NL8001157A - 1,2,3-thiadiazool-5-carbonzuurderivaten, werkwijze voor het bereiden daarvan, alsmede herbiciden, groei- regulatoren en fungiciden op basis van deze verbin- dingen. - Google Patents
1,2,3-thiadiazool-5-carbonzuurderivaten, werkwijze voor het bereiden daarvan, alsmede herbiciden, groei- regulatoren en fungiciden op basis van deze verbin- dingen. Download PDFInfo
- Publication number
- NL8001157A NL8001157A NL8001157A NL8001157A NL8001157A NL 8001157 A NL8001157 A NL 8001157A NL 8001157 A NL8001157 A NL 8001157A NL 8001157 A NL8001157 A NL 8001157A NL 8001157 A NL8001157 A NL 8001157A
- Authority
- NL
- Netherlands
- Prior art keywords
- thiadiazole
- methyl
- cyclohexylmethyl
- carboxamidine
- dimethyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 102
- 238000000034 method Methods 0.000 title claims description 20
- 238000002360 preparation method Methods 0.000 title claims description 9
- 230000008569 process Effects 0.000 title claims description 9
- 239000004009 herbicide Substances 0.000 title claims description 8
- 239000000417 fungicide Substances 0.000 title claims description 5
- 239000003630 growth substance Substances 0.000 title description 2
- -1 1 - methyl-phenyl Chemical group 0.000 claims description 107
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 103
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 45
- 239000002253 acid Substances 0.000 claims description 42
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 26
- 150000002148 esters Chemical class 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- DXFJKRBRARHEFL-UHFFFAOYSA-N 4-methylthiadiazole-5-carboximidamide Chemical compound CC=1N=NSC=1C(N)=N DXFJKRBRARHEFL-UHFFFAOYSA-N 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 150000001408 amides Chemical class 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 8
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 230000000855 fungicidal effect Effects 0.000 claims description 8
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 8
- 239000011593 sulfur Substances 0.000 claims description 8
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- AVKNGPAMCBSNSO-UHFFFAOYSA-N cyclohexylmethanamine Chemical compound NCC1CCCCC1 AVKNGPAMCBSNSO-UHFFFAOYSA-N 0.000 claims description 6
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 230000012010 growth Effects 0.000 claims description 6
- 230000002363 herbicidal effect Effects 0.000 claims description 6
- 150000004702 methyl esters Chemical class 0.000 claims description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 5
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004494 ethyl ester group Chemical group 0.000 claims description 5
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000004188 dichlorophenyl group Chemical group 0.000 claims description 4
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 4
- 230000001105 regulatory effect Effects 0.000 claims description 4
- BXCZJWHJYRELHY-UHFFFAOYSA-N thiadiazole-5-carboxylic acid Chemical class OC(=O)C1=CN=NS1 BXCZJWHJYRELHY-UHFFFAOYSA-N 0.000 claims description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 3
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims description 3
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims description 3
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 3
- LRFWYBZWRQWZIM-UHFFFAOYSA-N (2-fluorophenyl)methanamine Chemical compound NCC1=CC=CC=C1F LRFWYBZWRQWZIM-UHFFFAOYSA-N 0.000 claims description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims description 2
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- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004803 chlorobenzyl group Chemical group 0.000 claims description 2
- GQOIKWAYFXTZOK-UHFFFAOYSA-N cyclooctylmethanamine Chemical compound NCC1CCCCCCC1 GQOIKWAYFXTZOK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001207 fluorophenyl group Chemical group 0.000 claims description 2
- 230000002140 halogenating effect Effects 0.000 claims description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- PDMMAQZSMSZZBD-UHFFFAOYSA-N 4-methylthiadiazole-5-carbothioic s-acid Chemical compound CC=1N=NSC=1C(S)=O PDMMAQZSMSZZBD-UHFFFAOYSA-N 0.000 claims 2
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- DUPWTOMJTNWNGC-UHFFFAOYSA-N 4-methyl-n-(2-methylcyclohexyl)thiadiazole-5-carbothioamide Chemical compound CC1CCCCC1NC(=S)C1=C(C)N=NS1 DUPWTOMJTNWNGC-UHFFFAOYSA-N 0.000 claims 1
- GAUGYOKUTMKTDR-UHFFFAOYSA-N N'-(cyclohexylmethyl)-4-methyl-N-propan-2-ylthiadiazole-5-carboximidamide Chemical compound C1(CCCCC1)CN=C(NC(C)C)C1=C(N=NS1)C GAUGYOKUTMKTDR-UHFFFAOYSA-N 0.000 claims 1
- HURSPVGFHOVEMK-UHFFFAOYSA-N N-benzyl-4-methylthiadiazole-5-carbothioamide Chemical compound C(C1=CC=CC=C1)NC(=S)C1=C(N=NS1)C HURSPVGFHOVEMK-UHFFFAOYSA-N 0.000 claims 1
- QGMIIAHFCVYGLV-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-methylthiadiazole-5-carbothioamide Chemical compound N1=NSC(C(=S)NCC=2C=CC(F)=CC=2)=C1C QGMIIAHFCVYGLV-UHFFFAOYSA-N 0.000 claims 1
- 239000005648 plant growth regulator Substances 0.000 claims 1
- HJZYBDPHAHGHAZ-UHFFFAOYSA-N thiadiazole-4-carboxylic acid Chemical class OC(=O)C1=CSN=N1 HJZYBDPHAHGHAZ-UHFFFAOYSA-N 0.000 claims 1
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
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- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CMJCEVKJYRZMIA-UHFFFAOYSA-M thallium(i) iodide Chemical compound [Tl]I CMJCEVKJYRZMIA-UHFFFAOYSA-M 0.000 description 1
- SZGOQYAJFJBSQD-UHFFFAOYSA-N thiadiazole-5-carboxamide Chemical class NC(=O)C1=CN=NS1 SZGOQYAJFJBSQD-UHFFFAOYSA-N 0.000 description 1
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- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2909991 | 1979-03-12 | ||
DE19792909991 DE2909991A1 (de) | 1979-03-12 | 1979-03-12 | 1,2,3-thiadiazol-5-carbonsaeurederivate, verfahren zur herstellung dieser verbindungen sowie diese enthaltende mittel mit herbizider und wuchsregulatorischer sowie fungizider wirkung |
Publications (1)
Publication Number | Publication Date |
---|---|
NL8001157A true NL8001157A (nl) | 1980-09-16 |
Family
ID=6065357
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL8001157A NL8001157A (nl) | 1979-03-12 | 1980-02-26 | 1,2,3-thiadiazool-5-carbonzuurderivaten, werkwijze voor het bereiden daarvan, alsmede herbiciden, groei- regulatoren en fungiciden op basis van deze verbin- dingen. |
Country Status (25)
Country | Link |
---|---|
US (1) | US4341551A (cs) |
JP (1) | JPS55124773A (cs) |
AR (1) | AR224396A1 (cs) |
AT (1) | AT365893B (cs) |
AU (1) | AU540117B2 (cs) |
BE (1) | BE882195A (cs) |
BG (1) | BG31466A3 (cs) |
BR (1) | BR8001423A (cs) |
CA (1) | CA1154775A (cs) |
CH (1) | CH645365A5 (cs) |
CS (1) | CS211368B2 (cs) |
DD (1) | DD149772A5 (cs) |
DE (1) | DE2909991A1 (cs) |
DK (1) | DK103880A (cs) |
ES (1) | ES489449A1 (cs) |
FR (1) | FR2451371A1 (cs) |
GB (1) | GB2045757B (cs) |
IE (1) | IE49747B1 (cs) |
IL (1) | IL59543A (cs) |
IT (1) | IT1130268B (cs) |
LU (1) | LU82233A1 (cs) |
NL (1) | NL8001157A (cs) |
PL (1) | PL120382B1 (cs) |
RO (2) | RO79386A (cs) |
ZA (1) | ZA801450B (cs) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4261657A (en) * | 1978-08-09 | 1981-04-14 | Reiback Earl M | Optical display device |
DE3030736A1 (de) * | 1980-08-14 | 1982-03-25 | Basf Ag, 6700 Ludwigshafen | N-disubstituierte anilinderivate, ihre herstellung, ihre verwendung als mikrobizide und mittel dafuer |
DE3120804A1 (de) * | 1981-05-25 | 1982-12-16 | Basf Ag, 6700 Ludwigshafen | N-substituierte 2-methylnaphthylamide, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von pilzen |
JPH01199901A (ja) * | 1988-02-03 | 1989-08-11 | Mitsui Petrochem Ind Ltd | 種苗・球根類の貯蔵方法 |
DE4011172A1 (de) * | 1990-04-06 | 1991-10-10 | Degussa | Verbindungen zur bekaempfung von pflanzenkrankheiten |
MY113237A (en) * | 1995-03-31 | 2001-12-31 | Nihon Nohyaku Co Ltd | An agricultural and horticultural disease controller and a method for controlling the diseases |
US6166054A (en) * | 1995-03-31 | 2000-12-26 | Nihon Nohyaku Co., Ltd. | Agricultural and horticultural disease controller and a method for controlling the diseases |
DE19545638A1 (de) * | 1995-12-07 | 1997-06-12 | Bayer Ag | Verwendung von 1,2,3-Thiadiazolcarbonsäure(thio)estern zur Bekämpfung von Schädlingen |
DE19545637A1 (de) * | 1995-12-07 | 1997-06-12 | Bayer Ag | 1,2,3-Thiadiazolcarbonsäure(thio)ester |
EP0930306B1 (en) * | 1996-09-30 | 2006-03-08 | Nihon Nohyaku Co., Ltd. | Bisthiadiazole derivatives and salts thereof, disease controlling agents for agricultural and horticultural use, and method for the use thereof |
DE102005060466A1 (de) * | 2005-12-17 | 2007-06-28 | Bayer Cropscience Ag | Carboxamide |
JP2014088322A (ja) * | 2011-01-12 | 2014-05-15 | Nippon Nohyaku Co Ltd | 植物成長調節剤及びその使用方法 |
CN103214476B (zh) * | 2013-05-02 | 2016-03-02 | 南开大学 | 一类含4-甲基-1,2,3-噻二唑的甲脒衍生物及其制备方法和用途 |
WO2018116073A1 (en) | 2016-12-21 | 2018-06-28 | Pi Industries Ltd. | 1, 2, 3-thiadiazole compounds and their use as crop protecting agent |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2728523C2 (de) * | 1977-06-23 | 1986-02-27 | Schering AG, 1000 Berlin und 4709 Bergkamen | 4-Methyl-1,2,3-thiadiazol-5-carbonsäure-(cyclohexylmethyl)-amid, Mittel mit herbizider und wachstumsregulatorischer Wirkung enthaltend diese Verbindung sowie Verfahren zu seiner Herstellung |
DE2841825A1 (de) * | 1978-09-22 | 1980-04-03 | Schering Ag | Verfahren zur herstellung von 1,2,3- thiadiazol-5-yl-harnstoffen |
-
1979
- 1979-03-12 DE DE19792909991 patent/DE2909991A1/de not_active Withdrawn
-
1980
- 1980-02-26 NL NL8001157A patent/NL8001157A/nl not_active Application Discontinuation
- 1980-03-04 IT IT20333/80A patent/IT1130268B/it active
- 1980-03-05 US US06/127,496 patent/US4341551A/en not_active Expired - Lifetime
- 1980-03-05 CS CS801526A patent/CS211368B2/cs unknown
- 1980-03-06 CH CH177380A patent/CH645365A5/de not_active IP Right Cessation
- 1980-03-06 IL IL59543A patent/IL59543A/xx unknown
- 1980-03-07 DD DD80219527A patent/DD149772A5/de unknown
- 1980-03-10 PL PL1980222581A patent/PL120382B1/pl unknown
- 1980-03-10 BG BG046920A patent/BG31466A3/xx unknown
- 1980-03-10 LU LU82233A patent/LU82233A1/de unknown
- 1980-03-11 DK DK103880A patent/DK103880A/da unknown
- 1980-03-11 BR BR8001423A patent/BR8001423A/pt unknown
- 1980-03-11 AT AT0134380A patent/AT365893B/de not_active IP Right Cessation
- 1980-03-11 CA CA000347428A patent/CA1154775A/en not_active Expired
- 1980-03-12 AR AR280279D patent/AR224396A1/es active
- 1980-03-12 IE IE499/80A patent/IE49747B1/en unknown
- 1980-03-12 FR FR8005521A patent/FR2451371A1/fr active Granted
- 1980-03-12 RO RO80100458A patent/RO79386A/ro unknown
- 1980-03-12 BE BE0/199770A patent/BE882195A/fr not_active IP Right Cessation
- 1980-03-12 AU AU56387/80A patent/AU540117B2/en not_active Expired - Fee Related
- 1980-03-12 ES ES489449A patent/ES489449A1/es not_active Expired
- 1980-03-12 GB GB8008348A patent/GB2045757B/en not_active Expired
- 1980-03-12 RO RO80104865A patent/RO82507A/ro unknown
- 1980-03-12 ZA ZA00801450A patent/ZA801450B/xx unknown
- 1980-03-12 JP JP3041980A patent/JPS55124773A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
CA1154775A (en) | 1983-10-04 |
RO82507A (ro) | 1983-09-26 |
GB2045757A (en) | 1980-11-05 |
RO82507B (ro) | 1983-08-30 |
RO79386A (ro) | 1982-06-25 |
PL120382B1 (en) | 1982-02-27 |
CS211368B2 (en) | 1982-02-26 |
PL222581A1 (cs) | 1980-12-15 |
BG31466A3 (en) | 1982-01-15 |
AU540117B2 (en) | 1984-11-01 |
ZA801450B (en) | 1980-12-31 |
ATA134380A (de) | 1981-07-15 |
IE49747B1 (en) | 1985-12-11 |
LU82233A1 (de) | 1980-06-06 |
ES489449A1 (es) | 1980-09-16 |
AT365893B (de) | 1982-02-25 |
IL59543A0 (en) | 1980-06-30 |
BE882195A (fr) | 1980-09-12 |
US4341551A (en) | 1982-07-27 |
BR8001423A (pt) | 1980-11-11 |
IE800499L (en) | 1980-09-12 |
CH645365A5 (de) | 1984-09-28 |
IT8020333A0 (it) | 1980-03-04 |
JPS55124773A (en) | 1980-09-26 |
DD149772A5 (de) | 1981-07-29 |
DE2909991A1 (de) | 1980-10-02 |
DK103880A (da) | 1980-09-13 |
AR224396A1 (es) | 1981-11-30 |
AU5638780A (en) | 1980-09-18 |
IL59543A (en) | 1984-03-30 |
FR2451371A1 (fr) | 1980-10-10 |
IT1130268B (it) | 1986-06-11 |
FR2451371B1 (cs) | 1984-05-18 |
GB2045757B (en) | 1983-02-09 |
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