DD283761A5 - Herbizide und pflanzenwachstumsregulierende mittel - Google Patents
Herbizide und pflanzenwachstumsregulierende mittel Download PDFInfo
- Publication number
- DD283761A5 DD283761A5 DD89327358A DD32735889A DD283761A5 DD 283761 A5 DD283761 A5 DD 283761A5 DD 89327358 A DD89327358 A DD 89327358A DD 32735889 A DD32735889 A DD 32735889A DD 283761 A5 DD283761 A5 DD 283761A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- och
- alkyl
- alkoxy
- formula
- halogen
- Prior art date
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- 239000003795 chemical substances by application Substances 0.000 title claims description 9
- 239000004009 herbicide Substances 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 44
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
- -1 tetrahydrofurfuryl Chemical group 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 7
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 14
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 8
- 239000002689 soil Substances 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 5
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 4
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 3
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 3
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 3
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 2
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- 230000002152 alkylating effect Effects 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000005648 plant growth regulator Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 2
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 claims 1
- 230000026267 regulation of growth Effects 0.000 claims 1
- 230000002363 herbicidal effect Effects 0.000 abstract description 16
- 230000008635 plant growth Effects 0.000 abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 abstract description 2
- 230000001105 regulatory effect Effects 0.000 abstract description 2
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- 241000196324 Embryophyta Species 0.000 description 39
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 25
- 101150065749 Churc1 gene Proteins 0.000 description 25
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
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- 238000010410 dusting Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- SFASRBWQENSRQN-UHFFFAOYSA-N ethyl 2-(butylcarbamoylsulfamoyl)propanoate Chemical compound CCCCNC(=O)NS(=O)(=O)C(C)C(=O)OCC SFASRBWQENSRQN-UHFFFAOYSA-N 0.000 description 1
- MIASBKUHQRTLKL-UHFFFAOYSA-N ethyl 2-(tert-butylsulfamoyl)-3-phenylprop-2-enoate Chemical compound CCOC(=O)C(S(=O)(=O)NC(C)(C)C)=CC1=CC=CC=C1 MIASBKUHQRTLKL-UHFFFAOYSA-N 0.000 description 1
- FVKBZPLADXCSAQ-UHFFFAOYSA-N ethyl 3-phenyl-2-sulfamoylprop-2-enoate Chemical compound CCOC(=O)C(S(N)(=O)=O)=CC1=CC=CC=C1 FVKBZPLADXCSAQ-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 208000037824 growth disorder Diseases 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007530 organic bases Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 230000008654 plant damage Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940104256 sodium taurate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000036435 stunted growth Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3811777A DE3811777A1 (de) | 1988-04-08 | 1988-04-08 | Heterocyclisch substituierte alkyl- und alkenylsulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung als herbizide oder pflanzenwachstumsregulatoren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD283761A5 true DD283761A5 (de) | 1990-10-24 |
Family
ID=6351612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD89327358A DD283761A5 (de) | 1988-04-08 | 1989-04-06 | Herbizide und pflanzenwachstumsregulierende mittel |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5015284A (da) |
| EP (1) | EP0336354B1 (da) |
| JP (1) | JP2787587B2 (da) |
| AT (1) | ATE113588T1 (da) |
| AU (1) | AU614824B2 (da) |
| BR (1) | BR8901645A (da) |
| CA (1) | CA1341007C (da) |
| DD (1) | DD283761A5 (da) |
| DE (2) | DE3811777A1 (da) |
| DK (1) | DK169989A (da) |
| ES (1) | ES2065348T3 (da) |
| HU (1) | HU202846B (da) |
| IL (1) | IL89864A0 (da) |
| NZ (1) | NZ228630A (da) |
| PH (1) | PH26217A (da) |
| ZA (1) | ZA892495B (da) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4029055A1 (de) * | 1990-03-01 | 1991-09-05 | Bayer Ag | Sulfonylierte pyrimidincarbonsaeureamide |
| DE4021489A1 (de) * | 1990-07-06 | 1992-01-09 | Hoechst Ag | Substituierte sulfonalkylsulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung als herbizide und pflanzenwachstumsregulatoren |
| US5489695A (en) * | 1991-01-25 | 1996-02-06 | Ciba-Geigy Corporation | Sulfonylureas |
| DK0496701T3 (da) * | 1991-01-25 | 1996-04-01 | Ciba Geigy Ag | Sulfonylurinstoffer som herbicider |
| DE59208670D1 (de) * | 1991-04-11 | 1997-08-14 | Hoechst Schering Agrevo Gmbh | Verfahren zur Herstellung von 2-Pyridylsulfonylharnstoffen und Thiadiazolopyridine als Zwischenprodukte in diesem Verfahren |
| DE4415049A1 (de) * | 1994-04-29 | 1995-11-02 | Hoechst Schering Agrevo Gmbh | Acylierte Aminophenylsulfonylharnstoffe, Verfahren zu deren Herstellung und Verwendung als Herbizide und Wachstumsregulatoren |
| US6800646B1 (en) | 1999-02-08 | 2004-10-05 | Pharmacia Corporation | Sulfamato hydroxamic acid metalloprotease inhibitor |
| HRP20010660A2 (en) | 1999-02-08 | 2005-02-28 | G.D. Searle & Co | Sulfamato hydroxamic acid metalloprotease inhibitor |
| WO2003091247A2 (en) | 2002-04-25 | 2003-11-06 | Pharmacia Corporation | Piperidinyl-and piperazinyl-sulfonylmethyl hydroxamic acids and their use as protease inhibitors |
| PE20141468A1 (es) | 2010-12-21 | 2014-11-05 | Bayer Cropscience Lp | Mutantes tipo papel de lija de bacillus y metodos de uso de los mismo para mejorar el crecimiento vegetal, promover la salud de plantas y controlar enfermedades y plagas |
| MX2014002890A (es) | 2011-09-12 | 2015-01-19 | Bayer Cropscience Lp | Metodo para mejorar la salud y/o promover el crecimiento de una planta y/o mejorar la maduracion de frutos. |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1330438C (en) * | 1980-07-17 | 1994-06-28 | Willy Meyer | N-phenylsulfonyl-n'-pyrimidinyl-and-triazinylureas |
| DE3111451A1 (de) * | 1981-03-24 | 1982-10-07 | Hoechst Ag, 6000 Frankfurt | "heterocyclisch substituierte (halogen)alkyl- und alkoxysulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung in der landwirtschaft" |
| US4480101A (en) * | 1981-07-16 | 1984-10-30 | Ciba-Geigy Corporation | Fluoroalkoxy-aminopyrimidines |
| US4443243A (en) * | 1981-07-16 | 1984-04-17 | Ciba-Geigy Corporation | N-Phenylsulfonyl-N-triazinylureas |
| US4545811A (en) * | 1981-08-06 | 1985-10-08 | Ciba-Geigy Corporation | N-Phenylsulfonyl-N'-triazinyl-ureas |
| DE3131489A1 (de) * | 1981-08-08 | 1983-02-24 | Hoechst Ag, 6000 Frankfurt | Heterocyclisch substituierte sulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung in der landwirtschaft |
| US4461640A (en) * | 1981-12-07 | 1984-07-24 | E. I. Du Pont De Nemours And Company | Herbicidal alkenyl sulfonamides |
| EP0085276A1 (de) * | 1981-12-10 | 1983-08-10 | Greiner Electronics Ag | Verfahren zur immunchemischen Bestimmung einer Substanz |
| US4954164A (en) * | 1982-02-27 | 1990-09-04 | Nissan Chemical Industries, Ltd. | Pyrazolesulfonylurea derivatives, preparation thereof, herbicide containing said derivative as active ingredient and herbicidal method by use thereof |
| US4680053A (en) * | 1982-06-02 | 1987-07-14 | E.I. Du Pont De Nemours And Company | Herbicidal alkenyl sulfonamides |
| EP0117014B1 (en) * | 1983-01-04 | 1988-07-06 | E.I. Du Pont De Nemours And Company | Herbicidal n-hydroxy-n'-sulfonylguanidines and sulfonamide inner salts |
| DE3330603A1 (de) * | 1983-08-25 | 1985-03-21 | Hoechst Ag, 6230 Frankfurt | Neue 2-amino-alkenylsulfonylharnstoffe |
| US4699647A (en) * | 1985-05-30 | 1987-10-13 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| CA1230119A (en) * | 1985-11-22 | 1987-12-08 | Craig L. Hillemann | N-2-carboxylphenylsulfonyl-n'-pyrimidin-2-yl or triazin-2-yl-urea compounds |
| DE3816704A1 (de) * | 1988-05-17 | 1989-11-30 | Hoechst Ag | Heterocyclische 2-alkoxyphenoxysulfonylharnstoffe und ihre verwendung als herbizide oder pflanzenwachstumsregulatoren |
| DE3826609A1 (de) * | 1988-08-05 | 1990-02-08 | Hoechst Ag | Heterocyclisch substituierte sulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung als herbizide oder pflanzenwachstumsregulatoren |
-
1988
- 1988-04-08 DE DE3811777A patent/DE3811777A1/de not_active Withdrawn
-
1989
- 1989-04-04 ES ES89105861T patent/ES2065348T3/es not_active Expired - Lifetime
- 1989-04-04 DE DE58908577T patent/DE58908577D1/de not_active Expired - Fee Related
- 1989-04-04 EP EP89105861A patent/EP0336354B1/de not_active Expired - Lifetime
- 1989-04-04 AT AT89105861T patent/ATE113588T1/de not_active IP Right Cessation
- 1989-04-05 ZA ZA892495A patent/ZA892495B/xx unknown
- 1989-04-06 DD DD89327358A patent/DD283761A5/de unknown
- 1989-04-06 NZ NZ228630A patent/NZ228630A/en unknown
- 1989-04-06 US US07/334,695 patent/US5015284A/en not_active Expired - Lifetime
- 1989-04-06 PH PH38450A patent/PH26217A/en unknown
- 1989-04-06 IL IL89864A patent/IL89864A0/xx unknown
- 1989-04-07 DK DK169989A patent/DK169989A/da not_active IP Right Cessation
- 1989-04-07 JP JP1087144A patent/JP2787587B2/ja not_active Expired - Fee Related
- 1989-04-07 CA CA000595846A patent/CA1341007C/en not_active Expired - Fee Related
- 1989-04-07 HU HU891683A patent/HU202846B/hu not_active IP Right Cessation
- 1989-04-07 AU AU32542/89A patent/AU614824B2/en not_active Ceased
- 1989-04-07 BR BR898901645A patent/BR8901645A/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL89864A0 (en) | 1989-12-15 |
| ES2065348T3 (es) | 1995-02-16 |
| EP0336354B1 (de) | 1994-11-02 |
| HU202846B (en) | 1991-04-29 |
| NZ228630A (en) | 1991-06-25 |
| DK169989D0 (da) | 1989-04-07 |
| DE3811777A1 (de) | 1989-10-19 |
| JP2787587B2 (ja) | 1998-08-20 |
| DE58908577D1 (de) | 1994-12-08 |
| PH26217A (en) | 1992-04-01 |
| ATE113588T1 (de) | 1994-11-15 |
| CA1341007C (en) | 2000-05-30 |
| EP0336354A1 (de) | 1989-10-11 |
| BR8901645A (pt) | 1989-11-21 |
| DK169989A (da) | 1989-10-09 |
| JPH02243677A (ja) | 1990-09-27 |
| US5015284A (en) | 1991-05-14 |
| HUT51603A (en) | 1990-05-28 |
| ZA892495B (en) | 1989-11-29 |
| AU3254289A (en) | 1989-10-12 |
| AU614824B2 (en) | 1991-09-12 |
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