TW201014529A - Thiadiazolyloxyphenylamidines and the use thereof as fungicides - Google Patents
Thiadiazolyloxyphenylamidines and the use thereof as fungicides Download PDFInfo
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- TW201014529A TW201014529A TW098121496A TW98121496A TW201014529A TW 201014529 A TW201014529 A TW 201014529A TW 098121496 A TW098121496 A TW 098121496A TW 98121496 A TW98121496 A TW 98121496A TW 201014529 A TW201014529 A TW 201014529A
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- Prior art keywords
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- oxy
- formula
- thiadiazol
- alkyl
- Prior art date
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- 239000000417 fungicide Substances 0.000 title claims description 13
- 239000000203 mixture Substances 0.000 claims abstract description 79
- 238000000034 method Methods 0.000 claims abstract description 41
- 244000005700 microbiome Species 0.000 claims abstract description 36
- 150000001875 compounds Chemical class 0.000 claims abstract description 23
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 230000008569 process Effects 0.000 claims abstract description 9
- 150000001409 amidines Chemical class 0.000 claims abstract 2
- -1 thiadiazoleoxyphenyl hydrazine Chemical compound 0.000 claims description 132
- 238000006243 chemical reaction Methods 0.000 claims description 60
- 125000004122 cyclic group Chemical group 0.000 claims description 48
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 47
- 125000000217 alkyl group Chemical group 0.000 claims description 45
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 42
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 150000001412 amines Chemical class 0.000 claims description 30
- 125000005842 heteroatom Chemical group 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 30
- 125000003118 aryl group Chemical group 0.000 claims description 28
- 229910052717 sulfur Inorganic materials 0.000 claims description 28
- 239000007789 gas Chemical group 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 25
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 23
- 229910052698 phosphorus Inorganic materials 0.000 claims description 21
- 150000003573 thiols Chemical class 0.000 claims description 20
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 19
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 18
- 239000011593 sulfur Substances 0.000 claims description 18
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 17
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- 125000004429 atom Chemical group 0.000 claims description 17
- 150000002431 hydrogen Chemical class 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 15
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 15
- 150000003568 thioethers Chemical class 0.000 claims description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 12
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical group NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 10
- 239000002689 soil Substances 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000000304 alkynyl group Chemical group 0.000 claims description 9
- 125000003277 amino group Chemical group 0.000 claims description 9
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000000460 chlorine Substances 0.000 claims description 8
- 150000002429 hydrazines Chemical class 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
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- 150000002905 orthoesters Chemical class 0.000 claims description 7
- 238000006467 substitution reaction Methods 0.000 claims description 7
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 7
- IHWDSEPNZDYMNF-UHFFFAOYSA-N 1H-indol-2-amine Chemical compound C1=CC=C2NC(N)=CC2=C1 IHWDSEPNZDYMNF-UHFFFAOYSA-N 0.000 claims description 6
- OUMYCZNNPRRSLG-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-trien-5-amine Chemical compound NC1=CC=CC2=C1O2 OUMYCZNNPRRSLG-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
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- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 5
- 125000004516 1,2,4-thiadiazol-5-yl group Chemical group S1N=CN=C1* 0.000 claims description 4
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- 125000003944 tolyl group Chemical group 0.000 claims description 3
- XVIRIXVOLLJIPF-UHFFFAOYSA-N 1-nitro-2-(2-nitrophenoxy)benzene Chemical compound [O-][N+](=O)C1=CC=CC=C1OC1=CC=CC=C1[N+]([O-])=O XVIRIXVOLLJIPF-UHFFFAOYSA-N 0.000 claims description 2
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 claims description 2
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical class OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 claims description 2
- HDBQZGJWHMCXIL-UHFFFAOYSA-N 3,7-dihydropurine-2-thione Chemical compound SC1=NC=C2NC=NC2=N1 HDBQZGJWHMCXIL-UHFFFAOYSA-N 0.000 claims description 2
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- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
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- 229910052762 osmium Inorganic materials 0.000 claims description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical group [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 2
- 150000004867 thiadiazoles Chemical class 0.000 claims description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 22
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- 150000003949 imides Chemical class 0.000 claims 2
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- LZGVDNRJCGPNDS-UHFFFAOYSA-N trinitromethane Chemical class [O-][N+](=O)C([N+]([O-])=O)[N+]([O-])=O LZGVDNRJCGPNDS-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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- NGCRXXLKJAAUQQ-UHFFFAOYSA-N undec-5-ene Chemical compound CCCCCC=CCCCC NGCRXXLKJAAUQQ-UHFFFAOYSA-N 0.000 description 1
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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
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08159265 | 2008-06-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW201014529A true TW201014529A (en) | 2010-04-16 |
Family
ID=39878040
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW098121496A TW201014529A (en) | 2008-06-27 | 2009-06-26 | Thiadiazolyloxyphenylamidines and the use thereof as fungicides |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US8383139B2 (https=) |
| EP (1) | EP2307391B1 (https=) |
| JP (1) | JP5713352B2 (https=) |
| CN (1) | CN102066347B (https=) |
| AR (1) | AR072373A1 (https=) |
| AU (1) | AU2009262515A1 (https=) |
| BR (1) | BRPI0914536A8 (https=) |
| CA (1) | CA2729432A1 (https=) |
| CL (1) | CL2010001530A1 (https=) |
| EA (1) | EA020256B9 (https=) |
| PL (1) | PL2307391T3 (https=) |
| TW (1) | TW201014529A (https=) |
| UA (1) | UA104293C2 (https=) |
| WO (1) | WO2009156098A2 (https=) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101263129A (zh) * | 2005-09-13 | 2008-09-10 | 拜尔农科股份公司 | 农药噻唑氧基取代的苯脒衍生物 |
| WO2011080044A2 (en) * | 2009-12-16 | 2011-07-07 | Bayer Cropscience Ag | Active compound combinations |
| WO2011082941A1 (de) * | 2009-12-16 | 2011-07-14 | Bayer Cropscience Ag | Benzylsubstituierte thiadiazolyloxyphenylamidiniumsalze als fungizide |
| WO2011156885A1 (en) * | 2010-06-17 | 2011-12-22 | Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of Agriculture And Agri-Food | Use of psychrophilic anaerobic digestion in sequencing batch reactor for degradation of prions |
| WO2012019998A1 (de) | 2010-08-10 | 2012-02-16 | Bayer Cropscience Ag | Herstellung von n'-(4-{[3-(4-chlorbenzyl)-1,2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-n-ethyl-n-methylimidoformamid |
| ITMI20121045A1 (it) | 2012-06-15 | 2013-12-16 | Isagro Ricerca Srl | Composizioni sinergiche per la protezione di colture agrarie e relativo uso |
| HRP20230021T1 (hr) | 2013-10-03 | 2023-02-17 | Syngenta Participations Ag | Fungicidni pripravci |
| CN104860938B (zh) * | 2015-06-08 | 2017-05-31 | 西华大学 | 关环法合成多氮杂环噻二唑‑5‑甲脒类化合物 |
| WO2016202688A1 (en) | 2015-06-15 | 2016-12-22 | Bayer Cropscience Aktiengesellschaft | Halogen-substituted phenoxyphenylamidines and the use thereof as fungicides |
| MX2017016363A (es) | 2015-06-15 | 2018-03-02 | Bayer Cropscience Ag | Fenoxifenilamidinas sustituidas con halogeno y el uso de estas como fungicidas. |
| JP6811000B2 (ja) | 2015-07-08 | 2021-01-13 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | フェノキシハロゲンフェニルアミジン類及び殺菌剤としてのそれらの使用 |
| CN107200712A (zh) * | 2016-03-16 | 2017-09-26 | 浙江省化工研究院有限公司 | 一类含取代基嘧啶芳基脒类化合物、其制备方法及应用 |
| CN108059618B (zh) * | 2016-11-08 | 2020-07-07 | 浙江省化工研究院有限公司 | 一类含多氟嘧啶芳基脒类化合物、其制备方法及应用 |
| EP3335559A1 (en) | 2016-12-14 | 2018-06-20 | Bayer CropScience Aktiengesellschaft | Active compound combinations |
| US20200077648A1 (en) | 2016-12-14 | 2020-03-12 | Bayer Cropscience Aktiengesellschaft | Phenoxyphenylamidines and the use thereof as fungicides |
| WO2018108998A1 (en) | 2016-12-14 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Phenylamidines and the use thereof as fungicides |
| WO2018109002A1 (en) | 2016-12-14 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Active compound combinations |
| EP3575286B1 (en) | 2017-01-26 | 2022-05-11 | Mitsui Chemicals Agro, Inc. | Pyridone compound and bactericide for agricultural and horticultural use, which uses said compound as active ingredient |
| EP3611166B1 (en) | 2017-04-10 | 2022-09-21 | Mitsui Chemicals Agro, Inc. | Pyridone compound, and agricultural and horticultural fungicide having this as active component |
| WO2018190350A1 (ja) | 2017-04-10 | 2018-10-18 | 三井化学アグロ株式会社 | ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤 |
| AU2018251415B2 (en) | 2017-04-11 | 2021-08-05 | Mitsui Chemicals Crop & Life Solutions, Inc. | Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients |
| JP2020517608A (ja) | 2017-04-20 | 2020-06-18 | ピーアイ インダストリーズ リミテッドＰｉ Ｉｎｄｕｓｔｒｉｅｓ Ｌｔｄ | 新規フェニルアミン化合物 |
| CN110770210A (zh) | 2017-05-18 | 2020-02-07 | Pi工业有限公司 | 新颖的脒化合物 |
| EP3636636B1 (en) | 2017-06-08 | 2022-07-06 | Mitsui Chemicals Agro, Inc. | Pyridone compound and agricultural and horticultural fungicide |
| US10513515B2 (en) | 2017-08-25 | 2019-12-24 | Biotheryx, Inc. | Ether compounds and uses thereof |
| EP3828177B1 (en) | 2018-07-25 | 2023-11-29 | Mitsui Chemicals Crop & Life Solutions, Inc. | Pyridone compound and agricultural and horticultural fungicide having this as active component |
| AU2019309894A1 (en) | 2018-07-27 | 2021-01-28 | Biotheryx, Inc. | Bifunctional compounds as CDK modulators |
| EP3708565A1 (en) | 2020-03-04 | 2020-09-16 | Bayer AG | Pyrimidinyloxyphenylamidines and the use thereof as fungicides |
| US11897930B2 (en) | 2020-04-28 | 2024-02-13 | Anwita Biosciences, Inc. | Interleukin-2 polypeptides and fusion proteins thereof, and their pharmaceutical compositions and therapeutic applications |
| EP3915971A1 (en) | 2020-12-16 | 2021-12-01 | Bayer Aktiengesellschaft | Phenyl-s(o)n-phenylamidines and the use thereof as fungicides |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3574226A (en) * | 1967-05-19 | 1971-04-06 | Ansul Co | Substituted delta**2-1,2,4-thiadiazolin-5-ones |
| US3692794A (en) * | 1970-09-03 | 1972-09-19 | Ciba Geigy Corp | 1,2,4-thiadiazoles |
| CH550538A (de) * | 1971-08-31 | 1974-06-28 | Ciba Geigy Ag | Handelsfaehiges mittel zur bekaempfung von schaedlichen mikroorganismen. |
| DE2242187A1 (de) * | 1971-08-31 | 1973-03-08 | Ciba Geigy Ag | Heterocyclische verbindungen |
| BR9711816A (pt) * | 1996-08-01 | 1999-08-31 | Du Pont | Composto, composição fungicida, método para controlar doenças de plantas causadas pelos agentes patogênicos f·ngicos de plantas, composição artropodicida e método para controlar artrópodes. |
| GB9902592D0 (en) * | 1999-02-06 | 1999-03-24 | Hoechst Schering Agrevo Gmbh | Fungicides |
| FR2829362B1 (fr) | 2001-09-10 | 2003-11-07 | Aventis Cropscience Sa | Composition fongicide a base de derives d'arylamidine et de composes fongicides connus |
| WO2003093224A1 (en) | 2002-05-03 | 2003-11-13 | E.I. Du Pont De Nemours And Company | Amidinylphenyl compounds and their use as fungicides |
| EP1413301A1 (fr) | 2002-10-24 | 2004-04-28 | Bayer CropScience SA | Médicaments antifongiques à base de dérivés d'arylamidine |
| CN101263129A (zh) * | 2005-09-13 | 2008-09-10 | 拜尔农科股份公司 | 农药噻唑氧基取代的苯脒衍生物 |
| GB0602335D0 (en) * | 2006-02-07 | 2006-03-15 | Remynd Nv | Thiadiazole Derivatives For The Treatment Of Neurodegenerative Diseases |
| GB0623258D0 (en) | 2006-11-22 | 2007-01-03 | Remynd Nv | Thiadiazole derivatives for the treatment of neuro-degenerative diseases |
| UA106875C2 (uk) * | 2008-06-27 | 2014-10-27 | Баєр Кропсаєнс Аг | Тіадіазолілоксифеніламідини та їх застосування як фунгіцидів |
-
2009
- 2009-06-19 UA UAA201100889A patent/UA104293C2/uk unknown
- 2009-06-19 US US13/000,233 patent/US8383139B2/en not_active Expired - Fee Related
- 2009-06-19 CA CA2729432A patent/CA2729432A1/en not_active Abandoned
- 2009-06-19 WO PCT/EP2009/004419 patent/WO2009156098A2/de not_active Ceased
- 2009-06-19 EA EA201100094A patent/EA020256B9/ru not_active IP Right Cessation
- 2009-06-19 CN CN200980122989.0A patent/CN102066347B/zh not_active Expired - Fee Related
- 2009-06-19 PL PL09768947T patent/PL2307391T3/pl unknown
- 2009-06-19 BR BRPI0914536A patent/BRPI0914536A8/pt not_active IP Right Cessation
- 2009-06-19 JP JP2011515173A patent/JP5713352B2/ja not_active Expired - Fee Related
- 2009-06-19 EP EP09768947.5A patent/EP2307391B1/de not_active Not-in-force
- 2009-06-19 AU AU2009262515A patent/AU2009262515A1/en not_active Abandoned
- 2009-06-26 AR ARP090102377A patent/AR072373A1/es unknown
- 2009-06-26 TW TW098121496A patent/TW201014529A/zh unknown
-
2010
- 2010-12-23 CL CL2010001530A patent/CL2010001530A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2307391B1 (de) | 2014-01-01 |
| EP2307391A2 (de) | 2011-04-13 |
| PL2307391T3 (pl) | 2014-06-30 |
| JP5713352B2 (ja) | 2015-05-07 |
| US8383139B2 (en) | 2013-02-26 |
| BRPI0914536A8 (pt) | 2017-05-16 |
| AU2009262515A1 (en) | 2009-12-30 |
| US20110143937A1 (en) | 2011-06-16 |
| WO2009156098A3 (de) | 2010-04-01 |
| UA104293C2 (en) | 2014-01-27 |
| BRPI0914536A2 (pt) | 2016-07-26 |
| CN102066347A (zh) | 2011-05-18 |
| CA2729432A1 (en) | 2009-12-30 |
| EA020256B1 (ru) | 2014-09-30 |
| EA201100094A1 (ru) | 2011-06-30 |
| EA020256B9 (ru) | 2015-02-27 |
| WO2009156098A2 (de) | 2009-12-30 |
| AR072373A1 (es) | 2010-08-25 |
| CN102066347B (zh) | 2016-06-08 |
| JP2011525509A (ja) | 2011-09-22 |
| CL2010001530A1 (es) | 2011-05-06 |
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