NO813326L - Analogifremgangsmaate for fremstilling av farmasoeytisk aktive pyrimidonderivater. - Google Patents
Analogifremgangsmaate for fremstilling av farmasoeytisk aktive pyrimidonderivater.Info
- Publication number
- NO813326L NO813326L NO813326A NO813326A NO813326L NO 813326 L NO813326 L NO 813326L NO 813326 A NO813326 A NO 813326A NO 813326 A NO813326 A NO 813326A NO 813326 L NO813326 L NO 813326L
- Authority
- NO
- Norway
- Prior art keywords
- pyridyl
- formula
- dimethylaminomethyl
- group
- pyrimidone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 title claims description 12
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical class OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 59
- -1 nitroamino Chemical group 0.000 claims description 51
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- FLDCYXOIVORVJI-UHFFFAOYSA-N 2-[[4-[(dimethylamino)methyl]pyridin-2-yl]methylsulfanyl]ethanamine Chemical compound CN(C)CC1=CC=NC(CSCCN)=C1 FLDCYXOIVORVJI-UHFFFAOYSA-N 0.000 claims description 10
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 10
- 150000001412 amines Chemical class 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 229910052717 sulfur Chemical group 0.000 claims description 6
- 239000011593 sulfur Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 150000003573 thiols Chemical class 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- GXOLLTTXFMGTHF-UHFFFAOYSA-N 2-[2-[[4-[(dimethylamino)methyl]pyridin-2-yl]methylsulfanyl]ethylamino]-5-[(6-methylpyridin-3-yl)methyl]-1h-pyrimidin-6-one Chemical compound CN(C)CC1=CC=NC(CSCCNC=2NC(=O)C(CC=3C=NC(C)=CC=3)=CN=2)=C1 GXOLLTTXFMGTHF-UHFFFAOYSA-N 0.000 claims description 4
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 4
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005864 Sulphur Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- KWBSLRQDOHBJPQ-UHFFFAOYSA-N n-[5-[(6-methylpyridin-3-yl)methyl]-6-oxo-1h-pyrimidin-2-yl]nitramide Chemical compound C1=NC(C)=CC=C1CC1=CN=C(N[N+]([O-])=O)NC1=O KWBSLRQDOHBJPQ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000006239 protecting group Chemical group 0.000 claims description 4
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Chemical group 0.000 claims description 3
- 239000001301 oxygen Chemical group 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- UQGQVSVQNBXMBA-UHFFFAOYSA-N 2-[2-[[4-[(dimethylamino)methyl]pyridin-2-yl]methylsulfanyl]ethylamino]-5-[(5,6-dimethylpyridin-3-yl)methyl]-1h-pyrimidin-6-one Chemical compound CN(C)CC1=CC=NC(CSCCNC=2NC(=O)C(CC=3C=C(C)C(C)=NC=3)=CN=2)=C1 UQGQVSVQNBXMBA-UHFFFAOYSA-N 0.000 claims description 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 2
- 125000004633 N-oxo-pyridyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- IIQFIDKGTDXLBU-UHFFFAOYSA-N benzyl thiohypochlorite Chemical compound ClSCC1=CC=CC=C1 IIQFIDKGTDXLBU-UHFFFAOYSA-N 0.000 claims description 2
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
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- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- WCCXSTMOFAXKAF-UHFFFAOYSA-N n-[5-[(5,6-dimethylpyridin-3-yl)methyl]-6-oxo-1h-pyrimidin-2-yl]nitramide Chemical compound N1=C(C)C(C)=CC(CC=2C(NC(N[N+]([O-])=O)=NC=2)=O)=C1 WCCXSTMOFAXKAF-UHFFFAOYSA-N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 150000003141 primary amines Chemical class 0.000 claims description 2
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- 125000000335 thiazolyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 1
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- 125000001544 thienyl group Chemical group 0.000 claims 1
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- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 9
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Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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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)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Steroid Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8031685 | 1980-10-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO813326L true NO813326L (no) | 1982-04-02 |
Family
ID=10516418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO813326A NO813326L (no) | 1980-10-01 | 1981-09-30 | Analogifremgangsmaate for fremstilling av farmasoeytisk aktive pyrimidonderivater. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4385058A (de) |
| EP (1) | EP0049173B1 (de) |
| JP (1) | JPS5791986A (de) |
| KR (1) | KR830007630A (de) |
| AT (1) | ATA420581A (de) |
| AU (1) | AU547215B2 (de) |
| CA (1) | CA1170261A (de) |
| DD (1) | DD200469A5 (de) |
| DE (1) | DE3171234D1 (de) |
| DK (1) | DK435681A (de) |
| ES (1) | ES505898A0 (de) |
| FI (1) | FI813054L (de) |
| GR (1) | GR75783B (de) |
| IL (1) | IL63913A0 (de) |
| NO (1) | NO813326L (de) |
| PH (2) | PH17950A (de) |
| PL (1) | PL233256A1 (de) |
| PT (1) | PT73691B (de) |
| RO (1) | RO82214A (de) |
| YU (1) | YU236881A (de) |
| ZA (1) | ZA816794B (de) |
| ZW (1) | ZW21281A1 (de) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT74865B (en) * | 1981-05-27 | 1983-12-07 | Smithkline Beckman Corp | Process of preparing a 2-(pyridylbutylamino)-pyrimidone and of its pharmaceutically acceptable salts |
| ZA823149B (en) * | 1981-05-27 | 1983-03-30 | Smithkline Beckman Corp | Chemical process |
| US4808589A (en) * | 1982-02-20 | 1989-02-28 | Smith Kline & French Laboratories Limited | Pyrimidone derivatives |
| EP0089153B1 (de) * | 1982-03-17 | 1986-09-24 | Smith Kline & French Laboratories Limited | Pyridin-Derivate |
| ATE21901T1 (de) * | 1982-07-30 | 1986-09-15 | Smith Kline French Lab | Aminopyrimidinone und ihre herstellung. |
| PT77287B (en) * | 1982-10-01 | 1986-02-04 | Smith Kline French Lab | Compound |
| AU1956283A (en) * | 1982-10-02 | 1984-04-05 | Smith Kline & French Laboratories Limited | 1-(3-(4-(substited aminomethyl)pyrid-2-yl-oxy)-prop-1-yl- amino) - 2-aminocyclobut-i-ene-3,4-diones |
| PT77623B (en) * | 1982-11-25 | 1986-03-19 | Smith Kline French Lab | Process for the preparation of a small class of histamine h2-antagonists |
| JO1274B1 (en) * | 1982-12-03 | 1985-04-20 | سيدني ساخ جورج | Pyridine derivatives |
| EP0112707B1 (de) * | 1982-12-23 | 1987-11-04 | Smith Kline & French Laboratories Limited | Aminopyrimidinon-Derivate als Histamin-H1-Antagonisten |
| PT77856B (en) * | 1982-12-23 | 1986-04-16 | Smith Kline French Lab | Pyridine derivatives |
| GB8311443D0 (en) * | 1983-04-27 | 1983-06-02 | Smith Kline French Lab | Chemical compounds |
| GB8318638D0 (en) * | 1983-07-09 | 1983-08-10 | Smith Kline French Lab | Chemical compounds |
| GB8319874D0 (en) * | 1983-07-23 | 1983-08-24 | Smith Kline French Lab | Compounds |
| GB8320505D0 (en) * | 1983-07-29 | 1983-09-01 | Smith Kline French Lab | Chemical compounds |
| US4772704A (en) * | 1983-09-21 | 1988-09-20 | Bristol-Myers Company | 2,5-disubstituted-4(3H)-pyrimidones having histamine H2 -receptor antagonist activity |
| GB8332091D0 (en) * | 1983-12-01 | 1984-01-11 | Smith Kline French Lab | Chemical compounds |
| GB8421427D0 (en) * | 1984-08-23 | 1984-09-26 | Smith Kline French Lab | Chemical compounds |
| CA1275097A (en) * | 1984-10-02 | 1990-10-09 | Fujio Nohara | Pyridyloxy derivatives |
| GB8601816D0 (en) * | 1986-01-25 | 1986-02-26 | Smith Kline French Lab | Pyridine derivatives |
| US4931452A (en) * | 1987-11-10 | 1990-06-05 | The Dow Chemical Company | N-cyanomethyl-2-pyridinone insecticides |
| JP2807577B2 (ja) * | 1990-06-15 | 1998-10-08 | エーザイ株式会社 | 環状アミド誘導体 |
| WO2022034121A1 (en) | 2020-08-11 | 2022-02-17 | Université De Strasbourg | H2 blockers targeting liver macrophages for the prevention and treatment of liver disease and cancer |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1419994A (en) * | 1973-05-03 | 1976-01-07 | Smith Kline French Lab | Heterocyclicalkylaminotheterocyclic compounds methods for their preparation and compositions comprising them |
| IN146736B (de) * | 1975-10-02 | 1979-08-25 | Smith Kline French Lab | |
| US4218452A (en) * | 1975-10-02 | 1980-08-19 | Smith Kline & French Laboratories Limited | Substituted 4-pyrimidone compounds, compositions and methods of use |
| US4145546A (en) * | 1975-10-02 | 1979-03-20 | Smith Kline & French Laboratories Limited | 4-Pyrimidone compounds |
| US4154834A (en) * | 1975-12-29 | 1979-05-15 | Smith Kline & French Laboratories Limited | Substituted isocytosines having histamine H2 -antagonist activity |
| MW5076A1 (en) * | 1975-12-29 | 1978-02-08 | Smith Kline French Lab | Pharmacologicalle active compounds |
| IN151188B (de) * | 1978-02-13 | 1983-03-05 | Smith Kline French Lab | |
| US4227000A (en) * | 1978-04-11 | 1980-10-07 | Smith Kline & French Laboratories Limited | Intermediates in the process for making histamine antagonists |
| ZA792608B (en) * | 1978-05-30 | 1980-06-25 | Smith Kline French Lab | Nitro compounds |
| ZA793443B (en) * | 1978-07-26 | 1980-12-31 | Glaxo Group Ltd | Heterocyclic derivatives |
| US4250316A (en) * | 1978-11-24 | 1981-02-10 | Bristol-Myers Company | Pyridyl guanidine anti-ulcer agents |
| US4255428A (en) * | 1979-03-24 | 1981-03-10 | Smith Kline & French Laboratories Limited | 5-(Hydroxypyridylalkyl)-4-pyrimidones |
| CA1140129A (en) * | 1979-08-21 | 1983-01-25 | Ronald J. King | 4-pyrimidone derivatives |
-
1981
- 1981-08-28 ZW ZW212/81A patent/ZW21281A1/xx unknown
- 1981-09-16 US US06/302,941 patent/US4385058A/en not_active Expired - Fee Related
- 1981-09-17 PT PT73691A patent/PT73691B/pt unknown
- 1981-09-22 IL IL63913A patent/IL63913A0/xx unknown
- 1981-09-26 RO RO81105409A patent/RO82214A/ro unknown
- 1981-09-30 PH PH26291A patent/PH17950A/en unknown
- 1981-09-30 ES ES505898A patent/ES505898A0/es active Granted
- 1981-09-30 CA CA000386988A patent/CA1170261A/en not_active Expired
- 1981-09-30 JP JP56156896A patent/JPS5791986A/ja active Granted
- 1981-09-30 GR GR66162A patent/GR75783B/el unknown
- 1981-09-30 KR KR1019810003735A patent/KR830007630A/ko unknown
- 1981-09-30 PH PH26291A patent/PH17948A/en unknown
- 1981-09-30 PL PL23325681A patent/PL233256A1/xx unknown
- 1981-09-30 NO NO813326A patent/NO813326L/no unknown
- 1981-10-01 FI FI810354A patent/FI813054L/fi not_active Application Discontinuation
- 1981-10-01 DE DE8181304540T patent/DE3171234D1/de not_active Expired
- 1981-10-01 EP EP81304540A patent/EP0049173B1/de not_active Expired
- 1981-10-01 DD DD81233796A patent/DD200469A5/de unknown
- 1981-10-01 ZA ZA816794A patent/ZA816794B/xx unknown
- 1981-10-01 AT AT0420581A patent/ATA420581A/de not_active Application Discontinuation
- 1981-10-01 DK DK435681A patent/DK435681A/da not_active Application Discontinuation
- 1981-10-01 AU AU75951/81A patent/AU547215B2/en not_active Ceased
- 1981-10-01 YU YU02368/81A patent/YU236881A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES8301966A1 (es) | 1983-01-01 |
| EP0049173B1 (de) | 1985-07-03 |
| ZA816794B (en) | 1982-10-27 |
| PH17948A (en) | 1985-02-11 |
| RO82214A (ro) | 1983-07-07 |
| DE3171234D1 (en) | 1985-08-08 |
| ZW21281A1 (en) | 1981-11-18 |
| KR830007630A (ko) | 1983-11-04 |
| ATA420581A (de) | 1985-03-15 |
| GR75783B (de) | 1984-08-02 |
| PL233256A1 (de) | 1982-11-08 |
| US4385058A (en) | 1983-05-24 |
| FI813054L (fi) | 1982-04-02 |
| JPS6328069B2 (de) | 1988-06-07 |
| YU236881A (en) | 1984-02-29 |
| PT73691B (en) | 1982-12-10 |
| DK435681A (da) | 1982-04-02 |
| CA1170261A (en) | 1984-07-03 |
| ES505898A0 (es) | 1983-01-01 |
| EP0049173A3 (en) | 1982-06-30 |
| RO82214B (ro) | 1983-06-30 |
| EP0049173A2 (de) | 1982-04-07 |
| AU7595181A (en) | 1982-04-08 |
| DD200469A5 (de) | 1983-05-04 |
| AU547215B2 (en) | 1985-10-10 |
| PT73691A (en) | 1981-10-01 |
| JPS5791986A (en) | 1982-06-08 |
| IL63913A0 (en) | 1981-12-31 |
| PH17950A (en) | 1985-02-11 |
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