CS201048B2 - Herbicide and process for preparing effective compounds - Google Patents
Herbicide and process for preparing effective compounds Download PDFInfo
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- CS201048B2 CS201048B2 CS773208A CS320877A CS201048B2 CS 201048 B2 CS201048 B2 CS 201048B2 CS 773208 A CS773208 A CS 773208A CS 320877 A CS320877 A CS 320877A CS 201048 B2 CS201048 B2 CS 201048B2
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- 239000004009 herbicide Substances 0.000 title abstract description 28
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- 238000000034 method Methods 0.000 claims abstract description 40
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- 238000002360 preparation method Methods 0.000 claims abstract description 14
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- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
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- 239000007864 aqueous solution Substances 0.000 description 1
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 208000014347 autosomal dominant hyaline body myopathy Diseases 0.000 description 1
- MCOQHIWZJUDQIC-UHFFFAOYSA-N barban Chemical compound ClCC#CCOC(=O)NC1=CC=CC(Cl)=C1 MCOQHIWZJUDQIC-UHFFFAOYSA-N 0.000 description 1
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical group CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 208000002352 blister Diseases 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 1
- KMGBZBJJOKUPIA-UHFFFAOYSA-N butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 150000001907 coumarones Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 description 1
- 239000012738 dissolution medium Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000001605 fetal effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000000122 growth hormone Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 1
- JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 description 1
- CVMMSXQJVCZWIA-UHFFFAOYSA-N n-(5-amino-1-butyl-4-cyanopyrazol-3-yl)-2,2-dimethylpropanamide Chemical compound CCCCN1N=C(NC(=O)C(C)(C)C)C(C#N)=C1N CVMMSXQJVCZWIA-UHFFFAOYSA-N 0.000 description 1
- PGHMNKILIIURPV-UHFFFAOYSA-N n-(5-amino-4-cyano-1-ethylpyrazol-3-yl)-2,2-dimethylpropanamide Chemical compound CCN1N=C(NC(=O)C(C)(C)C)C(C#N)=C1N PGHMNKILIIURPV-UHFFFAOYSA-N 0.000 description 1
- UALCEQWTHDTVFE-UHFFFAOYSA-N n-(5-amino-4-cyano-1-methylpyrazol-3-yl)-2,2,2-trifluoroacetamide Chemical compound CN1N=C(NC(=O)C(F)(F)F)C(C#N)=C1N UALCEQWTHDTVFE-UHFFFAOYSA-N 0.000 description 1
- AXOATOSZORRNIY-UHFFFAOYSA-N n-(5-amino-4-cyano-1-methylpyrazol-3-yl)-2-methylpropanamide Chemical compound CC(C)C(=O)NC1=NN(C)C(N)=C1C#N AXOATOSZORRNIY-UHFFFAOYSA-N 0.000 description 1
- HEBLPPSLDGGXKB-UHFFFAOYSA-N n-(5-amino-4-cyano-1-methylpyrazol-3-yl)-3-methylbutanamide Chemical compound CC(C)CC(=O)NC1=NN(C)C(N)=C1C#N HEBLPPSLDGGXKB-UHFFFAOYSA-N 0.000 description 1
- NFMDNIGFSIOHFU-UHFFFAOYSA-N n-(5-amino-4-cyano-1-methylpyrazol-3-yl)propanamide Chemical compound CCC(=O)NC1=NN(C)C(N)=C1C#N NFMDNIGFSIOHFU-UHFFFAOYSA-N 0.000 description 1
- VIKPRDVCKUIBLQ-UHFFFAOYSA-N n-(5-amino-4-cyano-1-propylpyrazol-3-yl)-2,2-dimethylpropanamide Chemical compound CCCN1N=C(NC(=O)C(C)(C)C)C(C#N)=C1N VIKPRDVCKUIBLQ-UHFFFAOYSA-N 0.000 description 1
- LBOMBTWNJRNVMQ-UHFFFAOYSA-N n-(5-amino-4-cyano-1-propylpyrazol-3-yl)-2-methylpropanamide Chemical compound CCCN1N=C(NC(=O)C(C)C)C(C#N)=C1N LBOMBTWNJRNVMQ-UHFFFAOYSA-N 0.000 description 1
- MWLFMACIXJVSGN-UHFFFAOYSA-N n-(5-amino-4-cyano-1h-pyrazol-3-yl)-2,2,2-trifluoroacetamide Chemical compound NC=1NN=C(NC(=O)C(F)(F)F)C=1C#N MWLFMACIXJVSGN-UHFFFAOYSA-N 0.000 description 1
- QKXUFBKBTWODHE-UHFFFAOYSA-N n-[4-cyano-1-methyl-5-(methylamino)pyrazol-3-yl]-2,2,2-trifluoroacetamide Chemical compound CNC1=C(C#N)C(NC(=O)C(F)(F)F)=NN1C QKXUFBKBTWODHE-UHFFFAOYSA-N 0.000 description 1
- HJRKCLVNULPGGW-UHFFFAOYSA-N n-[4-cyano-1-methyl-5-(methylamino)pyrazol-3-yl]-2,2-dimethylpropanamide Chemical compound CNC1=C(C#N)C(NC(=O)C(C)(C)C)=NN1C HJRKCLVNULPGGW-UHFFFAOYSA-N 0.000 description 1
- NRSZWCIUXMRRLT-UHFFFAOYSA-N n-[4-cyano-3-(2-methylpropylamino)-1h-pyrazol-5-yl]-2,2,2-trifluoroacetamide Chemical compound CC(C)CNC=1NN=C(NC(=O)C(F)(F)F)C=1C#N NRSZWCIUXMRRLT-UHFFFAOYSA-N 0.000 description 1
- CCBMECKQWQZGJI-UHFFFAOYSA-N n-[4-cyano-3-(methylamino)-1h-pyrazol-5-yl]-2,2,2-trifluoroacetamide Chemical compound CNC=1NN=C(NC(=O)C(F)(F)F)C=1C#N CCBMECKQWQZGJI-UHFFFAOYSA-N 0.000 description 1
- KTSUCIGMSSTTAM-UHFFFAOYSA-N n-[4-cyano-5-(dimethylamino)-1-methylpyrazol-3-yl]-2,2-dimethylpropanamide Chemical compound CN(C)C1=C(C#N)C(NC(=O)C(C)(C)C)=NN1C KTSUCIGMSSTTAM-UHFFFAOYSA-N 0.000 description 1
- CEHGHOBRFBQPAF-UHFFFAOYSA-N n-[5-amino-4-cyano-1-(2-hydroxyethyl)pyrazol-3-yl]-2,2,2-trifluoroacetamide Chemical compound NC1=C(C#N)C(NC(=O)C(F)(F)F)=NN1CCO CEHGHOBRFBQPAF-UHFFFAOYSA-N 0.000 description 1
- OCKNJQCWDMLIDC-UHFFFAOYSA-N n-[5-amino-4-cyano-1-(2-hydroxyethyl)pyrazol-3-yl]-2,2-dimethylpropanamide Chemical compound CC(C)(C)C(=O)NC1=NN(CCO)C(N)=C1C#N OCKNJQCWDMLIDC-UHFFFAOYSA-N 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical class O* 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 239000003375 plant hormone Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 229940116357 potassium thiocyanate Drugs 0.000 description 1
- ZKJPYQKGNUBNOA-UHFFFAOYSA-N potassium;2,2-dicyanoethenylideneazanide Chemical compound [K+].N#C[C-](C#N)C#N ZKJPYQKGNUBNOA-UHFFFAOYSA-N 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- ISEUFVQQFVOBCY-UHFFFAOYSA-N prometon Chemical compound COC1=NC(NC(C)C)=NC(NC(C)C)=N1 ISEUFVQQFVOBCY-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical class N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- QGKLPGKXAVVPOJ-UHFFFAOYSA-N pyrrolidin-3-one Chemical compound O=C1CCNC1 QGKLPGKXAVVPOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- AKROLTGTPNCGRL-UHFFFAOYSA-K tripotassium;trichloride Chemical compound [Cl-].[Cl-].[Cl-].[K+].[K+].[K+] AKROLTGTPNCGRL-UHFFFAOYSA-K 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings 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
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings 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
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB20147/76A GB1567781A (en) | 1976-05-15 | 1976-05-15 | Pyrazolopyrimidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS201048B2 true CS201048B2 (en) | 1980-10-31 |
Family
ID=10141159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS773208A CS201048B2 (en) | 1976-05-15 | 1977-05-16 | Herbicide and process for preparing effective compounds |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4163846A (pl) |
| JP (1) | JPS52139092A (pl) |
| BE (1) | BE854423A (pl) |
| CS (1) | CS201048B2 (pl) |
| DD (1) | DD132228A5 (pl) |
| DE (1) | DE2720442A1 (pl) |
| DK (1) | DK206377A (pl) |
| ES (1) | ES458808A1 (pl) |
| FR (1) | FR2351119A1 (pl) |
| GB (1) | GB1567781A (pl) |
| IL (1) | IL52085A0 (pl) |
| NL (1) | NL7705303A (pl) |
| PL (1) | PL198110A1 (pl) |
| SE (1) | SE7705638L (pl) |
| SU (1) | SU784733A3 (pl) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4603203A (en) * | 1983-12-14 | 1986-07-29 | Takeda Chemical Industries, Ltd. | 3-aminopyrazolo[3,4-d]pyrimidine derivatives and production thereof |
| WO2007024680A1 (en) * | 2005-08-22 | 2007-03-01 | Amgen Inc. | Pyrazolopyridine and pyrazolopyrimidine compounds useful as kinase enzymes modulators |
| WO2013106254A1 (en) * | 2012-01-11 | 2013-07-18 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| WO2014126580A1 (en) * | 2013-02-15 | 2014-08-21 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| WO2014149206A1 (en) * | 2013-03-15 | 2014-09-25 | Dow Agrosciences Llc | Pyrazolopyrimidine-based insecticidal compositions and related methods |
| JP7166252B2 (ja) * | 2016-11-30 | 2022-11-07 | メディツィーニシェ・ウニヴェルジテート・インスブルック | サイクリン依存性キナーゼ阻害剤としての３－アミノ－１，５－ジヒドロピラゾロ［３，４－ｄ］ピリミジン－４－オン |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3098075A (en) * | 1956-02-10 | 1963-07-16 | Ciba Geigy Corp | New pyrazolo-pyrimidines |
| US3211728A (en) * | 1958-04-17 | 1965-10-12 | Ciba Geigy Corp | 3-amino-6-heterocyclic amino and 1 or 2-lower alkyl-3-amino-6-amino-pyrazolo pyrimidines |
| FR2264015A1 (en) * | 1974-03-13 | 1975-10-10 | Pfizer | Pyrazolo(3,4-d)pyrimidin-4-ones - pre-and post-emergence herbicides |
-
1976
- 1976-05-15 GB GB20147/76A patent/GB1567781A/en not_active Expired
-
1977
- 1977-05-06 DE DE19772720442 patent/DE2720442A1/de not_active Withdrawn
- 1977-05-09 BE BE177408A patent/BE854423A/xx unknown
- 1977-05-11 DK DK206377A patent/DK206377A/da unknown
- 1977-05-13 FR FR7714790A patent/FR2351119A1/fr not_active Withdrawn
- 1977-05-13 SE SE7705638A patent/SE7705638L/sv unknown
- 1977-05-13 SU SU772480484A patent/SU784733A3/ru active
- 1977-05-13 NL NL7705303A patent/NL7705303A/xx not_active Application Discontinuation
- 1977-05-13 IL IL52085A patent/IL52085A0/xx unknown
- 1977-05-13 US US05/796,827 patent/US4163846A/en not_active Expired - Lifetime
- 1977-05-13 JP JP5522077A patent/JPS52139092A/ja active Pending
- 1977-05-14 PL PL19811077A patent/PL198110A1/pl unknown
- 1977-05-14 ES ES458808A patent/ES458808A1/es not_active Expired
- 1977-05-16 DD DD7700198947A patent/DD132228A5/xx unknown
- 1977-05-16 CS CS773208A patent/CS201048B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL52085A0 (en) | 1977-07-31 |
| DK206377A (da) | 1977-11-16 |
| DE2720442A1 (de) | 1977-12-08 |
| ES458808A1 (es) | 1978-08-16 |
| DD132228A5 (de) | 1978-09-13 |
| NL7705303A (nl) | 1977-11-17 |
| US4163846A (en) | 1979-08-07 |
| SE7705638L (pl) | 1977-11-16 |
| BE854423A (fr) | 1977-11-09 |
| JPS52139092A (en) | 1977-11-19 |
| FR2351119A1 (fr) | 1977-12-09 |
| GB1567781A (en) | 1980-05-21 |
| SU784733A3 (ru) | 1980-11-30 |
| PL198110A1 (pl) | 1979-06-18 |
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