-09-06 | Bayer Ag, 5090 Leverkusen | Fluessigzubereitungen von dihydropyridinen, ein verfahren zu ihrer herstellung, sowie ihre verwendung bei der bekaempfung von erkrankungen |
| DE3316510A1 (de) * | 1983-05-06 | 1984-11-08 | Bayer Ag | Parenterale formulierung von nimodipin, ein verfahren zu ihrer herstellung sowie ihre verwendung bei der bekaempfung von erkrankungen |
| JPS6016917A (ja) * | 1983-07-08 | 1985-01-28 | Yamanouchi Pharmaceut Co Ltd | 塩酸ニカルジピンまたはニフエジピンの軟膏剤 |
-
1984
- 1984-05-22 JP JP59102991A patent/JPS60246313A/ja active Granted
-
1985
- 1985-05-17 PT PT80486A patent/PT80486B/pt unknown
- 1985-05-20 KR KR1019850003448A patent/KR910003555B1/ko not_active Expired
- 1985-05-20 GR GR851230A patent/GR851230B/el unknown
- 1985-05-21 CA CA000481975A patent/CA1240930A/en not_active Expired
- 1985-05-21 EP EP85303588A patent/EP0162705B1/en not_active Expired - Lifetime
- 1985-05-21 DE DE8585303588T patent/DE3582954D1/de not_active Expired - Lifetime
- 1985-05-21 ES ES543343A patent/ES8700567A1/es not_active Expired
- 1985-05-21 AT AT85303588T patent/ATE63810T1/de not_active IP Right Cessation
-
1989
- 1989-04-12 US US07/338,402 patent/US4880823A/en not_active Ceased
-
1992
- 1992-06-26 MX MX9203588A patent/MX9203588A/es active IP Right Grant
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5730089A (en) * | 1980-06-24 | 1982-02-18 | Kienzle Apparate Gmbh | Diagram evaluating machine for evaluating diagram at accident of service recording meter chart board |
| JPS57167967A (en) * | 1981-04-08 | 1982-10-16 | Yoshitomi Pharmaceut Ind Ltd | 1,4-dihydropyridine-3,5-dicarboxylic acid ester or its salt |
| JPS58152810A (ja) * | 1982-02-16 | 1983-09-10 | ドロルギート・ゲー・エム・ベー・ハー・ウント・コ・カーゲー | イブプロフエン含有外用薬剤及びその製造方法 |
| JPS58172312A (ja) * | 1982-04-02 | 1983-10-11 | Toa Eiyou Kagaku Kogyo Kk | ニフエジピン外用剤 |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63174930A (ja) * | 1987-01-14 | 1988-07-19 | Hokuriku Seiyaku Co Ltd | キノロンカルボン酸の水性組成物 |
| JPH02705A (ja) * | 1988-01-18 | 1990-01-05 | Lek Tovarna Farmacevtskih | ニカルジピン又はその塩酸塩のβ―シクロデキストリン包接複合体及びそれを含有する医薬製剤 |
| WO1998001138A1 (fr) * | 1996-07-04 | 1998-01-15 | Nippon Kayaku Kabushiki Kaisha | Injections de succinate sodique de methylprednisolone |
Also Published As
| Publication number | Publication date |
|---|---|
| US4880823A (en) | 1989-11-14 |
| JPH0247964B2 (Direct) | 1990-10-23 |
| EP0162705A3 (en) | 1987-01-28 |
| GR851230B (Direct) | 1985-11-25 |
| ES8700567A1 (es) | 1986-10-16 |
| EP0162705A2 (en) | 1985-11-27 |
| CA1240930A (en) | 1988-08-23 |
| KR910003555B1 (ko) | 1991-06-05 |
| MX9203588A (es) | 1992-07-31 |
| EP0162705B1 (en) | 1991-05-29 |
| ES543343A0 (es) | 1986-10-16 |
| PT80486B (en) | 1986-12-12 |
| KR850008278A (ko) | 1985-12-16 |
| ATE63810T1 (de) | 1991-06-15 |
| DE3582954D1 (de) | 1991-07-04 |
| PT80486A (en) | 1985-06-01 |
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