CH520128A - Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln - Google Patents
Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden MittelnInfo
- Publication number
- CH520128A CH520128A CH1240471A CH1240471A CH520128A CH 520128 A CH520128 A CH 520128A CH 1240471 A CH1240471 A CH 1240471A CH 1240471 A CH1240471 A CH 1240471A CH 520128 A CH520128 A CH 520128A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- compound
- formula
- fungicidal
- dependent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 21
- 230000000855 fungicidal effect Effects 0.000 title claims description 16
- 230000000895 acaricidal effect Effects 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 40
- 230000001419 dependent effect Effects 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 4
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000000460 chlorine Chemical group 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 150000002540 isothiocyanates Chemical class 0.000 claims description 3
- 150000007522 mineralic acids Chemical class 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052717 sulfur Chemical group 0.000 claims description 3
- 239000011593 sulfur Chemical group 0.000 claims description 3
- FULZLIGZKMKICU-UHFFFAOYSA-N N-phenylthiourea Chemical class NC(=S)NC1=CC=CC=C1 FULZLIGZKMKICU-UHFFFAOYSA-N 0.000 claims description 2
- 241000118205 Ovicides Species 0.000 claims description 2
- 239000003139 biocide Substances 0.000 claims description 2
- MLGCXEBRWGEOQX-UHFFFAOYSA-N tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 claims description 2
- 241000196324 Embryophyta Species 0.000 description 20
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 241000238876 Acari Species 0.000 description 15
- 241000209094 Oryza Species 0.000 description 15
- -1 alkyl isocyanate Chemical class 0.000 description 14
- 201000010099 disease Diseases 0.000 description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- 235000007164 Oryza sativa Nutrition 0.000 description 11
- 235000009566 rice Nutrition 0.000 description 11
- 239000004480 active ingredient Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- 238000005507 spraying Methods 0.000 description 8
- 239000013078 crystal Substances 0.000 description 7
- 239000000417 fungicide Substances 0.000 description 7
- 239000004563 wettable powder Substances 0.000 description 7
- 241000233866 Fungi Species 0.000 description 6
- 206010061217 Infestation Diseases 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 208000015181 infectious disease Diseases 0.000 description 6
- 240000008067 Cucumis sativus Species 0.000 description 5
- 230000003151 ovacidal effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241001454294 Tetranychus Species 0.000 description 4
- 235000013601 eggs Nutrition 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- 231100000194 ovacidal Toxicity 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 241001483078 Phyto Species 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000642 acaricide Substances 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 241000222235 Colletotrichum orbiculare Species 0.000 description 2
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000317981 Podosphaera fuliginea Species 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000004495 emulsifiable concentrate Substances 0.000 description 2
- FVRNGJJMYZAOAZ-UHFFFAOYSA-N ethyl n-[(2-aminophenyl)carbamothioyl]carbamate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1N FVRNGJJMYZAOAZ-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- HWWZNIZZCORSRR-UHFFFAOYSA-N 1,1-dimethyl-3-(sulfanylidenemethylidene)thiourea Chemical compound CN(C)C(=S)N=C=S HWWZNIZZCORSRR-UHFFFAOYSA-N 0.000 description 1
- KKASGUHLXWAKEZ-UHFFFAOYSA-N 1-isothiocyanatopropane Chemical compound CCCN=C=S KKASGUHLXWAKEZ-UHFFFAOYSA-N 0.000 description 1
- RVCKCEDKBVEEHL-UHFFFAOYSA-N 2,3,4,5,6-pentachlorobenzyl alcohol Chemical compound OCC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl RVCKCEDKBVEEHL-UHFFFAOYSA-N 0.000 description 1
- YTKGLURLTLIZJG-UHFFFAOYSA-N 6-methyl-1,4-dihydroquinoxaline-2,3-dithione Chemical compound N1C(=S)C(=S)NC2=CC(C)=CC=C21 YTKGLURLTLIZJG-UHFFFAOYSA-N 0.000 description 1
- 244000066764 Ailanthus triphysa Species 0.000 description 1
- 241000123650 Botrytis cinerea Species 0.000 description 1
- RMBBSOLAGVEUSI-UHFFFAOYSA-H Calcium arsenate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-][As]([O-])([O-])=O.[O-][As]([O-])([O-])=O RMBBSOLAGVEUSI-UHFFFAOYSA-H 0.000 description 1
- 241000530549 Cercospora beticola Species 0.000 description 1
- URYAFVKLYSEINW-UHFFFAOYSA-N Chlorfenethol Chemical compound C=1C=C(Cl)C=CC=1C(O)(C)C1=CC=C(Cl)C=C1 URYAFVKLYSEINW-UHFFFAOYSA-N 0.000 description 1
- 241000688200 Cingulata Species 0.000 description 1
- 241000609458 Corynespora Species 0.000 description 1
- 241000371644 Curvularia ravenelii Species 0.000 description 1
- 241000125117 Elsinoe Species 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 206010019909 Hernia Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000862466 Monilinia laxa Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000488581 Panonychus citri Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 241000222291 Passalora fulva Species 0.000 description 1
- 241001337928 Podosphaera leucotricha Species 0.000 description 1
- 241001294742 Podosphaera macularis Species 0.000 description 1
- 241000386899 Pseudocercospora vitis Species 0.000 description 1
- 241000342307 Pseudoperonospora humuli Species 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 241000228452 Venturia inaequalis Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 231100000460 acute oral toxicity Toxicity 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- BQBPCASAFAILJV-UHFFFAOYSA-N cyano n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)SC#N BQBPCASAFAILJV-UHFFFAOYSA-N 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- YTGVAKDRFRGYAM-UHFFFAOYSA-N methyl n-[(2-aminophenyl)carbamothioyl]carbamate Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1N YTGVAKDRFRGYAM-UHFFFAOYSA-N 0.000 description 1
- QYPPRTNMGCREIM-UHFFFAOYSA-M methylarsonate(1-) Chemical compound C[As](O)([O-])=O QYPPRTNMGCREIM-UHFFFAOYSA-M 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/24—Derivatives of thiourea containing any of the groups, X being a hetero atom, Y being any atom
- C07C335/28—Y being a hetero atom, e.g. thiobiuret
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4158868 | 1968-06-18 | ||
| JP7391468 | 1968-10-12 | ||
| JP7965568 | 1968-11-02 | ||
| JP8037968 | 1968-11-05 | ||
| JP8399968 | 1968-11-18 | ||
| JP8952368 | 1968-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH520128A true CH520128A (de) | 1972-03-15 |
Family
ID=27550039
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1240471A CH520128A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
| CH899669A CH522617A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
| CH1240371A CH518917A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
| CH1240271A CH518916A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH899669A CH522617A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
| CH1240371A CH518917A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
| CH1240271A CH518916A (de) | 1968-06-18 | 1969-06-12 | Verfahren zur Herstellung von Thioureidobenzolen sowie deren Verwendung in fungiziden und akariziden Mitteln |
Country Status (14)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4001297A (en) * | 1968-06-18 | 1977-01-04 | Nippon Soda Company Limited | Thioureidobenzene preparations and uses thereof |
| FR2087366A5 (enrdf_load_html_response) * | 1970-05-15 | 1971-12-31 | Rhone Poulenc Sa | |
| GB1307250A (en) * | 1970-06-16 | 1973-02-14 | May & Baker Ltd | Benzene derivatives |
| US3865948A (en) * | 1970-10-21 | 1975-02-11 | May & Baker Ltd | Treatment of helminth infections with substituted phenyl-thioureas |
| US4024236A (en) | 1972-10-27 | 1977-05-17 | Bayer Aktiengesellschaft | Anthelmintic compositions and uses employing amidophenylisothioureas |
| US3852278A (en) * | 1973-01-22 | 1974-12-03 | Rohm & Haas | Preparation of 4-(2-(furfurylideneamino)-phenyl)-3-thioallophanates |
| US3860586A (en) * | 1973-01-22 | 1975-01-14 | Rohm & Haas | Derivatives of 4-(2-aminophenyl)-3-thioallophanic acid |
| US4072696A (en) * | 1973-02-12 | 1978-02-07 | Syntex (U.S.A.) Inc. | 5(6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity |
| US4045470A (en) * | 1976-05-24 | 1977-08-30 | American Cyanamid Company | Alkyl allophanates, method for preparation and fungicidal use of the same |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE427417C (de) * | 1924-06-14 | 1926-04-08 | Merck Ag E | Verfahren zur Darstellung von substituierten Allophansaeurealkylestern |
| NL175141B (nl) * | 1952-01-08 | Nemectron Gmbh | Elektromedisch toestel voor interferentiestroomtherapie. | |
| DE1054777B (de) * | 1957-06-24 | 1959-04-09 | Bayer Ag | Akarizide Mittel |
| GB1211041A (en) * | 1967-01-24 | 1970-11-04 | Egyt Gyogyszervegyeszeti Gyar | Thiocarbamide derivatives |
| IL30778A (en) * | 1967-10-30 | 1972-10-29 | Nippon Soda Co | Bis-thioureido-benzenes,their preparation,and fungicidal compositions containing them |
-
0
- ZA ZA6904362A patent/ZA6904362B/xx unknown
- CA CA893141A patent/CA893141A/en not_active Expired
-
1969
- 1969-06-06 IL IL32354A patent/IL32354A/xx unknown
- 1969-06-12 CH CH1240471A patent/CH520128A/de not_active IP Right Cessation
- 1969-06-12 CH CH899669A patent/CH522617A/de not_active IP Right Cessation
- 1969-06-12 CH CH1240371A patent/CH518917A/de not_active IP Right Cessation
- 1969-06-12 CH CH1240271A patent/CH518916A/de not_active IP Right Cessation
- 1969-06-13 SE SE08460/69A patent/SE351424B/xx unknown
- 1969-06-13 GB GB30052/69A patent/GB1214415A/en not_active Expired
- 1969-06-17 DD DD14602869A patent/DD85679A5/de unknown
- 1969-06-17 NL NL696909225A patent/NL145852B/xx not_active IP Right Cessation
- 1969-06-17 DD DD14056169A patent/DD80693A5/de unknown
- 1969-06-17 YU YU1524/69A patent/YU34401B/xx unknown
- 1969-06-18 DK DK327069AA patent/DK125130B/da not_active IP Right Cessation
- 1969-06-18 IT IT3801569A patent/IT866836B/it active
- 1969-06-18 AT AT05765/69A patent/AT298150B/de not_active IP Right Cessation
- 1969-06-18 FR FR6920407A patent/FR2011165A1/fr not_active Withdrawn
- 1969-06-18 BE BE734742A patent/BE734742A/xx unknown
-
1972
- 1972-09-29 BE BE789493A patent/BE789493Q/xx not_active IP Right Cessation
-
1974
- 1974-05-22 NL NL7406941A patent/NL7406941A/xx unknown
- 1974-05-22 NL NL7406927A patent/NL7406927A/xx unknown
- 1974-05-22 NL NL7406926A patent/NL7406926A/xx unknown
- 1974-05-22 NL NL7406928A patent/NL7406928A/xx unknown
- 1974-05-22 NL NL7406935A patent/NL7406935A/xx unknown
-
1977
- 1977-02-11 YU YU368/77A patent/YU39989B/xx unknown
Also Published As
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