KR850003714A - 2-(3-피리딜)-2-페닐아미노아세트산의 신규유도체의 제조방법 - Google Patents
2-(3-피리딜)-2-페닐아미노아세트산의 신규유도체의 제조방법 Download PDFInfo
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- KR850003714A KR850003714A KR1019840007333A KR840007333A KR850003714A KR 850003714 A KR850003714 A KR 850003714A KR 1019840007333 A KR1019840007333 A KR 1019840007333A KR 840007333 A KR840007333 A KR 840007333A KR 850003714 A KR850003714 A KR 850003714A
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- 238000000034 method Methods 0.000 title claims 3
- AEJBNVQYKKHCGS-UHFFFAOYSA-N 2-anilino-2-pyridin-3-ylacetic acid Chemical class C=1C=CN=CC=1C(C(=O)O)NC1=CC=CC=C1 AEJBNVQYKKHCGS-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000004414 alkyl thio group Chemical group 0.000 claims 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 4
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- BMROZNZIAYCBGB-UHFFFAOYSA-N n-phenyl-1-pyridin-3-ylmethanimine Chemical class C=1C=CN=CC=1C=NC1=CC=CC=C1 BMROZNZIAYCBGB-UHFFFAOYSA-N 0.000 claims 2
- 150000003222 pyridines Chemical class 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- 241000233866 Fungi Species 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 230000000845 anti-microbial effect Effects 0.000 claims 1
- 125000006165 cyclic alkyl group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003032 phytopathogenic effect Effects 0.000 claims 1
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- 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
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- 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
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
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- 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
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- 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
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- 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
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- 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
- C07D213/60—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
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Abstract
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Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 하기 일반식(Ⅲ)의 피리딘 유도체를 적절하다면 ″자체적으로″ 제조된 히드로시안산 존재하에 하기 일반식(Ⅳ)의 아닐린 유도체와 반응시킴을 특징으로 하는 하기 일반식(Ⅰ)의 화합물의 제조방법.〔상기 식중, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된 저급시클로알킬기, 임의 치환된 페닐기 또는 임의 치환된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치화된 저급알킬기를나타내며(단, R1및 R2는 동시에 수소원자를 나타내지 않음), Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3 또는 4이며(단,m이 1이상일 때 치환체 Z는 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕
- 제1단계로 하기 일반식(Ⅲ)의 피리딘 유도체를 하기 일반식(Ⅴ)의 아닐린 유도체와 반응시켜서 하기 일반식(Ⅵ)의 3-페닐이미노메틸피리딘 유도체를 수득하고, 제2단계로 생성된 일반식(Ⅵ)의 3-페닐이미노메틸피리딘 유도체를 적절하다면 자체적으로 생성된 히드로시안산과 반응시킴을 특징으로 하는 하기 일반식(Ⅰ)의 화합물의 제조방법.〔상기 식중, R1은 수소원자, 임이 치환된 저급알킬기, 임의 치환된 저급시클로알킬기, 임의 치환된페닐기 또는 임의 치환된 아르알킬기를 나타내고, R2는 수소원자를 나타내며, Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3 또는 4이며(단, m이 1이상일 때 치환체 Z는 동일 또는 상이할 수 있다), Ar은 임의 치환된 페닐기를 나타낸다.〕
- R0가 -CN기를 나타내는 하기 일반식(Ⅰ)의 화합물을 수화시킴을 특징으로 하는 R0가 -CO-NH2기를 나타내는 하기 일반식(Ⅰ)의 화합물의 제조방법.〔상기 식중, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된 저급시클알킬기로, 임의 치환된 페닐기 또는 임의 치환된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치환된 저급알킬리를 나타내며(단, R1및 R2는 동시에 수소원자를 나타내지 않음), Z는 할로겐 원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3, 또는 4이며(단, m이 1이상일 때 치환체 Z은 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕
- R0가 -CONH2기를 나타내는 하기 일반식(Ⅰ)의 화합물을 산성매질내에서 가수분해시킨 다음 생성된 화합물을 염기로 중화시킴을 특징으로 하는 R0가 -COOH기를 나타내는 하기 일반식(Ⅰ)의 화합물의 제조방법.〔상기 식중, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된 저급시클로알킬기, 임의 치환된 페닐기 또는 임의 차횐된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치환된 저급알킬기를 나타내며(단, R1및 R2동시에 수소원자를 나타내지 않음), Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3, 또는 4이며(단, m이 1이상일때 치환체 Z는 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕
- R0가 -COOH기을 나타내는 하기 일반식(Ⅰ)의 화합물을 일반식 R4OH(식중, R4는 저급알킬기를 나타냄)의 알코올로 에스테르화시킴을 특징으로 하는 R0가 -COOH4(식중, R4는 상기에서 정의한 바와 같음)기을 나타내는 하기 일반식(Ⅰ)의 화합물의 제조방법.〔상기 식중, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된 저급시클로알킬기, 임의 치환된 페닐기 또는 임의 차횐된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치환된 저급알킬기를 나타내며(단, R1및 R2는 동시에 수소원자를 나타내지 않음), Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3, 또는 4이며(단, m이 1이상일때 치환체 Z는 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕
- 환성성분으로서 하기 일반식(Ⅰ)의 화합물을 함유함을 특징으로 하는 농업용 항균조성물.〔상기 식중, R0은-CN, -COOH, -CONH2및 -COOR4(식중, R4는 저급알킬기를 나타냄)기중에서 선택된 기을 나타내고, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된저급시클로알킬기, 임의 치환된 페닐기 또는 임의 차횐된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치환된 저급알킬기를 나타내며(단, R1및 R2는 동시에 수소원자를 나타내지 않음), Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3, 또는 4이며(단, m이 1이상일때 치환체 Z는 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕
- 제6항에 있어서, 활성성분이외에 불활성 지지제 및/또는 계면활성제를 함유하는 농업용으로 사용될 수 있는 조성물.
- 제7항에 있어서, 0.001∼95중량%의 활성성분 및 0∼20중량%의 계면활성제를 함유하는 조성물.
- 유효량의 하기 일반식(Ⅰ)의 화합물을 식물에 사용함을 특징으로 하는 식물병 병균류에 대해 식물을 처리하는 방법.〔상기 식중, R0은-CN, -COOH, -CONH2및 -COOR4(식중, R4는 저급알킬기를 나타냄)기중에서 선택된 기을 나타내고, R1은 수소원자, 임의 치환된 저급알킬기, 임의 치환된 저급시클로알킬기, 임의 치환된 페닐기 또는 임의 치환된 아르알킬기를 나타내며, R2는 수소원자 또는 임의 치환된 저급알킬기를 나타내며(단, R1R2는 동시에 수소원자를 나타내지 않음), Z는 할로겐원자, 저급알킬기, 저급알콕시기 또는 저급알킬티오기를 나타내고, m은 0,1,2,3, 또는 4이며(단, m이 1이상일때 치환체 Z는 동일 또는 상이할 수 있음), Ar은 임의 치환된 페닐기를 나타낸다.〕※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8318976 | 1983-11-24 | ||
FR838318976A FR2555579B1 (fr) | 1983-11-24 | 1983-11-24 | Nouveaux derives de pyridylacetonitriles, leur preparation et leur utilisation comme antifongiques dans le domaine agricole |
Publications (1)
Publication Number | Publication Date |
---|---|
KR850003714A true KR850003714A (ko) | 1985-06-26 |
Family
ID=9294612
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840007333A KR850003714A (ko) | 1983-11-24 | 1984-11-22 | 2-(3-피리딜)-2-페닐아미노아세트산의 신규유도체의 제조방법 |
Country Status (26)
Country | Link |
---|---|
US (1) | US4743603A (ko) |
EP (1) | EP0145620A3 (ko) |
JP (1) | JPS60136559A (ko) |
KR (1) | KR850003714A (ko) |
AU (1) | AU586613B2 (ko) |
BG (1) | BG44534A3 (ko) |
BR (1) | BR8405975A (ko) |
CS (1) | CS247091B2 (ko) |
DD (1) | DD234603A5 (ko) |
DK (1) | DK557184A (ko) |
ES (1) | ES537893A0 (ko) |
FI (1) | FI844610L (ko) |
FR (1) | FR2555579B1 (ko) |
GR (1) | GR80994B (ko) |
HU (1) | HU194690B (ko) |
IL (1) | IL73478A (ko) |
MA (1) | MA20274A1 (ko) |
NZ (1) | NZ210286A (ko) |
OA (1) | OA07872A (ko) |
PH (1) | PH21141A (ko) |
PL (1) | PL143772B1 (ko) |
PT (1) | PT79546B (ko) |
RO (1) | RO89783A (ko) |
SU (1) | SU1316557A3 (ko) |
TR (1) | TR22096A (ko) |
ZA (1) | ZA849123B (ko) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5180827A (en) * | 1988-03-29 | 1993-01-19 | Rhone-Poulenc Agrochimie | 2-(3-pyridyl) propanenitrile derivatives |
FR2629455B1 (fr) * | 1988-03-29 | 1991-09-27 | Rhone Poulenc Agrochimie | Derives de 2-(3-pyridinyl)3-(phenoxy) propanenitrile |
CA2253368A1 (en) * | 1996-04-02 | 1997-10-09 | Uniroyal Chemical Ltd./Ltee | Pyridylmethyl nitriles, amides and thioamides useful as fungicides |
CN102449197B (zh) * | 2009-06-05 | 2014-08-13 | 阿克佐诺贝尔化学国际公司 | 使用氰化物盐制备化学品的电化学方法 |
EP2438042A1 (en) | 2009-06-05 | 2012-04-11 | Akzo Nobel Chemicals International B.V. | Process to prepare a chelating agent or precursor thereof using a cyanide salt |
Family Cites Families (3)
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DE1026318B (de) * | 1954-07-09 | 1958-03-20 | Thomae Gmbh Dr K | Verfahren zur Herstellung von ª‡-tert. -Amino-acetonitrilen |
US3313683A (en) * | 1963-04-22 | 1967-04-11 | Lilly Co Eli | Nematocidal and fungicidal methods |
CA1132567A (en) * | 1978-08-08 | 1982-09-28 | Pieter T. Haken | Phenyliminomethylpyridine derivatives |
-
1983
- 1983-11-24 FR FR838318976A patent/FR2555579B1/fr not_active Expired
-
1984
- 1984-11-09 IL IL73478A patent/IL73478A/xx not_active IP Right Cessation
- 1984-11-15 EP EP84420193A patent/EP0145620A3/fr not_active Ceased
- 1984-11-20 MA MA20498A patent/MA20274A1/fr unknown
- 1984-11-20 JP JP59245858A patent/JPS60136559A/ja active Pending
- 1984-11-20 PL PL1984250497A patent/PL143772B1/pl unknown
- 1984-11-20 CS CS848867A patent/CS247091B2/cs unknown
- 1984-11-21 GR GR80994A patent/GR80994B/el unknown
- 1984-11-22 PH PH31468A patent/PH21141A/en unknown
- 1984-11-22 KR KR1019840007333A patent/KR850003714A/ko not_active Application Discontinuation
- 1984-11-22 AU AU35754/84A patent/AU586613B2/en not_active Ceased
- 1984-11-22 ZA ZA849123A patent/ZA849123B/xx unknown
- 1984-11-22 NZ NZ210286A patent/NZ210286A/xx unknown
- 1984-11-23 BR BR8405975A patent/BR8405975A/pt unknown
- 1984-11-23 DK DK557184A patent/DK557184A/da not_active Application Discontinuation
- 1984-11-23 HU HU844354A patent/HU194690B/hu not_active IP Right Cessation
- 1984-11-23 RO RO84116391A patent/RO89783A/ro unknown
- 1984-11-23 BG BG067649A patent/BG44534A3/xx unknown
- 1984-11-23 OA OA58449A patent/OA07872A/xx unknown
- 1984-11-23 TR TR22096A patent/TR22096A/xx unknown
- 1984-11-23 FI FI844610A patent/FI844610L/fi not_active Application Discontinuation
- 1984-11-23 PT PT79546A patent/PT79546B/pt unknown
- 1984-11-23 SU SU843818300A patent/SU1316557A3/ru active
- 1984-11-23 ES ES537893A patent/ES537893A0/es active Granted
- 1984-11-26 DD DD84269891A patent/DD234603A5/de unknown
-
1986
- 1986-05-27 US US06/867,786 patent/US4743603A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
HUT37333A (en) | 1985-12-28 |
FI844610L (fi) | 1985-05-25 |
FR2555579A1 (fr) | 1985-05-31 |
PH21141A (en) | 1987-07-27 |
TR22096A (tr) | 1986-04-03 |
CS247091B2 (en) | 1986-11-13 |
JPS60136559A (ja) | 1985-07-20 |
FI844610A0 (fi) | 1984-11-23 |
PL143772B1 (en) | 1988-03-31 |
MA20274A1 (fr) | 1985-07-01 |
PL250497A1 (en) | 1985-09-10 |
ES8601137A1 (es) | 1985-10-16 |
PT79546A (fr) | 1984-12-01 |
DK557184A (da) | 1985-07-02 |
DD234603A5 (de) | 1986-04-09 |
EP0145620A2 (fr) | 1985-06-19 |
PT79546B (fr) | 1986-12-15 |
US4743603A (en) | 1988-05-10 |
GR80994B (en) | 1985-03-08 |
BG44534A3 (en) | 1988-12-15 |
SU1316557A3 (ru) | 1987-06-07 |
RO89783A (ro) | 1986-07-30 |
AU586613B2 (en) | 1989-07-20 |
AU3575484A (en) | 1985-05-30 |
HU194690B (en) | 1988-03-28 |
NZ210286A (en) | 1988-10-28 |
IL73478A (en) | 1988-06-30 |
EP0145620A3 (fr) | 1986-01-08 |
ES537893A0 (es) | 1985-10-16 |
IL73478A0 (en) | 1985-02-28 |
OA07872A (fr) | 1986-11-20 |
ZA849123B (en) | 1985-07-31 |
BR8405975A (pt) | 1985-08-27 |
DK557184D0 (da) | 1984-11-23 |
FR2555579B1 (fr) | 1987-11-20 |
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