DE2619861C2 - 1-(2-Pyridyl)-3-(1,2,3-thiadiazol-5-yl)-harnstoff sowie diesen enthaltende Mittel zur Wachstumsregulierung und zur Entlbätterung von Pflanzen - Google Patents
1-(2-Pyridyl)-3-(1,2,3-thiadiazol-5-yl)-harnstoff sowie diesen enthaltende Mittel zur Wachstumsregulierung und zur Entlbätterung von PflanzenInfo
- Publication number
- DE2619861C2 DE2619861C2 DE2619861A DE2619861A DE2619861C2 DE 2619861 C2 DE2619861 C2 DE 2619861C2 DE 2619861 A DE2619861 A DE 2619861A DE 2619861 A DE2619861 A DE 2619861A DE 2619861 C2 DE2619861 C2 DE 2619861C2
- Authority
- DE
- Germany
- Prior art keywords
- plants
- growth
- plant
- compound according
- defoliation
- 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
- 239000003795 chemical substances by application Substances 0.000 title claims description 15
- 230000012010 growth Effects 0.000 title claims 7
- 230000001105 regulatory effect Effects 0.000 title claims 3
- VJXKPMICAFCWKC-UHFFFAOYSA-N 1-pyridin-2-yl-3-(thiadiazol-5-yl)urea Chemical compound C=1C=CC=NC=1NC(=O)NC1=CN=NS1 VJXKPMICAFCWKC-UHFFFAOYSA-N 0.000 title description 2
- 241000196324 Embryophyta Species 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000004480 active ingredient Substances 0.000 claims description 13
- 230000000694 effects Effects 0.000 claims description 11
- 230000035613 defoliation Effects 0.000 claims description 10
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 7
- 239000004202 carbamide Substances 0.000 claims description 6
- 230000009471 action Effects 0.000 claims description 5
- 238000011161 development Methods 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 239000007921 spray Substances 0.000 claims description 3
- 235000013399 edible fruits Nutrition 0.000 claims 3
- 238000003306 harvesting Methods 0.000 claims 3
- 230000005764 inhibitory process Effects 0.000 claims 3
- 241000209504 Poaceae Species 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 239000000575 pesticide Substances 0.000 claims 2
- 230000008635 plant growth Effects 0.000 claims 2
- 230000026267 regulation of growth Effects 0.000 claims 2
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims 1
- 244000241257 Cucumis melo Species 0.000 claims 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 claims 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 claims 1
- 239000005983 Maleic hydrazide Substances 0.000 claims 1
- 240000000111 Saccharum officinarum Species 0.000 claims 1
- 235000007201 Saccharum officinarum Nutrition 0.000 claims 1
- 244000061456 Solanum tuberosum Species 0.000 claims 1
- 235000002595 Solanum tuberosum Nutrition 0.000 claims 1
- 235000021536 Sugar beet Nutrition 0.000 claims 1
- 241000219094 Vitaceae Species 0.000 claims 1
- 230000003542 behavioural effect Effects 0.000 claims 1
- 230000033228 biological regulation Effects 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 235000014633 carbohydrates Nutrition 0.000 claims 1
- 230000008859 change Effects 0.000 claims 1
- 239000002837 defoliant Substances 0.000 claims 1
- 230000001934 delay Effects 0.000 claims 1
- 235000021021 grapes Nutrition 0.000 claims 1
- 239000003966 growth inhibitor Substances 0.000 claims 1
- 230000002363 herbicidal effect Effects 0.000 claims 1
- 230000003054 hormonal effect Effects 0.000 claims 1
- 230000002015 leaf growth Effects 0.000 claims 1
- 231100000518 lethal Toxicity 0.000 claims 1
- 230000001665 lethal effect Effects 0.000 claims 1
- 230000004660 morphological change Effects 0.000 claims 1
- 235000012015 potatoes Nutrition 0.000 claims 1
- 230000009467 reduction Effects 0.000 claims 1
- 238000004904 shortening Methods 0.000 claims 1
- 239000004460 silage Substances 0.000 claims 1
- 238000004381 surface treatment Methods 0.000 claims 1
- VHXDHGALQPVNKI-UHFFFAOYSA-N thiadiazol-4-ylurea Chemical class NC(=O)NC1=CSN=N1 VHXDHGALQPVNKI-UHFFFAOYSA-N 0.000 claims 1
- 210000002700 urine Anatomy 0.000 claims 1
- 244000045561 useful plants Species 0.000 claims 1
- 230000009105 vegetative growth Effects 0.000 claims 1
- 230000000007 visual effect Effects 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
- -1 attaclay Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 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
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 240000002024 Gossypium herbaceum Species 0.000 description 2
- 235000004341 Gossypium herbaceum Nutrition 0.000 description 2
- 206010053759 Growth retardation Diseases 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 235000005489 dwarf bean Nutrition 0.000 description 2
- 231100000001 growth retardation Toxicity 0.000 description 2
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 2
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- UGUHFDPGDQDVGX-UHFFFAOYSA-N 1,2,3-thiadiazole Chemical compound C1=CSN=N1 UGUHFDPGDQDVGX-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 235000004035 Cryptotaenia japonica Nutrition 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 102000007641 Trefoil Factors Human genes 0.000 description 1
- 235000015724 Trifolium pratense Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- DJIBHHGQPSAZCY-UHFFFAOYSA-N butoxy-bis(butylsulfanyl)-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCOP(=S)(SCCCC)SCCCC DJIBHHGQPSAZCY-UHFFFAOYSA-N 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (36)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2619861A DE2619861C2 (de) | 1976-05-03 | 1976-05-03 | 1-(2-Pyridyl)-3-(1,2,3-thiadiazol-5-yl)-harnstoff sowie diesen enthaltende Mittel zur Wachstumsregulierung und zur Entlbätterung von Pflanzen |
| NL7701873A NL7701873A (nl) | 1976-05-03 | 1977-02-22 | 1,2,3-thiadiazool-5-yl-ureumderivaten, werkwijze voor het bereiden daarvan, alsmede werk- wijze voor het bereiden van daarop gebaseerde middelen voor het vertragen van de groei en voor het ontbladeren van planten. |
| YU666/77A YU39587B (en) | 1976-05-03 | 1977-03-14 | Process for obtaining new 1,2,3-thiadiazole-5-yl-carbamides |
| ES456991A ES456991A1 (es) | 1976-05-03 | 1977-03-18 | Procedimiento para la preparacion de 1,2,3-tiadiazol-5-il- ureas. |
| PT66339A PT66339B (de) | 1976-05-03 | 1977-03-22 | 1,2,3-thiadiazol-5-yl-harnstoffe verfahren zur herstellungdieser verbindungen sowie diese enthaltende wittel zur wachstumsverzogerung und zur entblatterung von pflanzen |
| RO7779859A RO70757A (ro) | 1976-05-03 | 1977-03-30 | Procedeu de preparare a unor derivati de 1,2,3-tiadiazol-5-il-uree |
| IN492/CAL/77A IN155905B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-05-03 | 1977-04-01 | |
| FI771017A FI64158C (fi) | 1976-05-03 | 1977-04-01 | Foer minskning av vaexternas tillvaext och foer loefvaellning anvaendbara 1,2,3-tiadiazol-5-yl-karbamider |
| CS772194A CS193090B2 (en) | 1976-05-03 | 1977-04-01 | Preparation for the growth decelaration and defoliation of the plants and production of the active substance |
| BR7702182A BR7702182A (pt) | 1976-05-03 | 1977-04-06 | 1,2,3-tiadiazol-5-il-ureias,processo para a preparacao destes compostos bem como composicoes contendo os mesmos para retardar o crescimento e para desfolhamento de plantas |
| MX775627U MX4697E (es) | 1976-05-03 | 1977-04-12 | Procedimiento para preparar 1,2,3-tiadiazol-5-il-ureas |
| BG035984A BG27710A3 (bg) | 1976-05-03 | 1977-04-12 | Хербицидно средство |
| AU24364/77A AU510662B2 (en) | 1976-05-03 | 1977-04-18 | 1, 2, 3-Thiadiazol-5-yl Ureas |
| AR267322A AR217828A1 (es) | 1976-05-03 | 1977-04-22 | Nuevas 1-(piridil o pirimidil-2-)-3-(1,2,3-tiadiazol-5-il)ureas,procedimiento para obtenerlas y composiciones retardadoras del crecimiento y defoliadoras de las plantas a base de las mismas |
| GB17084/77A GB1582182A (en) | 1976-05-03 | 1977-04-25 | 1,2,3-thiadiazol-5-yl-ureas a process for their manufacture and their use in retarding the growth of and defoliating plants |
| IT22848/77A IT1075506B (it) | 1976-05-03 | 1977-04-27 | 1, 2, 3-tiadiazol-5-il-ree,procedimento per la preparazione di questi composti nonche' mezzi che li contengono,per il ritardo della crescita e per la defogliazione di piante |
| CA277,161A CA1078841A (en) | 1976-05-03 | 1977-04-27 | 1,2,3-thiadiazol-5-yl-ureas useful in retarding the growth of and defoliating plants |
| US05/792,016 US4130414A (en) | 1976-05-03 | 1977-04-28 | 1,2,3-Thiadiazole-5-yl-urea derivatives, process for making the same and plant retardation and defoliation composition containing same |
| AT306077A AT347979B (de) | 1976-05-03 | 1977-04-29 | Mittel zur wachstumsverzoegerung und zur entblaetterung von pflanzen und verwendung des mittels |
| IL51972A IL51972A (en) | 1976-05-03 | 1977-04-29 | 1-pyridyl(or 1-pyrimidin-2-yl)-3-(1,2,3-thiadiazo-5-yl)-ureas,a process for their manufacture and their use in retarding the growth of and defoliating plants |
| PH19722A PH14105A (en) | 1976-05-03 | 1977-04-29 | 1,2,3-thiadiazol-5-yl-ureas |
| DD7700198672A DD129729A5 (de) | 1976-05-03 | 1977-04-29 | Mittel zur wachstumsverzoegerung und zur entblaetterung von pflanzen |
| CH538477A CH630509A5 (de) | 1976-05-03 | 1977-04-29 | Mittel zur wachstumsverzoegerung und zur entblaetterung von pflanzen. |
| SE7705059A SE422682B (sv) | 1976-05-03 | 1977-05-02 | 1,2,3-tiadiazol-5-yl-karbamider till anvendning som herbicider |
| HU77SCHE603A HU179783B (en) | 1976-05-03 | 1977-05-02 | Plant-growth determining and defoliating composition containing 1,2,3-thiadiasol-5-yl-ureas and process for producing the active agents |
| PL1977197824A PL102601B1 (pl) | 1976-05-03 | 1977-05-02 | Srodek do opozniania wzrostu i do pozbawiania lisci roslin |
| EG253/77A EG12573A (en) | 1976-05-03 | 1977-05-02 | Process for preparing of 1,2,3-thiadiazol-5-yl-urea,and their use in retarding the growth of and defoliating plants |
| FR7713170A FR2350350A1 (fr) | 1976-05-03 | 1977-05-02 | Thiadiazolyl-urees utilisables comme substances de croissance en phytiatrie |
| GR53347A GR70323B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-05-03 | 1977-05-03 | |
| ZA00772656A ZA772656B (en) | 1976-05-03 | 1977-05-03 | 1,2,3-thiadiazol-5-yl-ureas,a process for their manufacture and their use in retarding the growth of and defoliating plants |
| BE177251A BE854237A (fr) | 1976-05-03 | 1977-05-03 | 1,2,3-thiadiazol-5-yl-urees, leur procede de preparation et leur utilisation |
| SU772475654A SU694045A3 (ru) | 1976-05-03 | 1977-05-03 | Средство регулировани роста растений |
| SU2477053A SU725557A1 (ru) | 1976-05-03 | 1977-05-03 | Способ получени 1,2,3-тиадиазол5-ил-мочевин |
| JP52051687A JPS6010037B2 (ja) | 1976-05-03 | 1977-05-04 | １−（２−ピリジル）−３−（１，２，３−チアジアゾ−ル−５−イル）−尿素及び該化合物を含有する植物の成長調節及び落葉剤 |
| US05/934,191 US4163658A (en) | 1976-05-03 | 1978-08-16 | 1,2,3-Thiadiazole-5-yl-urea derivatives, process for making the same and plant retardation and defoliation composition containing same |
| TR19705A TR19705A (tr) | 1976-05-03 | 1979-04-21 | 1,2,3,tiyadiyazol-5-yl-uereler,bunlarin imaline mahsus bir usul ve bunlarin bitkinin bueyuemesini geciktirmede ve yapraklarini doktuermede kullanilmalari |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2619861A DE2619861C2 (de) | 1976-05-03 | 1976-05-03 | 1-(2-Pyridyl)-3-(1,2,3-thiadiazol-5-yl)-harnstoff sowie diesen enthaltende Mittel zur Wachstumsregulierung und zur Entlbätterung von Pflanzen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2619861A1 DE2619861A1 (de) | 1977-11-24 |
| DE2619861C2 true DE2619861C2 (de) | 1985-05-09 |
Family
ID=5977144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2619861A Expired DE2619861C2 (de) | 1976-05-03 | 1976-05-03 | 1-(2-Pyridyl)-3-(1,2,3-thiadiazol-5-yl)-harnstoff sowie diesen enthaltende Mittel zur Wachstumsregulierung und zur Entlbätterung von Pflanzen |
Country Status (34)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5679607A (en) * | 1979-12-03 | 1981-06-30 | Schering Ag | Herbicidal composition |
| DE3222622A1 (de) | 1982-06-11 | 1983-12-15 | Schering AG, 1000 Berlin und 4709 Bergkamen | Mittel zur entblaetterung von pflanzen mit synergistischer wirkung |
| DE3643246A1 (de) * | 1986-12-18 | 1988-06-30 | Basf Ag | Mittel zur abszission von pflanzenteilen |
| US4987233A (en) * | 1988-06-15 | 1991-01-22 | Eli Lilly And Company | Process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives |
| CZ2014613A3 (cs) * | 2014-09-09 | 2016-01-20 | Ústav experimentální botaniky AV ČR, v. v. i. | Deriváty 1,2,3-thiadiazol-5-yl močoviny, jejich použití pro regulaci senescence rostlin a přípravky obsahující tyto deriváty |
| JP1691122S (ja) * | 2020-12-23 | 2021-07-26 | 哺乳瓶用乳首 | |
| USD1044007S1 (en) * | 2021-12-08 | 2024-09-24 | Proxamama LLC | Baby bottle nipple |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3293257A (en) * | 1964-09-14 | 1966-12-20 | United States Borax Chem | Pyridyl urea compounds |
| US3929816A (en) * | 1968-07-17 | 1975-12-30 | Ciba Geigy Corp | Herbicidal thiadiazolyl-ureas |
| DD103124A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-03-23 | 1974-01-12 | ||
| US3956315A (en) * | 1974-03-21 | 1976-05-11 | Chevron Research Company | Herbicidal N-(3-cyano-4-alkylthien-2-yl) ureas |
| DE2506690A1 (de) * | 1975-02-14 | 1976-09-02 | Schering Ag | Mittel zur entblaetterung von pflanzen |
-
1976
- 1976-05-03 DE DE2619861A patent/DE2619861C2/de not_active Expired
-
1977
- 1977-02-22 NL NL7701873A patent/NL7701873A/xx not_active Application Discontinuation
- 1977-03-14 YU YU666/77A patent/YU39587B/xx unknown
- 1977-03-18 ES ES456991A patent/ES456991A1/es not_active Expired
- 1977-03-22 PT PT66339A patent/PT66339B/pt unknown
- 1977-03-30 RO RO7779859A patent/RO70757A/ro unknown
- 1977-04-01 IN IN492/CAL/77A patent/IN155905B/en unknown
- 1977-04-01 FI FI771017A patent/FI64158C/fi not_active IP Right Cessation
- 1977-04-01 CS CS772194A patent/CS193090B2/cs unknown
- 1977-04-06 BR BR7702182A patent/BR7702182A/pt unknown
- 1977-04-12 BG BG035984A patent/BG27710A3/xx unknown
- 1977-04-12 MX MX775627U patent/MX4697E/es unknown
- 1977-04-18 AU AU24364/77A patent/AU510662B2/en not_active Expired
- 1977-04-22 AR AR267322A patent/AR217828A1/es active
- 1977-04-25 GB GB17084/77A patent/GB1582182A/en not_active Expired
- 1977-04-27 CA CA277,161A patent/CA1078841A/en not_active Expired
- 1977-04-27 IT IT22848/77A patent/IT1075506B/it active
- 1977-04-28 US US05/792,016 patent/US4130414A/en not_active Expired - Lifetime
- 1977-04-29 PH PH19722A patent/PH14105A/en unknown
- 1977-04-29 IL IL51972A patent/IL51972A/xx unknown
- 1977-04-29 DD DD7700198672A patent/DD129729A5/xx unknown
- 1977-04-29 AT AT306077A patent/AT347979B/de not_active IP Right Cessation
- 1977-04-29 CH CH538477A patent/CH630509A5/de not_active IP Right Cessation
- 1977-05-02 PL PL1977197824A patent/PL102601B1/pl unknown
- 1977-05-02 EG EG253/77A patent/EG12573A/xx active
- 1977-05-02 HU HU77SCHE603A patent/HU179783B/hu unknown
- 1977-05-02 FR FR7713170A patent/FR2350350A1/fr active Granted
- 1977-05-02 SE SE7705059A patent/SE422682B/xx unknown
- 1977-05-03 GR GR53347A patent/GR70323B/el unknown
- 1977-05-03 BE BE177251A patent/BE854237A/xx not_active IP Right Cessation
- 1977-05-03 SU SU2477053A patent/SU725557A1/ru active
- 1977-05-03 SU SU772475654A patent/SU694045A3/ru active
- 1977-05-03 ZA ZA00772656A patent/ZA772656B/xx unknown
- 1977-05-04 JP JP52051687A patent/JPS6010037B2/ja not_active Expired
-
1979
- 1979-04-21 TR TR19705A patent/TR19705A/xx unknown
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