FI68827C - Analogifoerfarande foer framstaellning av nya terapeutiskt verkande 2-fenyl- eller -pyridyl-pyrazolo(4,3-c)kinolin-3(1 och5h)-oni-foereningar - Google Patents
Analogifoerfarande foer framstaellning av nya terapeutiskt verkande 2-fenyl- eller -pyridyl-pyrazolo(4,3-c)kinolin-3(1 och5h)-oni-foereningar Download PDFInfo
- Publication number
- FI68827C FI68827C FI801964A FI801964A FI68827C FI 68827 C FI68827 C FI 68827C FI 801964 A FI801964 A FI 801964A FI 801964 A FI801964 A FI 801964A FI 68827 C FI68827 C FI 68827C
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- Finland
- Prior art keywords
- hydroxy
- compounds
- tai
- phenyl
- jossa
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
-
- 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
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- 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
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D231/28—Two oxygen or sulfur atoms
- C07D231/30—Two oxygen or sulfur atoms attached in positions 3 and 5
- C07D231/32—Oxygen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- General Health & Medical Sciences (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Electrophonic Musical Instruments (AREA)
- Golf Clubs (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Claims (3)
1. L \ (i) (II) joissa tarkoittaa vetyä, alempialkyyliä, alempialkoksia, hydrok-sia, halogeenia tai trifluorimetyyliä, R tarkoittaa fenyyliä, joka on substituoimaton tai substituoitu korkeintaan kahdella samanlaisella tai erilaisella subsituentilla, jotka ovat alempialkyyli, alempialkoksi, alempialkyylitio, hydroksi, halogeeni, trifluorime-tyyli, nitro, amino, mono- tai di-alempialkyyliamino, syaani, karba-moyyli, alempialkyylikarbamoyyliamino tai karboksi; pyridyyliä, alempialkyylipyridyyliä tai halogeenipyridyyliä, R^ tarkoittaa vetyä, alempialkyyliä tai (di-alempialkyyliamino tai halogeenifenyy-li)-alempialkyyliä, ja R2 tarkoittaa vetyä tai alempialkyyliä; joissa kaikissa "alempi" tarkoittaa tähdettä, jossa on 1-4 hiiliatomia; niiden 3-hydroksitautomeeristen yhdisteiden tai niiden suolojen valmistamiseksi, tunnettu siitä, että la) rengassuljetaan yhdisteet, joiden kaava IV on X 3·* V Ycoy (IV) , • · · VV jossa X tarkoittaa tähdettä -NH-NH-R ja Y tarkoittaa hydroksia tai alkoksia, tai lb) rengassuljetaan kaavan IV mukaiset yhdisteet, jossa kaa- vassa X tarkoittaa halogeenia ja Y tarkoittaa I^N-N-Riää, tai lc) rengassuljetaan kaavan IV mukaiset yhdisteet, jossa kaavassa X tarkoittaa alempialkoksiaminoa ja Y tarkoittaa NH-R:ää, 68827 30 tai 2a) kondensoidaan yhdisteet, joiden kaava Va on Ri'TTR 0* ν' % (Va) 3Υ\/ Il I n C-R» W Ri jossa sekä W että tarkoittaa vetyä ja R^1 tarkoittaa alempialkyy-liä, tai 2b) kondensoidaan yhdisteet, joiden kaava Vb on R X~%> <vb) 3Y\ / scfi • · I H I cor2 Ri tai 1 2c) kondensoidaan yhdisteet, joiden kaava Vc on v. M' „, ; i 2 (vc) %/‘\/C0R2 Ri 68827 31 ja a) kun halutaan yhdiste, jossa 1-asemassa on muu kuin vety, saatetaan saatu yhdiste, jossa R^ on vety, reagoimaan alkoholin R^-OH reaktiokykyisen esterin kanssa, jossa R^ on yllämääritelty tähde, ja b) kun halutaan yhdiste, jossa R^ 5-asemassa on muu kuin vety, saatetaan saadun yhdisteen alkalimetallisuola, jossa R^ on vety, reagoimaan alkoholin R^-OH reaktiokykyisen esterin kanssa, jossa R^ on yllä määritelty tähde, ja c) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu hydroksilla, hydrolysoidaan fenyyliryhmän R alempialkoksisubstituent-ti, ja d) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu aminoryhmällä, pelkistetään fenyyliryhmän R nitrosubstituentti, ja e) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu mono- tai di-alempialkyyliaminolla, alkyloidaan fenyyliryhmän R ami-nosubstituentti, ja f) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu alempialkyylikarbamoyyli-aminolla, asyloidaan fenyyliryhmän R amino-substituentti mainitulla asyyliryhmällä, ja g) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu karbamoyyIillä, muunnetaan fenyyliryhmän R syaanisubstituentti kar-bamoyyliksi, ja h) kun halutaan yhdiste, jossa fenyyliryhmä R on substituoitu karboksilla, hydrolysoidaan fenyyliryhmän R syaanisubstituentti, ja/tai i) haluttaessa, saatu yhdiste muutetaan suolaksi tai saatu suola muutetaan vapaaksi yhdisteeksi tai toiseksi suolaksi, ja/tai j) haluttaessa, saatu isomeeriseos erotetaan yksittäisiksi isomeereiksi . 32 68827 Analogiförfarande för framställning av nya, terapeutiskt ver-kande 2-fenyl- eller -pyridyl-pyrazolo(4,3-c)kinolin-3(1 eller 5H)-on-föreningar med de allmänna formlerna I och II ?YVN» °'h ΪΥΥ'* VYv VY\
1 I R1 (I) (Π) i vilka R^ betecknar väte, lägalkyl, lägalkoxi, hydroxi, halogen eller trifluormetyl, R betecknar fenyl, vilken är osubstituerad eller substituerad med upp tili 2 lika eller olika substituenter, vilka är lägalkyl, lägalkoxi, lägalkyltio, hydroxi, halogen, tri-fluorimetyl, nitro, amino, mono- eller di-lägalkylamino, cyan, kar-bamoyl, lägalkylkarbamoylamino eller karboxi; pyridyl, lägalkylpyri-dyl, eller halogenpyridyl, betecknar väte, lägalkyl eller (di-lägalkylamino eller halogenfenyl)-lägalkyl, och R2 betecknar väte eller lägalkyl; i vilka alla "läg” betecknade rester uppvisar 1-4 kolatomer; deras 3-hydroxi-tautomerföreningar eller deras salter, kännetecknat därav, att la) föreningar med formeln IV X 'y ^^-COY (IV) , • « · VV i vilken X betecknar resten -NH-NH-R ja Y betecknar hydroxi eller alkoxi, ringsluts, eller lb) föreningar med formeln IV, i vilken X betecknar halogen och Y betecknar H2N-N-R- ringsluts, eller lc) föreningar med formeln IV, i vilken X betecknar lägalkoxi-amino och Y betecknar NH-R, ringsluts, 6 882 7 eller 2a) föreningar med formeln Va Rr-T—¥-R
0. X0 (Va) 3>\./w II ΐ II C-R_ W Ri i vilken bade W och betecknar väte och ' betecknar lägalkyl, kondenseras, eller 2b) föreningar med formeln Vb R Js~J° (Vb) V' / NcÄ • · I II I COR2 Ri kondenseras, eller 2c) föreningar med formeln Vc V XT > VCÄ2 «*> %/·\^ε°Ε2 Ri
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US5071679A | 1979-06-21 | 1979-06-21 | |
US5071679 | 1979-06-21 |
Publications (3)
Publication Number | Publication Date |
---|---|
FI801964A FI801964A (fi) | 1980-12-22 |
FI68827B FI68827B (fi) | 1985-07-31 |
FI68827C true FI68827C (fi) | 1985-11-11 |
Family
ID=21966959
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI801964A FI68827C (fi) | 1979-06-21 | 1980-06-18 | Analogifoerfarande foer framstaellning av nya terapeutiskt verkande 2-fenyl- eller -pyridyl-pyrazolo(4,3-c)kinolin-3(1 och5h)-oni-foereningar |
Country Status (22)
Country | Link |
---|---|
EP (1) | EP0022078B1 (sv) |
JP (1) | JPS5618980A (sv) |
KR (1) | KR840000421B1 (sv) |
AT (1) | ATE8629T1 (sv) |
AU (1) | AU538890B2 (sv) |
CA (1) | CA1148159A (sv) |
CY (1) | CY1357A (sv) |
DD (1) | DD151754A5 (sv) |
DE (1) | DE3068673D1 (sv) |
DK (1) | DK160762C (sv) |
FI (1) | FI68827C (sv) |
GR (1) | GR69282B (sv) |
HK (1) | HK47387A (sv) |
HU (1) | HU183156B (sv) |
IE (1) | IE49993B1 (sv) |
IL (1) | IL60357A (sv) |
MY (1) | MY8700556A (sv) |
NO (1) | NO153430C (sv) |
NZ (1) | NZ194102A (sv) |
PT (1) | PT71420A (sv) |
SG (1) | SG14387G (sv) |
ZA (1) | ZA803714B (sv) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4459298A (en) * | 1982-09-28 | 1984-07-10 | Ciba-Geigy Corporation | Method of suppressing appetite |
US4524146A (en) * | 1982-12-08 | 1985-06-18 | Ciba-Geigy Corporation | Certain -2-heterocycle substituted pyrazoloquinolines |
US4479955A (en) * | 1983-01-10 | 1984-10-30 | Ciba-Geigy Corporation | Heterocycle-fused pyrazolo[3,4-d]pyridin-3-ones as benzodiazepine receptor modulators |
EP0126970A3 (en) * | 1983-04-27 | 1985-11-06 | Beecham Group Plc | Anxiolytic and anti-depressant thienopyridine derivatives |
FR2549833B1 (fr) * | 1983-07-26 | 1985-11-08 | Roussel Uclaf | Derives de la pyrazolo /4,3-c/ cinnolin-3-one, leurs sels, procede de preparation, application a titre de medicaments, compositions les renfermant et produits intermediaires |
CA1263651A (en) * | 1984-07-09 | 1989-12-05 | Ciba-Geigy Ag | Certain ring-fused pyrazolo ¬3,4-d|-pyridin-3-one derivatives |
PH21213A (en) * | 1984-10-26 | 1987-08-21 | Fujisawa Pharmaceutical Co | Benzene- and pyrazole- fused heterocyclic compound and pharmaceutical composition comprising the same |
JPS61112075A (ja) * | 1984-11-05 | 1986-05-30 | Shionogi & Co Ltd | チエニルピラゾロキノリン誘導体 |
DE3728278A1 (de) * | 1986-12-17 | 1988-06-23 | Bayer Ag | Herbizide und fungizide mittel auf basis von substituierten pyrazolin-5-on derivaten |
US5243049A (en) * | 1992-01-22 | 1993-09-07 | Neurogen Corporation | Certain pyrroloquinolinones: a new class of GABA brain receptor ligands |
GB9625398D0 (en) * | 1996-12-06 | 1997-01-22 | Merck Sharp & Dohme | Method of treatment,manufacture,compositions and compounds |
US6835707B1 (en) | 1998-10-13 | 2004-12-28 | The Procter & Gamble Company | Laundry detergent compositions with a combination of cyclic amine based polymers and hydrophobically modified carboxy methyl cellulose |
GB0305876D0 (en) * | 2003-03-14 | 2003-04-16 | Avidex Ltd | Immuno inhibitory heterocyclic compounds |
EP2164328B8 (en) * | 2007-06-08 | 2013-09-11 | Dart Neuroscience (Cayman) Ltd | Therapeutic pyrazoloquinoline urea derivatives |
WO2011041143A1 (en) * | 2009-10-01 | 2011-04-07 | Merck Sharp & Dohme Corp. | HETEROCYCLIC-FUSED PYRAZOLO[4,3-c]PYRIDIN-3-ONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS |
US8895580B2 (en) * | 2009-10-21 | 2014-11-25 | Merck Sharp & Dohme Corp. | Quinolinone-pyrazolone M1 receptor positive allosteric modulators |
EP2699572B1 (en) | 2011-04-21 | 2016-08-10 | Origenis GmbH | Heterocyclic compounds as kinase inhibitors |
US10000482B2 (en) | 2012-10-19 | 2018-06-19 | Origenis Gmbh | Kinase inhibitors |
CN114891236B (zh) * | 2022-06-09 | 2023-04-28 | 安庆师范大学 | 一种三维Co-MOF化合物及其制备方法和应用 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3890324A (en) * | 1974-04-12 | 1975-06-17 | Lilly Co Eli | 1h-pyrazolo(4,3-)quinol-4(5h)-one-3-carboxylic acids |
EP0005745B1 (en) * | 1978-05-26 | 1982-07-14 | Gruppo Lepetit S.P.A. | Pyrazolo (3,4-c) and thiazolo (5,4-c) isoquinolines, methods for preparing them, these compounds for use as antiinflammatory, cns-depressant and anti-anxiety agents and pharmaceutical compositions thereof |
-
1980
- 1980-06-16 CY CY135780A patent/CY1357A/xx unknown
- 1980-06-16 EP EP80810200A patent/EP0022078B1/de not_active Expired
- 1980-06-16 AT AT80810200T patent/ATE8629T1/de not_active IP Right Cessation
- 1980-06-16 DE DE8080810200T patent/DE3068673D1/de not_active Expired
- 1980-06-18 FI FI801964A patent/FI68827C/fi not_active IP Right Cessation
- 1980-06-19 CA CA000354349A patent/CA1148159A/en not_active Expired
- 1980-06-19 PT PT71420A patent/PT71420A/pt unknown
- 1980-06-19 IL IL60357A patent/IL60357A/xx unknown
- 1980-06-19 GR GR62257A patent/GR69282B/el unknown
- 1980-06-20 NO NO801866A patent/NO153430C/no unknown
- 1980-06-20 KR KR1019800002438A patent/KR840000421B1/ko active
- 1980-06-20 IE IE1279/80A patent/IE49993B1/en not_active IP Right Cessation
- 1980-06-20 AU AU59455/80A patent/AU538890B2/en not_active Ceased
- 1980-06-20 NZ NZ194102A patent/NZ194102A/xx unknown
- 1980-06-20 DK DK264880A patent/DK160762C/da not_active IP Right Cessation
- 1980-06-20 ZA ZA00803714A patent/ZA803714B/xx unknown
- 1980-06-21 JP JP8449380A patent/JPS5618980A/ja active Granted
- 1980-06-23 DD DD80222091A patent/DD151754A5/de unknown
- 1980-08-21 HU HU801539A patent/HU183156B/hu unknown
-
1987
- 1987-02-17 SG SG143/87A patent/SG14387G/en unknown
- 1987-06-18 HK HK473/87A patent/HK47387A/xx unknown
- 1987-12-30 MY MY556/87A patent/MY8700556A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
NZ194102A (en) | 1983-04-12 |
DK160762C (da) | 1991-09-23 |
NO153430B (no) | 1985-12-09 |
DK264880A (da) | 1980-12-22 |
NO801866L (no) | 1980-12-22 |
SG14387G (en) | 1987-07-10 |
FI801964A (fi) | 1980-12-22 |
KR840000421B1 (ko) | 1984-04-02 |
CY1357A (en) | 1987-08-07 |
DE3068673D1 (en) | 1984-08-30 |
CA1148159A (en) | 1983-06-14 |
FI68827B (fi) | 1985-07-31 |
EP0022078A1 (de) | 1981-01-07 |
GR69282B (sv) | 1982-05-13 |
ATE8629T1 (de) | 1984-08-15 |
ZA803714B (en) | 1981-06-24 |
DK160762B (da) | 1991-04-15 |
JPS5618980A (en) | 1981-02-23 |
IL60357A0 (en) | 1980-09-16 |
HK47387A (en) | 1987-06-26 |
IE801279L (en) | 1980-12-21 |
MY8700556A (en) | 1987-12-31 |
JPH039114B2 (sv) | 1991-02-07 |
DD151754A5 (de) | 1981-11-04 |
AU538890B2 (en) | 1984-08-30 |
EP0022078B1 (de) | 1984-07-25 |
PT71420A (en) | 1980-07-01 |
NO153430C (no) | 1986-03-19 |
HU183156B (en) | 1984-04-28 |
IL60357A (en) | 1984-05-31 |
KR830002763A (ko) | 1983-05-30 |
AU5945580A (en) | 1981-01-08 |
IE49993B1 (en) | 1986-01-22 |
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