CA1050558A - N-(substituted phenyl)-n-furanoyl-alanine methyl esters and their use in fungicidal compositions and methods - Google Patents
N-(substituted phenyl)-n-furanoyl-alanine methyl esters and their use in fungicidal compositions and methodsInfo
- Publication number
- CA1050558A CA1050558A CA223,222A CA223222A CA1050558A CA 1050558 A CA1050558 A CA 1050558A CA 223222 A CA223222 A CA 223222A CA 1050558 A CA1050558 A CA 1050558A
- Authority
- CA
- Canada
- Prior art keywords
- furan
- formula
- acid
- parts
- plants
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 title abstract description 14
- 230000000855 fungicidal effect Effects 0.000 title description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims description 17
- 238000004519 manufacturing process Methods 0.000 claims description 17
- 241000233866 Fungi Species 0.000 claims description 16
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 8
- -1 sodium anhydride Chemical class 0.000 claims description 8
- 150000004702 methyl esters Chemical class 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 230000003032 phytopathogenic effect Effects 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 4
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- 230000000717 retained effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000007056 transamidation reaction Methods 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D213/60—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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/30—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D307/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/06—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH457274A CH590608A5 (en) | 1974-04-02 | 1974-04-02 | N-Furoyl-N-aryl-alanine esters - prepd. e.g. by reacting N-aryl-alanine esters with 2-furoic acid or its derivs. |
CH159175A CH603041A5 (en) | 1974-04-02 | 1975-02-10 | N-Furoyl-N-aryl-alanine esters |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1050558A true CA1050558A (en) | 1979-03-13 |
Family
ID=25688094
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA223,222A Expired CA1050558A (en) | 1974-04-02 | 1975-03-27 | N-(substituted phenyl)-n-furanoyl-alanine methyl esters and their use in fungicidal compositions and methods |
CA223,227A Expired CA1050546A (en) | 1974-04-02 | 1975-03-27 | Derivatives of n-carboxy-alkyl anilides |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA223,227A Expired CA1050546A (en) | 1974-04-02 | 1975-03-27 | Derivatives of n-carboxy-alkyl anilides |
Country Status (31)
Country | Link |
---|---|
JP (3) | JPS6042202B2 (is") |
AR (2) | AR205189A1 (is") |
AT (2) | AT345614B (is") |
AU (1) | AU465906B2 (is") |
BG (2) | BG24651A3 (is") |
CA (2) | CA1050558A (is") |
CH (1) | CH603041A5 (is") |
CS (2) | CS183788B2 (is") |
DD (3) | DD118785A5 (is") |
DE (2) | DE2513732A1 (is") |
DK (2) | DK141995B (is") |
EG (2) | EG11640A (is") |
ES (2) | ES436174A1 (is") |
FI (2) | FI63567C (is") |
FR (2) | FR2265748B1 (is") |
GB (2) | GB1498199A (is") |
HU (2) | HU173317B (is") |
IE (2) | IE41777B1 (is") |
IL (2) | IL46988A (is") |
IT (2) | IT1048806B (is") |
LU (2) | LU72174A1 (is") |
NL (2) | NL7503755A (is") |
NO (2) | NO142714C (is") |
OA (2) | OA04916A (is") |
PH (2) | PH11792A (is") |
PL (2) | PL97786B1 (is") |
RO (3) | RO73181A (is") |
SE (2) | SE418086B (is") |
SU (4) | SU682096A3 (is") |
TR (2) | TR18339A (is") |
YU (2) | YU39026B (is") |
Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5845433B2 (ja) * | 1975-02-10 | 1983-10-08 | チバ・ガイギ− アクチエンゲゼルシヤフト | 2↓−フランカルボン酸アニリド類の製造法 |
US4147792A (en) * | 1977-02-04 | 1979-04-03 | Ciba-Geigy Corporation | Fungicidal compositions |
CH629939A5 (de) * | 1977-03-29 | 1982-05-28 | Ciba Geigy Ag | Mikrobizides mittel. |
DE2724785A1 (de) * | 1977-05-27 | 1978-12-14 | Schering Ag | Furancarbonsaeureanilide, fungizide mittel enthaltend diese verbindungen sowie verfahren zu ihrer herstellung |
BG28977A3 (en) * | 1978-02-02 | 1980-08-15 | Montedison Spa | Fungicide means and method for fungus fighting |
CH637368A5 (de) * | 1978-10-27 | 1983-07-29 | Ciba Geigy Ag | Anilinderivate und daraus hergestellte schaedlingsbekaempfungsmittel. |
EP0010673B1 (de) * | 1978-10-31 | 1982-01-27 | Bayer Ag | Substituierte N-Propargyl-aniline, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
CH641760A5 (de) * | 1978-11-27 | 1984-03-15 | Ciba Geigy Ag | Schaedlingsbekaempfungsmittel. |
CH639940A5 (en) * | 1978-12-05 | 1983-12-15 | Ciba Geigy Ag | Substituted N-alkoxycarbonylethyl-N-acylanilines, microbicides containing them, and process for the preparation of the compounds |
IT7927866A0 (it) * | 1978-12-07 | 1979-12-04 | Ciba Geigy Ag | Prodotti disinfestanti. |
DE2940189A1 (de) * | 1979-10-04 | 1981-04-16 | Basf Ag, 6700 Ludwigshafen | Isoxazolylcarbonsaeureanilide, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
MA19111A1 (fr) * | 1979-10-26 | 1981-12-31 | Ciba Geigy Ag | Derives de l'homoserine,procede pour leur preparation et leur utilisation en tant que microbicides |
DE3013908A1 (de) * | 1980-04-11 | 1981-10-22 | Basf Ag, 6700 Ludwigshafen | 2-(n-aryl-, n-isoxazolylcarbonyl)-aminobutyrolactone, verfahren zu ihrer herstellung und diese enthaltende fungizide |
MA19215A1 (fr) * | 1980-07-25 | 1982-04-01 | Ciba Geigy Ag | Nouveaux derives arylamines,procede pour leur fabrication et utilisation en tant que microbicides . |
DE3030736A1 (de) | 1980-08-14 | 1982-03-25 | Basf Ag, 6700 Ludwigshafen | N-disubstituierte anilinderivate, ihre herstellung, ihre verwendung als mikrobizide und mittel dafuer |
GB2095237B (en) * | 1981-03-19 | 1985-04-03 | Ici Plc | Herbicidal and fungicidal substituted n-furyl or thienyl-methyl amides |
DE3133418A1 (de) * | 1981-08-24 | 1983-03-10 | Basf Ag, 6700 Ludwigshafen | Thiazolyl- und isothiazolylcarbonsaeureanilide, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
JPH0326906U (is") * | 1989-07-26 | 1991-03-19 | ||
DE4011172A1 (de) * | 1990-04-06 | 1991-10-10 | Degussa | Verbindungen zur bekaempfung von pflanzenkrankheiten |
DE4304172A1 (de) | 1993-02-12 | 1994-08-25 | Bayer Ag | Fungizide Wirkstoffkombinationen |
US5723491A (en) | 1994-07-11 | 1998-03-03 | Novartis Corporation | Fungicidal composition and method of controlling fungus infestation |
DE4429014A1 (de) | 1994-08-16 | 1996-02-22 | Basf Ag | Verfahren zur Herstellung von cyclischen Aminen |
AR011515A1 (es) | 1996-12-25 | 2000-08-30 | Agrogene Ltd | Derivado del acido aminobutirico para la proteccion de plantas de enfermedades fungosas y un metodo para proteger un cultivo contra enfermedadesfungosas por ejemplo tomates y papas contra el tizon tardio o temprano, cereales contra el mildiu polvoroso, y pepino, vides, melones contra el mildiu |
DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE10349501A1 (de) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE102004049761A1 (de) | 2004-10-12 | 2006-04-13 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
EA201270781A1 (ru) | 2005-06-09 | 2013-09-30 | Байер Кропсайенс Аг | Комбинации биологически активных веществ |
DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
DE102006023263A1 (de) | 2006-05-18 | 2007-11-22 | Bayer Cropscience Ag | Synergistische Wirkstoffkombinationen |
US8420569B2 (en) | 2006-09-18 | 2013-04-16 | Basf Se | Pesticidal mixtures |
EP2679095A1 (en) | 2007-02-06 | 2014-01-01 | Basf Se | Pesticidal mixtures |
EP2000028A1 (de) | 2007-06-06 | 2008-12-10 | Bayer CropScience Aktiengesellschaft | Fungizide Wirkstoffkombinationen |
EP2000030A1 (de) | 2007-06-06 | 2008-12-10 | Bayer CropScience AG | Fungizide Wirkstoffkombinationen |
RU2339635C1 (ru) * | 2007-06-26 | 2008-11-27 | Государственное образовательное учреждение высшего профессионального образования "Российский химико-технологический университет им. Д.И. Менделеева "(РХТУ им. Д.И. Менделеева) | Пиридилметиланилиды гетероциклических кислот, обладающие фунгицидной активностью |
DE102007045920B4 (de) | 2007-09-26 | 2018-07-05 | Bayer Intellectual Property Gmbh | Synergistische Wirkstoffkombinationen |
EP2453750A2 (de) | 2009-07-16 | 2012-05-23 | Bayer CropScience AG | Synergistische wirkstoffkombinationen mit phenyltriazolen |
EP2910126A1 (en) | 2015-05-05 | 2015-08-26 | Bayer CropScience AG | Active compound combinations having insecticidal properties |
CN115557887B (zh) * | 2022-11-10 | 2024-11-01 | 南京林业大学 | 基于Ugi反应的三氟甲基吡啶衍生物合成及其生物活性研究 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3959481A (en) * | 1969-02-13 | 1976-05-25 | Uniroyal | Method of protecting plants from fungal diseases using furan-3-carboxamide derivatives |
JPS5345364A (en) * | 1976-10-06 | 1978-04-24 | Daiahoiru Kk | Device for controlling extrusion molding die bolt |
-
1975
- 1975-01-01 AR AR258203A patent/AR205189A1/es active
- 1975-02-10 CH CH159175A patent/CH603041A5/de not_active IP Right Cessation
- 1975-03-26 NO NO751086A patent/NO142714C/no unknown
- 1975-03-26 SE SE7503518A patent/SE418086B/xx not_active IP Right Cessation
- 1975-03-26 FR FR7509485A patent/FR2265748B1/fr not_active Expired
- 1975-03-26 DK DK135975AA patent/DK141995B/da not_active IP Right Cessation
- 1975-03-26 FI FI750920A patent/FI63567C/fi not_active IP Right Cessation
- 1975-03-26 NO NO751084A patent/NO141340C/no unknown
- 1975-03-26 SE SE7503517A patent/SE419218B/xx not_active IP Right Cessation
- 1975-03-26 DK DK135875AA patent/DK141168B/da not_active IP Right Cessation
- 1975-03-26 FR FR7509484A patent/FR2265747B1/fr not_active Expired
- 1975-03-26 FI FI750921A patent/FI750921A7/fi not_active Application Discontinuation
- 1975-03-27 NL NL7503755A patent/NL7503755A/xx not_active Application Discontinuation
- 1975-03-27 AU AU79640/75A patent/AU465906B2/en not_active Expired
- 1975-03-27 NL NL7503754.A patent/NL160821C/xx not_active IP Right Cessation
- 1975-03-27 DE DE19752513732 patent/DE2513732A1/de active Granted
- 1975-03-27 DE DE2560591A patent/DE2560591C2/de not_active Expired
- 1975-03-27 CA CA223,222A patent/CA1050558A/en not_active Expired
- 1975-03-27 CA CA223,227A patent/CA1050546A/en not_active Expired
- 1975-03-28 IT IT21855/75A patent/IT1048806B/it active
- 1975-03-28 IT IT21867/75A patent/IT1049394B/it active
- 1975-03-31 OA OA55458A patent/OA04916A/xx unknown
- 1975-03-31 OA OA55460A patent/OA04918A/xx unknown
- 1975-03-31 PH PH16995A patent/PH11792A/en unknown
- 1975-03-31 PH PH16998A patent/PH13072A/en unknown
- 1975-04-01 ES ES436174A patent/ES436174A1/es not_active Expired
- 1975-04-01 GB GB13349/75A patent/GB1498199A/en not_active Expired
- 1975-04-01 HU HU75CI1564A patent/HU173317B/hu unknown
- 1975-04-01 LU LU72174A patent/LU72174A1/xx unknown
- 1975-04-01 AR AR258204A patent/AR224602A1/es active
- 1975-04-01 GB GB1333275A patent/GB1448810A/en not_active Expired
- 1975-04-01 ES ES436175A patent/ES436175A1/es not_active Expired
- 1975-04-01 DD DD185147A patent/DD118785A5/xx unknown
- 1975-04-01 DD DD192060A patent/DD124733A5/xx unknown
- 1975-04-01 HU HU75CI00001563A patent/HU172935B/hu not_active IP Right Cessation
- 1975-04-01 BG BG029507A patent/BG24651A3/xx unknown
- 1975-04-01 AT AT244675A patent/AT345614B/de not_active IP Right Cessation
- 1975-04-01 RO RO7581867A patent/RO73181A/ro unknown
- 1975-04-01 IL IL46988A patent/IL46988A/en unknown
- 1975-04-01 YU YU00828/75A patent/YU39026B/xx unknown
- 1975-04-01 LU LU72175A patent/LU72175A1/xx unknown
- 1975-04-01 AT AT244875A patent/AT343407B/de not_active IP Right Cessation
- 1975-04-01 IL IL46989A patent/IL46989A/xx unknown
- 1975-04-01 BG BG029508A patent/BG26356A3/xx unknown
- 1975-04-01 YU YU827/75A patent/YU40259B/xx unknown
- 1975-04-01 DD DD185144A patent/DD118510A5/xx unknown
- 1975-04-02 IE IE709/75A patent/IE41777B1/en unknown
- 1975-04-02 TR TR18339A patent/TR18339A/xx unknown
- 1975-04-02 CS CS7500002239A patent/CS183788B2/cs unknown
- 1975-04-02 EG EG194/75A patent/EG11640A/xx active
- 1975-04-02 IE IE708/75A patent/IE41140B1/xx unknown
- 1975-04-02 TR TR18508A patent/TR18508A/xx unknown
- 1975-04-02 PL PL1975179266A patent/PL97786B1/pl unknown
- 1975-04-02 JP JP50040227A patent/JPS6042202B2/ja not_active Expired
- 1975-04-02 CS CS7500002240A patent/CS183789B2/cs unknown
- 1975-04-02 JP JP4022675A patent/JPS5345364B2/ja not_active Expired
- 1975-04-02 SU SU752120455A patent/SU682096A3/ru active
- 1975-04-02 RO RO7581876A patent/RO79677A/ro unknown
- 1975-04-02 PL PL1975179265A patent/PL98627B1/pl unknown
- 1975-04-02 RO RO106426A patent/RO84021B/ro unknown
- 1975-04-02 SU SU752121601A patent/SU743561A3/ru active
- 1975-04-02 EG EG75195A patent/EG12263A/xx active
- 1975-11-05 SU SU752186207A patent/SU628812A3/ru active
-
1976
- 1976-04-05 SU SU762342705A patent/SU626690A3/ru active
-
1978
- 1978-01-12 JP JP232778A patent/JPS53135964A/ja active Granted
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