CA1112645A - N-pyridyl-phthalamic acid compounds - Google Patents
N-pyridyl-phthalamic acid compoundsInfo
- Publication number
- CA1112645A CA1112645A CA293,560A CA293560A CA1112645A CA 1112645 A CA1112645 A CA 1112645A CA 293560 A CA293560 A CA 293560A CA 1112645 A CA1112645 A CA 1112645A
- Authority
- CA
- Canada
- Prior art keywords
- pyridyl
- compound
- phthalamic acid
- chloro
- formula
- 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
- LYSBRRGPHIJPGG-UHFFFAOYSA-N 2-(pyridin-2-ylcarbamoyl)benzoic acid Chemical class OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CC=N1 LYSBRRGPHIJPGG-UHFFFAOYSA-N 0.000 title 1
- 241001057636 Dracaena deremensis Species 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims description 18
- 230000001850 reproductive effect Effects 0.000 claims description 12
- 238000011161 development Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 125000004076 pyridyl group Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- WWAZKNNZHJFLRI-UHFFFAOYSA-N 2-[(2-chloropyridin-3-yl)carbamoyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CN=C1Cl WWAZKNNZHJFLRI-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 159000000000 sodium salts Chemical class 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 231100001160 nonlethal Toxicity 0.000 claims 1
- 230000008635 plant growth Effects 0.000 abstract description 6
- 159000000032 aromatic acids Chemical class 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- 241000196324 Embryophyta Species 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 230000018109 developmental process Effects 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 8
- 230000004069 differentiation Effects 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- FCTUZDWMTMUUGR-BJMVGYQFSA-N (3z)-2-amino-4-(1h-indol-3-yl)buta-1,3-diene-1,1,3-tricarbonitrile Chemical compound C1=CC=C2C(/C=C(/C(N)=C(C#N)C#N)C#N)=CNC2=C1 FCTUZDWMTMUUGR-BJMVGYQFSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 239000002671 adjuvant Substances 0.000 description 4
- 230000004075 alteration Effects 0.000 description 4
- 235000005822 corn Nutrition 0.000 description 4
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- -1 alkoxy radicals Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 150000002814 niacins Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- GVTLFGJNTIRUEG-ZHACJKMWSA-N (e)-n-(3-methoxyphenyl)-3-phenylprop-2-enamide Chemical compound COC1=CC=CC(NC(=O)\C=C\C=2C=CC=CC=2)=C1 GVTLFGJNTIRUEG-ZHACJKMWSA-N 0.000 description 2
- MEQBJJUWDCYIAB-UHFFFAOYSA-N 2-chloropyridin-3-amine Chemical compound NC1=CC=CN=C1Cl MEQBJJUWDCYIAB-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 229920001213 Polysorbate 20 Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 230000036512 infertility Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 235000001968 nicotinic acid Nutrition 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- ODSXLWIPMFZDNY-UHFFFAOYSA-N 2-[(5-bromopyridin-2-yl)carbamoyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)NC1=CC=C(Br)C=N1 ODSXLWIPMFZDNY-UHFFFAOYSA-N 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- QKCIWRKJZXBLDX-UHFFFAOYSA-N OC(C1=CC=CC=C1C(NC1=CC=CN=C1Cl)=O)=O.N Chemical compound OC(C1=CC=CC=C1C(NC1=CC=CN=C1Cl)=O)=O.N QKCIWRKJZXBLDX-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003927 aminopyridines Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229910000286 fullers earth Inorganic materials 0.000 description 1
- MCQOWYALZVKMAR-UHFFFAOYSA-N furo[3,4-b]pyridine-5,7-dione Chemical compound C1=CC=C2C(=O)OC(=O)C2=N1 MCQOWYALZVKMAR-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000002023 wood 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fertilizers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75326076A | 1976-12-22 | 1976-12-22 | |
| US753,260 | 1976-12-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1112645A true CA1112645A (en) | 1981-11-17 |
Family
ID=25029880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA293,560A Expired CA1112645A (en) | 1976-12-22 | 1977-12-21 | N-pyridyl-phthalamic acid compounds |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS5379871A (cs) |
| AR (1) | AR220111A1 (cs) |
| AU (1) | AU516014B2 (cs) |
| BE (1) | BE862113A (cs) |
| CA (1) | CA1112645A (cs) |
| CH (1) | CH632997A5 (cs) |
| CS (1) | CS196411B2 (cs) |
| DD (1) | DD133884A5 (cs) |
| DE (1) | DE2757111A1 (cs) |
| DK (1) | DK571377A (cs) |
| FR (2) | FR2387960A1 (cs) |
| GB (1) | GB1573576A (cs) |
| HU (1) | HU179545B (cs) |
| IL (1) | IL53671A (cs) |
| IT (1) | IT1090352B (cs) |
| MY (1) | MY8200169A (cs) |
| NL (1) | NL7714092A (cs) |
| PH (1) | PH16343A (cs) |
| PL (1) | PL106999B1 (cs) |
| SU (1) | SU942573A3 (cs) |
| ZA (1) | ZA777589B (cs) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL62794A0 (en) * | 1980-06-02 | 1981-07-31 | American Cyanamid Co | Substituted nicotinic acid esters and salts thereof and their use as herbicidal agents |
| FR2508446B1 (fr) * | 1981-06-25 | 1986-05-02 | Rhone Poulenc Agrochimie | Herbicides a fonctions amide et ester derives de la pyridine ainsi que leur procede de preparation et leur application |
| JPS59118750A (ja) * | 1982-12-27 | 1984-07-09 | Eisai Co Ltd | カルボン酸アミド化合物およびその誘導体 |
| US4562257A (en) * | 1983-11-07 | 1985-12-31 | American Cyanamid Company | Preparation of substituted and unsubstituted 2-carbamoyl nicotinic and 3-quinolinecarboxylic acids |
| US4782157A (en) * | 1984-12-03 | 1988-11-01 | American Cyanamid Co. | Preparation of substituted and unsubstituted 2-carbamoyl nicotinic and 3-quinolinecarboxylic acids |
| EP1257536A1 (en) | 2000-01-27 | 2002-11-20 | Cytovia, Inc. | Substituted nicotinamides and analogs as activators of caspases and inducers of apoptosis and the use thereof |
| RU2629990C1 (ru) * | 2016-05-19 | 2017-09-05 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Государственный аграрный университет Северного Зауралья" (ФГБОУ ВО ГАУ Северного Зауралья) | Способ ингибирования прорастания семян зерновых культур |
| JP6768631B2 (ja) | 2017-12-20 | 2020-10-14 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ | 難燃性ポリイソシアヌレートフォーム |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR929965A (fr) * | 1945-09-18 | 1948-01-13 | Pyridium Corp | Procédé d'obtention de composés de l'acide phtalamidique de pyridine et de ses sels |
| DE1642224B2 (de) * | 1967-04-28 | 1976-04-29 | Basf Ag, 6700 Ludwigshafen | Verwendung von substituierten benzoesaeureaniliden zur bekaempfung von pilzen aus der klasse der basidiomyceten |
| CH489993A (de) * | 1967-12-19 | 1970-05-15 | Ciba Geigy | Das Pflanzenwachstum regulierendes und phytocides Mittel |
| FR2059977A1 (cs) * | 1969-08-14 | 1971-06-11 | Socibre |
-
1977
- 1977-12-20 NL NL7714092A patent/NL7714092A/xx unknown
- 1977-12-21 CH CH1579177A patent/CH632997A5/de not_active IP Right Cessation
- 1977-12-21 GB GB53127/77A patent/GB1573576A/en not_active Expired
- 1977-12-21 PH PH20583A patent/PH16343A/en unknown
- 1977-12-21 IL IL53671A patent/IL53671A/xx unknown
- 1977-12-21 AR AR270438A patent/AR220111A1/es active
- 1977-12-21 FR FR7738669A patent/FR2387960A1/fr active Granted
- 1977-12-21 DE DE19772757111 patent/DE2757111A1/de not_active Withdrawn
- 1977-12-21 PL PL1977203191A patent/PL106999B1/pl unknown
- 1977-12-21 CA CA293,560A patent/CA1112645A/en not_active Expired
- 1977-12-21 CS CS778654A patent/CS196411B2/cs unknown
- 1977-12-21 BE BE183675A patent/BE862113A/xx not_active IP Right Cessation
- 1977-12-21 ZA ZA00777589A patent/ZA777589B/xx unknown
- 1977-12-21 JP JP15501477A patent/JPS5379871A/ja active Granted
- 1977-12-21 SU SU772556503A patent/SU942573A3/ru active
- 1977-12-21 IT IT31043/77A patent/IT1090352B/it active
- 1977-12-21 HU HU77MO998A patent/HU179545B/hu unknown
- 1977-12-21 DD DD77202844A patent/DD133884A5/xx unknown
- 1977-12-21 DK DK571377A patent/DK571377A/da not_active Application Discontinuation
- 1977-12-22 AU AU31877/77A patent/AU516014B2/en not_active Expired
-
1978
- 1978-05-23 FR FR7815339A patent/FR2381029A1/fr active Granted
-
1982
- 1982-12-30 MY MY169/82A patent/MY8200169A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DD133884A5 (de) | 1979-01-31 |
| FR2387960B1 (cs) | 1982-06-25 |
| MY8200169A (en) | 1982-12-31 |
| FR2381029A1 (fr) | 1978-09-15 |
| CS196411B2 (en) | 1980-03-31 |
| IL53671A0 (en) | 1978-03-10 |
| PH16343A (en) | 1983-09-05 |
| PL203191A1 (pl) | 1978-07-03 |
| JPS6134421B2 (cs) | 1986-08-07 |
| PL106999B1 (pl) | 1980-01-31 |
| AU516014B2 (en) | 1981-05-14 |
| AU3187777A (en) | 1979-06-28 |
| DE2757111A1 (de) | 1978-07-06 |
| HU179545B (en) | 1982-11-29 |
| CH632997A5 (en) | 1982-11-15 |
| JPS5379871A (en) | 1978-07-14 |
| FR2381029B1 (cs) | 1982-07-23 |
| SU942573A3 (ru) | 1982-07-07 |
| IT1090352B (it) | 1985-06-26 |
| BE862113A (fr) | 1978-06-21 |
| FR2387960A1 (fr) | 1978-11-17 |
| GB1573576A (en) | 1980-08-28 |
| DK571377A (da) | 1978-06-23 |
| NL7714092A (nl) | 1978-06-26 |
| IL53671A (en) | 1982-05-31 |
| ZA777589B (en) | 1978-10-25 |
| AR220111A1 (es) | 1980-10-15 |
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