LV10023B - Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant - Google Patents
Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant Download PDFInfo
- Publication number
- LV10023B LV10023B LVP-92-391A LV920391A LV10023B LV 10023 B LV10023 B LV 10023B LV 920391 A LV920391 A LV 920391A LV 10023 B LV10023 B LV 10023B
- Authority
- LV
- Latvia
- Prior art keywords
- isomer
- compound
- formula
- cont
- triazole
- Prior art date
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- 239000008117 stearic acid Substances 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- LWHIYPYQKDPFBK-UHFFFAOYSA-L zinc;n,n-dimethylcarbamothioate Chemical compound [Zn+2].CN(C)C([O-])=S.CN(C)C([O-])=S LWHIYPYQKDPFBK-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- C07D231/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3287679A JPS55124771A (en) | 1979-03-20 | 1979-03-20 | Triazole-based geometrical isomerism compound or its salt, its preparation, and fungicide for agriculture and gardening comprising it as active ingredient |
JP4165979A JPS55147265A (en) | 1979-04-05 | 1979-04-05 | Triazole geometrical isomer compound and its preparation |
JP10054779A JPS5625105A (en) | 1979-08-06 | 1979-08-06 | Plant growth regulator and herbicide containing geometrical isomer of triazole compound or its salt as effective component |
JP11657679A JPS5640671A (en) | 1979-09-10 | 1979-09-10 | Triazole compound or its salt, its preparation and agricultural and horticultural germicide, herbicide and plant growth regulator containing the same as active constituent |
JP12236679A JPS5645462A (en) | 1979-09-21 | 1979-09-21 | Triazole compound and its preparation |
JP12348579A JPS5646869A (en) | 1979-09-25 | 1979-09-25 | Geometrical isomer of triazole compound or its salt, its preparation, and agricultural and horticultural fungicide, plant growth regulating agent, and herbicide containing the same as effective component |
JP12457179A JPS5646870A (en) | 1979-09-26 | 1979-09-26 | Geometrical isomer of triazole compound and its preparation |
JP1056880A JPS56108773A (en) | 1980-01-30 | 1980-01-30 | Triazole compound and its salt, their preparation, and fungicide, herbicide, and plant growth regulating agent containing said compound as effective component |
Publications (2)
Publication Number | Publication Date |
---|---|
LV10023A LV10023A (lv) | 1994-05-10 |
LV10023B true LV10023B (en) | 1995-02-20 |
Family
ID=27571676
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
LVP-92-391A LV10023B (en) | 1979-03-20 | 1992-12-22 | Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant |
Country Status (19)
Country | Link |
---|---|
US (2) | US4554007A (cs) |
AR (1) | AR226305A1 (cs) |
AU (1) | AU536825B2 (cs) |
BR (1) | BR8001617A (cs) |
CA (1) | CA1154449A (cs) |
CH (1) | CH644851A5 (cs) |
DE (1) | DE3010560A1 (cs) |
DK (1) | DK157811C (cs) |
FR (1) | FR2460939B1 (cs) |
GB (1) | GB2046260B (cs) |
HU (1) | HU186281B (cs) |
IL (1) | IL59671A (cs) |
IT (1) | IT1143014B (cs) |
LV (1) | LV10023B (cs) |
MY (1) | MY8700898A (cs) |
NL (1) | NL192791C (cs) |
NZ (1) | NZ193168A (cs) |
PL (1) | PL123010B1 (cs) |
YU (1) | YU42969B (cs) |
Families Citing this family (42)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3172327D1 (en) * | 1980-07-03 | 1985-10-24 | Bayer Ag | Halogenated triazolylvinyl-keto and carbinol derivatives, process for their preparation and their use as fungicides and plant growth regulators |
DE3170703D1 (en) * | 1980-07-25 | 1985-07-04 | Bayer Ag | Triazolylpropenol derivatives, process for their preparation as well as their use as fungicides and plant growth regulators |
DE3044801A1 (de) * | 1980-11-28 | 1982-07-01 | Bayer Ag, 5090 Leverkusen | Antimikrobielle mittel |
DE3044802A1 (de) * | 1980-11-28 | 1982-07-01 | Bayer Ag, 5090 Leverkusen | Substituierte 1-phenyl-2-triazolyl-1-penten-3-ole, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide |
AU544099B2 (en) * | 1980-12-15 | 1985-05-16 | Sumitomo Chemical Company, Limited | Triazolylpentenols |
EP0175278A3 (en) * | 1980-12-15 | 1986-12-30 | Sumitomo Chemical Company, Limited | Optical isomer of triazolylpentenols, and their production and use as fungicide herbicide and/or plant growth regulant |
EP0121284B1 (en) * | 1980-12-15 | 1992-03-11 | Sumitomo Chemical Company, Limited | (+)-triazolylpentenol derivative, its production and use as herbicide and/or plant growth regulant |
JPS57154172A (en) * | 1981-03-16 | 1982-09-22 | Sumitomo Chem Co Ltd | Preparation of triazolylvinyl ketone type geometrical isomer |
DE3145857A1 (de) * | 1981-11-19 | 1983-05-26 | Bayer Ag, 5090 Leverkusen | Alkylcyloalkyl-triazolylmethyl-ketone und verfahreen zu ihrer herstellung |
DE3148742A1 (de) * | 1981-12-04 | 1983-06-09 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Azolyl-penten-derivate, verfahren zur herstellung dieser verbindungen sowie diese enthaltende biozide mittel |
DE3208142A1 (de) * | 1982-03-06 | 1983-09-08 | Bayer Ag, 5090 Leverkusen | Fungizide mittel |
JPS58183602A (ja) * | 1982-04-20 | 1983-10-26 | Sumitomo Chem Co Ltd | 農園芸用殺菌組成物 |
PH18026A (en) * | 1982-04-22 | 1985-03-03 | Sumitomo Chemical Co | A fungicidal composition |
AU554648B2 (en) * | 1982-05-27 | 1986-08-28 | Sumitomo Chemical Company, Limited | Fungicidal composition comprising |
DE3231205A1 (de) * | 1982-08-21 | 1984-03-01 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von e-isomeren von 1-cyclohexyl-2-(1,2,4-triazol-1-yl)-1-penten-3-on-derivaten |
US5041651A (en) * | 1983-04-04 | 1991-08-20 | Sumitomo Chemical Company, Limited | Asymmetrically modified boron hydride type compound and a method for producing an optically active alcohol derivative by the use thereof |
EP0142566B1 (en) * | 1983-04-04 | 1989-08-23 | Sumitomo Chemical Company, Limited | Asymmetrically modified boron hydride compounds, process for its preparation, and process for preparing optically active alcohol derivative using same |
JPS59204105A (ja) * | 1983-05-02 | 1984-11-19 | Sumitomo Chem Co Ltd | 植物成長抑制剤組成物 |
AU563477B2 (en) * | 1983-05-06 | 1987-07-09 | Sumitomo Chemical Company, Limited | Plant growth regulator |
CA1249832A (en) * | 1984-02-03 | 1989-02-07 | Shionogi & Co., Ltd. | Azolyl cycloalkanol derivatives and agricultural fungicides |
HU196765B (en) * | 1984-04-03 | 1989-01-30 | Sumitomo Chemical Co | Process for production of optically active betha, gammaunsaturated alcohols |
JPS6118790A (ja) * | 1984-07-05 | 1986-01-27 | Sumitomo Chem Co Ltd | 光学活性ボラン錯体およびその製造法 |
EP0188933B2 (en) * | 1984-12-14 | 1996-01-31 | Sumitomo Chemical Company, Limited | Method for regulating the growth of tulip |
FR2584892A1 (fr) * | 1985-07-18 | 1987-01-23 | Rhone Poulenc Agrochimie | Procede de regulation de croissance des plantes de colza |
JPS62226966A (ja) * | 1986-03-28 | 1987-10-05 | Sumitomo Chem Co Ltd | トリアゾ−ル誘導体のe−異性体の製造方法 |
AU604499B2 (en) * | 1986-09-25 | 1990-12-20 | Sumitomo Chemical Company, Limited | Seed disinfectant composition |
US4940722A (en) * | 1986-12-10 | 1990-07-10 | Sumitomo Chemical Companmy, Limited | Seed disinfectant composition |
JP3069665B2 (ja) * | 1990-03-15 | 2000-07-24 | 住友化学工業株式会社 | 農業用粒状水和剤組成物 |
AU648427B2 (en) * | 1991-09-13 | 1994-04-21 | Sumitomo Chemical Company, Limited | Wood preservatives |
DE69323615T2 (de) * | 1992-08-07 | 1999-06-17 | Dow Agrosciences Llc, Indianapolis, Ind. | Verfahren zur kontrolle von baumwuchs |
JP3586895B2 (ja) * | 1994-08-24 | 2004-11-10 | 住友化学工業株式会社 | ダイズの増収方法 |
CN1074250C (zh) * | 1999-03-17 | 2001-11-07 | 李卫国 | 烯唑醇乳液防治香蕉叶斑病的应用 |
CN102123587B (zh) * | 2008-05-13 | 2014-07-30 | 克斯莫石油株式会社 | 草坪草的品质提高剂 |
WO2011136285A1 (ja) * | 2010-04-27 | 2011-11-03 | 日本製紙株式会社 | 細胞分化促進剤およびその用途 |
AU2011349461A1 (en) | 2010-12-21 | 2013-06-27 | Bayer Cropscience Lp | Sandpaper mutants of Bacillus and methods of their use to enhance plant growth, promote plant health and control diseases and pests |
BR112014005654A2 (pt) | 2011-09-12 | 2017-03-28 | Bayer Cropscience Lp | métodos para melhorar a saúde e promover o crescimento de uma planta e/ou de melhorar o amadurecimento da fruta |
CN103980213B (zh) * | 2013-01-08 | 2016-04-27 | 河南师范大学 | 具有抑菌活性的烯唑醇-1,2,3-三氮唑类化合物及其制备方法 |
CN104557888B (zh) * | 2015-01-23 | 2017-02-15 | 邵阳学院 | 呋喃酚丙烯醇衍生物作为除草剂的应用 |
MD4519C1 (ro) * | 2016-12-21 | 2018-05-31 | Институт Химии Академии Наук Молдовы | Utilizare a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei în calitate de remediu antituberculos |
MD4505C1 (ro) * | 2016-12-21 | 2018-03-31 | Институт Химии Академии Наук Молдовы | Procedeu de sinteză a 3,3-dimetil-1-(1H-1,2,4-triazol-1-il)butan-2-onei |
MD4515C1 (ro) * | 2016-12-21 | 2018-04-30 | Институт Химии Академии Наук Молдовы | Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei |
CN107098865A (zh) * | 2017-06-25 | 2017-08-29 | 盐城利民农化有限公司 | 一种烯唑醇的合成工艺 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3201466A (en) * | 1963-03-08 | 1965-08-17 | Gulf Oil Corp | Substituted cyclopropanecarboxanilide herbicides |
GB1407798A (en) * | 1971-12-31 | 1975-09-24 | Boots Co Ltd | Substituted 1,2,5-triazoles |
US3830642A (en) * | 1971-04-28 | 1974-08-20 | Upjohn Co | Method for controlling weeds with 1{40 -formyl-1{40 -halobenzeneazomethanes and formulations therefor |
US3912752A (en) * | 1972-01-11 | 1975-10-14 | Bayer Ag | 1-Substituted-1,2,4-triazoles |
DE2431407C2 (de) * | 1974-06-29 | 1982-12-02 | Bayer Ag, 5090 Leverkusen | 1,2,4-Triazol-1-yl-alkanone und -alkanole, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
GB1533705A (en) * | 1975-03-10 | 1978-11-29 | Ici Ltd | Method of combating fungal infections in plants using imidazoles and 1,2,4-triazoles |
US4079143A (en) * | 1975-08-26 | 1978-03-14 | Imperial Chemical Industries Limited | Fungicidal 1H-1,2,4-triazoles |
US4086351A (en) * | 1975-10-09 | 1978-04-25 | Imperial Chemical Industries Limited | 1,2,4-Triazole-containing compounds and their use as pesticides |
GB1504352A (en) * | 1975-10-09 | 1978-03-22 | Ici Ltd | Alpha-(1,2,4-triazolyl or imidazolyl)-acetophenones and their use as pesticides |
IE43731B1 (en) * | 1975-10-09 | 1981-05-26 | Ici Ltd | A-(1,2,4-triazolyl or imidazolyl)-acetophenones and their use as pesticides |
US4009021A (en) * | 1975-10-30 | 1977-02-22 | Rohm And Haas Company | Imidazole plant growth regulators |
GB1529818A (en) * | 1975-12-03 | 1978-10-25 | Ici Ltd | 1,2,4-triazolyl alkanols and their use as pesticides |
US4073925A (en) * | 1975-12-12 | 1978-02-14 | Imperial Chemical Industries Limited | Fungicidally effective imidazoles and use thereof against fungal pests |
JPS52130661A (en) * | 1976-04-27 | 1977-11-02 | Nittetsu Mining Co Ltd | Apparatus for measuring level within tank |
ZA774497B (en) * | 1976-07-29 | 1978-06-28 | Ici Ltd | Processes and compositions for combating fungi |
IE45765B1 (en) * | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
DE2738725A1 (de) * | 1977-08-27 | 1979-03-08 | Basf Ag | Azolylalkohole |
DE2738847A1 (de) * | 1977-08-29 | 1979-03-15 | Albrecht W Gaspard | Geraet zur besseren nutzung der in beheizten raeumen nach oben steigenden waerme |
JPS6053018B2 (ja) * | 1977-09-07 | 1985-11-22 | 住友化学工業株式会社 | アゾ−ル系化合物、その製造法および該化合物からなる殺菌剤 |
DE2743767A1 (de) * | 1977-09-29 | 1979-04-12 | Bayer Ag | Diastereomere triazolyl-0,n-acetale, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
US4182862A (en) * | 1978-10-18 | 1980-01-08 | Rohm And Haas Company | Process for the preparation of 1,3-disubstituted-2-azoyl-2-propen-1-ones |
EP0015387B1 (de) * | 1979-02-16 | 1983-01-12 | Bayer Ag | 1-Vinyltriazol-Derivate, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Wachstumsregulatoren und Fungizide |
DE2920437A1 (de) * | 1979-05-19 | 1980-11-27 | Bayer Ag | Geometrische isomere von 4,4- dimethyl-1-phenyl-2-(1,2,4-triazol-1-yl)- 1-penten-3-olen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
DE2929602A1 (de) * | 1979-07-21 | 1981-02-12 | Bayer Ag | Triazolyl-alken-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
DE2944223A1 (de) * | 1979-11-02 | 1981-05-27 | Basf Ag, 6700 Ludwigshafen | Fungizide entriazole, ihre herstellung und verwendung |
DE3000643A1 (de) * | 1980-01-10 | 1981-07-16 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von azolyl-vinyl-ketonen |
-
1980
- 1980-03-13 US US06/130,108 patent/US4554007A/en not_active Expired - Lifetime
- 1980-03-18 BR BR8001617A patent/BR8001617A/pt not_active IP Right Cessation
- 1980-03-18 CA CA000347897A patent/CA1154449A/en not_active Expired
- 1980-03-18 IT IT48189/80A patent/IT1143014B/it active
- 1980-03-18 NZ NZ193168A patent/NZ193168A/xx unknown
- 1980-03-19 AR AR280359A patent/AR226305A1/es active
- 1980-03-19 PL PL1980222822A patent/PL123010B1/pl unknown
- 1980-03-19 IL IL59671A patent/IL59671A/xx unknown
- 1980-03-19 CH CH217080A patent/CH644851A5/de not_active IP Right Cessation
- 1980-03-19 DK DK118580A patent/DK157811C/da not_active IP Right Cessation
- 1980-03-19 GB GB8009190A patent/GB2046260B/en not_active Expired
- 1980-03-19 AU AU56571/80A patent/AU536825B2/en not_active Expired
- 1980-03-19 DE DE19803010560 patent/DE3010560A1/de active Granted
- 1980-03-19 HU HU80652A patent/HU186281B/hu unknown
- 1980-03-19 YU YU766/80A patent/YU42969B/xx unknown
- 1980-03-19 FR FR8006155A patent/FR2460939B1/fr not_active Expired
- 1980-03-20 NL NL8001658A patent/NL192791C/nl not_active IP Right Cessation
-
1985
- 1985-09-04 US US06/772,429 patent/US4749716A/en not_active Expired - Lifetime
-
1987
- 1987-12-30 MY MY898/87A patent/MY8700898A/xx unknown
-
1992
- 1992-12-22 LV LVP-92-391A patent/LV10023B/en unknown
Also Published As
Publication number | Publication date |
---|---|
NL192791C (nl) | 1998-02-03 |
DE3010560C2 (cs) | 1990-09-20 |
GB2046260A (en) | 1980-11-12 |
IL59671A0 (en) | 1980-06-30 |
BR8001617A (pt) | 1980-11-18 |
LV10023A (lv) | 1994-05-10 |
IL59671A (en) | 1984-02-29 |
CH644851A5 (de) | 1984-08-31 |
AR226305A1 (es) | 1982-06-30 |
NZ193168A (en) | 1983-04-12 |
US4749716A (en) | 1988-06-07 |
IT1143014B (it) | 1986-10-22 |
AU5657180A (en) | 1980-09-25 |
DK157811C (da) | 1990-08-13 |
GB2046260B (en) | 1983-12-21 |
YU76680A (en) | 1983-10-31 |
NL8001658A (nl) | 1980-09-23 |
AU536825B2 (en) | 1984-05-24 |
DK118580A (da) | 1980-09-21 |
DE3010560A1 (de) | 1980-10-02 |
HU186281B (en) | 1985-07-29 |
NL192791B (nl) | 1997-10-01 |
PL222822A1 (cs) | 1981-02-13 |
YU42969B (en) | 1989-02-28 |
FR2460939B1 (fr) | 1985-06-28 |
FR2460939A1 (fr) | 1981-01-30 |
DK157811B (da) | 1990-02-19 |
CA1154449A (en) | 1983-09-27 |
US4554007A (en) | 1985-11-19 |
PL123010B1 (en) | 1982-09-30 |
IT8048189A0 (it) | 1980-03-18 |
MY8700898A (en) | 1987-12-31 |
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