CH620925A5 - - Google Patents
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- Publication number
- CH620925A5 CH620925A5 CH199377A CH199377A CH620925A5 CH 620925 A5 CH620925 A5 CH 620925A5 CH 199377 A CH199377 A CH 199377A CH 199377 A CH199377 A CH 199377A CH 620925 A5 CH620925 A5 CH 620925A5
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- formula
- piperazinyl
- dimethoxyquinazoline
- piperazine
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 11
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 239000003125 aqueous solvent Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- -1 2,4,6,7-tetrasubstituted quinazolines Chemical class 0.000 description 21
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- PBMXOVSEHBQTLI-UHFFFAOYSA-N [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-cycloheptylmethanone;hydrochloride Chemical compound Cl.N=1C(N)=C2C=C(OC)C(OC)=CC2=NC=1N(CC1)CCN1C(=O)C1CCCCCC1 PBMXOVSEHBQTLI-UHFFFAOYSA-N 0.000 description 2
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- FKHMNODTEFBVPC-UHFFFAOYSA-N cyclobutyl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CCC1 FKHMNODTEFBVPC-UHFFFAOYSA-N 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- RMIBQGNVCCOQQO-UHFFFAOYSA-N cycloheptyl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CCCCCC1 RMIBQGNVCCOQQO-UHFFFAOYSA-N 0.000 description 1
- WKLPKXATXOPSKH-UHFFFAOYSA-N cyclohex-3-en-1-yl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CCC=CC1 WKLPKXATXOPSKH-UHFFFAOYSA-N 0.000 description 1
- YNEOVTHPUUPULA-UHFFFAOYSA-N cyclohexen-1-yl(piperazin-1-yl)methanone Chemical compound C=1CCCCC=1C(=O)N1CCNCC1 YNEOVTHPUUPULA-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- YXBPNQNZBVOERG-UHFFFAOYSA-N cyclooctyl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CCCCCCC1 YXBPNQNZBVOERG-UHFFFAOYSA-N 0.000 description 1
- FUEQFFCZAGYXHW-UHFFFAOYSA-N cyclopent-2-en-1-yl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CCC=C1 FUEQFFCZAGYXHW-UHFFFAOYSA-N 0.000 description 1
- BQKUNHBVCSMMBB-UHFFFAOYSA-N cyclopent-3-en-1-yl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CC=CC1 BQKUNHBVCSMMBB-UHFFFAOYSA-N 0.000 description 1
- OQCVPEIHYUPZCC-UHFFFAOYSA-N cyclopenten-1-yl(piperazin-1-yl)methanone Chemical compound C=1CCCC=1C(=O)N1CCNCC1 OQCVPEIHYUPZCC-UHFFFAOYSA-N 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- VMRPBDVKSOCEOM-UHFFFAOYSA-N cyclopentyl-[4-(4-hydrazinyl-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]methanone;hydrochloride Chemical compound Cl.N=1C(NN)=C2C=C(OC)C(OC)=CC2=NC=1N(CC1)CCN1C(=O)C1CCCC1 VMRPBDVKSOCEOM-UHFFFAOYSA-N 0.000 description 1
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- KIALFUYSJAAJSU-UHFFFAOYSA-N cyclopropyl(piperazin-1-yl)methanone Chemical compound C1CNCCN1C(=O)C1CC1 KIALFUYSJAAJSU-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- 229940043351 ethyl-p-hydroxybenzoate Drugs 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 210000005095 gastrointestinal system Anatomy 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 230000000004 hemodynamic effect Effects 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 239000007972 injectable composition Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 description 1
- 229960001802 phenylephrine Drugs 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000011514 reflex Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/659,059 US4060615A (en) | 1976-02-18 | 1976-02-18 | 2-Piperazinyl-6,7-dimethoxyquinazolines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH620925A5 true CH620925A5 (zh) | 1980-12-31 |
Family
ID=24643862
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199377A CH620925A5 (zh) | 1976-02-18 | 1977-02-17 | |
| CH88580A CH623051A5 (zh) | 1976-02-18 | 1980-02-04 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH88580A CH623051A5 (zh) | 1976-02-18 | 1980-02-04 |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4060615A (zh) |
| JP (1) | JPS52100479A (zh) |
| AU (1) | AU505080B2 (zh) |
| BE (1) | BE851447A (zh) |
| CA (1) | CA1090803A (zh) |
| CH (2) | CH620925A5 (zh) |
| CY (1) | CY1155A (zh) |
| DE (1) | DE2707068A1 (zh) |
| DK (1) | DK144010C (zh) |
| FI (1) | FI64586C (zh) |
| FR (1) | FR2341576A1 (zh) |
| GB (1) | GB1545697A (zh) |
| HK (1) | HK32682A (zh) |
| IE (1) | IE44613B1 (zh) |
| KE (1) | KE3221A (zh) |
| LU (1) | LU76779A1 (zh) |
| MY (1) | MY8300172A (zh) |
| NL (1) | NL7701584A (zh) |
| SE (1) | SE431753B (zh) |
| SG (1) | SG30882G (zh) |
| YU (4) | YU42577A (zh) |
| ZA (1) | ZA77587B (zh) |
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| US4426382A (en) * | 1980-02-13 | 1984-01-17 | Sankyo Company Limited | 4-Amino-6,7-dimethoxy-2-piperazinylquinazoline derivatives, their preparation and use |
| US4377581A (en) * | 1980-03-03 | 1983-03-22 | Pfizer Inc. | Chloro- and alkoxy-substituted-2,4-diaminoquinazolines |
| US4351940A (en) * | 1980-03-03 | 1982-09-28 | Pfizer Inc. | Chloro- and alkoxy-substituted-2-chloro-4-aminodquinazolines |
| US4367335A (en) * | 1981-08-03 | 1983-01-04 | Mead Johnson & Company | Thiazolidinylalkylene piperazine derivatives |
| DE3304292A1 (de) * | 1982-10-11 | 1984-04-12 | Brown, Boveri & Cie Ag, 6800 Mannheim | Verfahren und vorrichtung zum ausregeln von netzfrequenzeinbruechen bei einem gleitdruckbetriebenen dampfkraftwerkblock |
| DE3346675A1 (de) * | 1983-12-23 | 1985-07-04 | Beiersdorf Ag, 2000 Hamburg | Substituierte 1-(4-amino-6,7-dialkoxy-chinazolinyl)-4- cyclohexenyl-derivate des piperazins und homopiperazins, verfahren zu ihrer herstellung und ihre verwendung sowie diese verbindungen enthaltende zubereitungen und zwischenprodukte |
| AT384218B (de) * | 1985-12-04 | 1987-10-12 | Gerot Pharmazeutika | Verfahren zur herstellung von neuen chinazolin-derivaten |
| JP2657760B2 (ja) * | 1992-07-15 | 1997-09-24 | 小野薬品工業株式会社 | ４−アミノキナゾリン誘導体およびそれを含有する医薬品 |
| CA2077252C (en) * | 1992-08-31 | 2001-04-10 | Khashayar Karimian | Methods of making ureas and guanidines, and intermediates therefor |
| US20060222647A1 (en) * | 1993-05-27 | 2006-10-05 | Beavo Joseph A | Methods and compositions for modulating the activity of PDE5 |
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| US9409886B2 (en) | 2007-07-05 | 2016-08-09 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| KR20150091196A (ko) * | 2007-07-05 | 2015-08-07 | 어레이 바이오파마 인크. | Ａｋｔ 단백질 키나제 억제제로서의 피리미딜 시클로펜탄 |
| US8846683B2 (en) | 2007-07-05 | 2014-09-30 | Array Biopharma, Inc. | Pyrimidyl cyclopentanes as Akt protein kinase inhibitors |
| CN101932564B (zh) * | 2008-01-09 | 2012-12-26 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的羟基化嘧啶基环戊烷类 |
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| CA2718412A1 (en) * | 2008-03-24 | 2009-10-01 | Celgene Corporation | Treatment of psoriasis or psoriatic arthritis using cyclopropyl-n-{2-{(1s)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-3-oxoisoindoline-4-yl}carboxamide |
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| CN103635192B (zh) | 2011-04-01 | 2017-07-04 | 基因泰克公司 | Akt抑制剂化合物和化疗剂的组合以及使用方法 |
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| WO2019010180A1 (en) * | 2017-07-06 | 2019-01-10 | Case Western Reserve University | PEPTIDE AND SMALL MOLECULE AGONISTS OF EPHA AND USES THEREOF |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3511836A (en) * | 1967-12-13 | 1970-05-12 | Pfizer & Co C | 2,4,6,7-tetra substituted quinazolines |
| US3669968A (en) * | 1970-05-21 | 1972-06-13 | Pfizer | Trialkoxy quinazolines |
| JPS536156B2 (zh) * | 1972-10-30 | 1978-03-04 | ||
| US3935213A (en) * | 1973-12-05 | 1976-01-27 | Pfizer Inc. | Process for hypotensive 4-amino-2-(piperazin-1-yl) quinazoline derivatives |
-
1976
- 1976-02-18 US US05/659,059 patent/US4060615A/en not_active Expired - Lifetime
-
1977
- 1977-01-20 CA CA270,098A patent/CA1090803A/en not_active Expired
- 1977-02-02 ZA ZA770587A patent/ZA77587B/xx unknown
- 1977-02-03 AU AU21897/77A patent/AU505080B2/en not_active Expired
- 1977-02-15 NL NL7701584A patent/NL7701584A/xx not_active Application Discontinuation
- 1977-02-15 FI FI770486A patent/FI64586C/fi not_active IP Right Cessation
- 1977-02-15 DK DK65077A patent/DK144010C/da not_active IP Right Cessation
- 1977-02-15 BE BE174951A patent/BE851447A/xx not_active IP Right Cessation
- 1977-02-16 SE SE7701731A patent/SE431753B/xx unknown
- 1977-02-16 LU LU76779A patent/LU76779A1/xx unknown
- 1977-02-16 JP JP1511077A patent/JPS52100479A/ja active Pending
- 1977-02-16 FR FR7704348A patent/FR2341576A1/fr active Granted
- 1977-02-17 YU YU00425/77A patent/YU42577A/xx unknown
- 1977-02-17 GB GB6703/77A patent/GB1545697A/en not_active Expired
- 1977-02-17 CH CH199377A patent/CH620925A5/fr not_active IP Right Cessation
- 1977-02-17 IE IE337/77A patent/IE44613B1/en unknown
- 1977-02-17 CY CY1155A patent/CY1155A/xx unknown
- 1977-02-18 DE DE19772707068 patent/DE2707068A1/de not_active Withdrawn
-
1980
- 1980-02-04 CH CH88580A patent/CH623051A5/fr not_active IP Right Cessation
-
1982
- 1982-07-06 SG SG308/82A patent/SG30882G/en unknown
- 1982-07-07 KE KE3221A patent/KE3221A/xx unknown
- 1982-07-15 HK HK326/82A patent/HK32682A/xx unknown
- 1982-07-28 YU YU01654/82A patent/YU165482A/xx unknown
- 1982-07-28 YU YU1653/82A patent/YU40622B/xx unknown
- 1982-07-28 YU YU01652/82A patent/YU165282A/xx unknown
-
1983
- 1983-12-30 MY MY172/83A patent/MY8300172A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KE3221A (en) | 1982-08-13 |
| DK144010C (da) | 1982-04-26 |
| DK65077A (da) | 1977-08-19 |
| DK144010B (da) | 1981-11-16 |
| IE44613B1 (en) | 1982-01-27 |
| ZA77587B (en) | 1977-12-28 |
| YU165482A (en) | 1982-10-31 |
| SE431753B (sv) | 1984-02-27 |
| CH623051A5 (zh) | 1981-05-15 |
| LU76779A1 (zh) | 1977-08-19 |
| US4060615A (en) | 1977-11-29 |
| IE44613L (en) | 1977-08-18 |
| YU42577A (en) | 1982-10-31 |
| CY1155A (en) | 1983-01-28 |
| NL7701584A (nl) | 1977-08-22 |
| JPS52100479A (en) | 1977-08-23 |
| HK32682A (en) | 1982-07-23 |
| SE7701731L (sv) | 1977-08-19 |
| FR2341576A1 (fr) | 1977-09-16 |
| BE851447A (fr) | 1977-08-16 |
| MY8300172A (en) | 1983-12-31 |
| CA1090803A (en) | 1980-12-02 |
| AU2189777A (en) | 1978-08-10 |
| FI64586B (fi) | 1983-08-31 |
| SG30882G (en) | 1983-07-08 |
| YU40622B (en) | 1986-02-28 |
| FR2341576B1 (zh) | 1979-01-19 |
| DE2707068A1 (de) | 1977-09-01 |
| YU165382A (en) | 1982-10-31 |
| YU165282A (en) | 1982-10-31 |
| GB1545697A (en) | 1979-05-10 |
| FI64586C (fi) | 1983-12-12 |
| AU505080B2 (en) | 1979-11-08 |
| FI770486A (zh) | 1977-08-19 |
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| PL | Patent ceased |