ZA200509375B - Method of controlling weeds - Google Patents
Method of controlling weeds Download PDFInfo
- Publication number
- ZA200509375B ZA200509375B ZA200509375A ZA200509375A ZA200509375B ZA 200509375 B ZA200509375 B ZA 200509375B ZA 200509375 A ZA200509375 A ZA 200509375A ZA 200509375 A ZA200509375 A ZA 200509375A ZA 200509375 B ZA200509375 B ZA 200509375B
- Authority
- ZA
- South Africa
- Prior art keywords
- cyclohexanedione
- methyl
- och
- hydrogen
- substituted
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 29
- 241000196324 Embryophyta Species 0.000 title description 6
- -1 2- (substituted benzoyl)-1,3-cyclohexanedione Chemical class 0.000 claims description 31
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 230000002363 herbicidal effect Effects 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 239000005562 Glyphosate Substances 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 229940097068 glyphosate Drugs 0.000 claims description 16
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 14
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 14
- 239000004480 active ingredient Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 11
- 239000005578 Mesotrione Substances 0.000 claims description 10
- 239000013522 chelant Substances 0.000 claims description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 150000002431 hydrogen Chemical group 0.000 claims description 10
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical group CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 claims description 5
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 claims description 5
- 239000005617 S-Metolachlor Substances 0.000 claims description 5
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 4
- 239000005531 Flufenacet Substances 0.000 claims description 4
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical group C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- OIRQAQLOHBJUIA-UHFFFAOYSA-N 2-(2-chloro-3-ethoxy-4-methylsulfonylbenzoyl)-5-methylcyclohexane-1,3-dione Chemical compound C1=C(S(C)(=O)=O)C(OCC)=C(Cl)C(C(=O)C2C(CC(C)CC2=O)=O)=C1 OIRQAQLOHBJUIA-UHFFFAOYSA-N 0.000 claims description 2
- IWLCLWRHQGUHCH-UHFFFAOYSA-N 4,4-dimethyl-2-(4-methylsulfonyl-2-nitrobenzoyl)cyclohexane-1,3-dione Chemical compound O=C1C(C)(C)CCC(=O)C1C(=O)C1=CC=C(S(C)(=O)=O)C=C1[N+]([O-])=O IWLCLWRHQGUHCH-UHFFFAOYSA-N 0.000 claims description 2
- PKCVCNOJKAXEQP-UHFFFAOYSA-N [3-nitro-4-(3,3,5,5-tetramethyl-2,6-dioxocyclohexanecarbonyl)phenyl] methanesulfonate Chemical compound O=C1C(C)(C)CC(C)(C)C(=O)C1C(=O)C1=CC=C(OS(C)(=O)=O)C=C1[N+]([O-])=O PKCVCNOJKAXEQP-UHFFFAOYSA-N 0.000 claims description 2
- MAPXZHNGBCCSFO-UHFFFAOYSA-N [4-(2,6-dioxocyclohexanecarbonyl)-3-nitrophenyl] methanesulfonate Chemical compound [O-][N+](=O)C1=CC(OS(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O MAPXZHNGBCCSFO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 2
- 125000004949 alkyl amino carbonyl amino group Chemical group 0.000 claims description 2
- 125000005195 alkyl amino carbonyloxy group Chemical group 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 2
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 claims 2
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 1
- 239000004009 herbicide Substances 0.000 description 12
- 240000008042 Zea mays Species 0.000 description 9
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 9
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- 239000007787 solid Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000969 carrier Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
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- 239000002671 adjuvant Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
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- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])[H] 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical class C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 description 1
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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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
Landscapes
- 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0314190.0A GB0314190D0 (en) | 2003-06-18 | 2003-06-18 | Method of controlling weeds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200509375B true ZA200509375B (en) | 2007-04-25 |
Family
ID=27636833
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200509375A ZA200509375B (en) | 2003-06-18 | 2005-11-18 | Method of controlling weeds |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US20060211578A1 (hr) |
| EP (1) | EP1672982B1 (hr) |
| JP (1) | JP4865546B2 (hr) |
| KR (1) | KR101130985B1 (hr) |
| CN (1) | CN100525628C (hr) |
| AR (1) | AR044664A1 (hr) |
| AT (1) | ATE406098T1 (hr) |
| AU (1) | AU2004248952B2 (hr) |
| BR (1) | BRPI0411571A (hr) |
| CA (1) | CA2527087C (hr) |
| CY (1) | CY1108458T1 (hr) |
| DE (1) | DE602004016193D1 (hr) |
| DK (1) | DK1672982T3 (hr) |
| EA (1) | EA009846B1 (hr) |
| EC (1) | ECSP066289A (hr) |
| ES (1) | ES2309523T3 (hr) |
| GB (1) | GB0314190D0 (hr) |
| HR (1) | HRP20051004B1 (hr) |
| MX (1) | MXPA05013275A (hr) |
| NZ (1) | NZ544590A (hr) |
| PL (1) | PL1672982T3 (hr) |
| PT (1) | PT1672982E (hr) |
| RS (1) | RS51570B (hr) |
| SI (1) | SI1672982T1 (hr) |
| UA (1) | UA83836C2 (hr) |
| WO (1) | WO2004112481A1 (hr) |
| ZA (1) | ZA200509375B (hr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE525905T1 (de) * | 2007-08-27 | 2011-10-15 | Syngenta Participations Ag | Herbizide zusammensetzung und verfahren zu ihrer verwendung |
| PT2249642E (pt) | 2008-02-20 | 2012-11-29 | Syngenta Participations Ag | Formulação herbicida |
| GB2532218B (en) * | 2014-11-11 | 2019-11-20 | Rotam Agrochem Int Co Ltd | Herbicidal composition and method for controlling plant growth |
| KR20230061560A (ko) * | 2017-06-19 | 2023-05-08 | 유피엘 리미티드 | 메소트리온 금속 킬레이트의 다형체 및 제조 공정 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5716901A (en) * | 1993-02-18 | 1998-02-10 | Sandoz Ltd. | Synergistic herbicidal compositions of dimethenamid, sulcotrione, and atrazine |
| EP2050338B1 (en) * | 1993-02-18 | 2011-05-25 | Basf Se | Herbicidal compositions |
| UA63884C2 (en) * | 1995-04-12 | 2004-02-16 | Singenta Participations Ag | Herbicidal composition and a method of controlling the emergence of undesirable plants |
| DE19834627A1 (de) * | 1998-07-31 | 1998-12-03 | Novartis Ag | Herbizides Mittel |
| CA2340013C (en) * | 1998-08-13 | 2012-10-02 | Aventis Cropscience Gmbh | Herbicidal compositions for tolerant or resistant maize crops |
| AR024781A1 (es) * | 1999-07-27 | 2002-10-23 | Bayer Ag | Agentes herbicidas basados en flufenacet. |
| AU2842501A (en) * | 1999-12-17 | 2001-06-25 | Aventis Cropscience S.A. | Method of controlling weeds |
| US6455469B1 (en) * | 2000-12-05 | 2002-09-24 | Ishihara Sangyo Kaisha, Ltd. | Herbicidal composition |
-
2003
- 2003-06-18 GB GBGB0314190.0A patent/GB0314190D0/en not_active Ceased
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2004
- 2004-06-07 US US10/560,097 patent/US20060211578A1/en not_active Abandoned
- 2004-06-07 ES ES04736224T patent/ES2309523T3/es not_active Expired - Lifetime
- 2004-06-07 EP EP04736224A patent/EP1672982B1/en not_active Expired - Lifetime
- 2004-06-07 EA EA200600008A patent/EA009846B1/ru not_active IP Right Cessation
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- 2004-06-07 CN CNB200480017005XA patent/CN100525628C/zh not_active Expired - Lifetime
- 2004-06-07 AT AT04736224T patent/ATE406098T1/de active
- 2004-06-07 PT PT04736224T patent/PT1672982E/pt unknown
- 2004-06-07 KR KR1020057024137A patent/KR101130985B1/ko not_active IP Right Cessation
- 2004-06-07 PL PL04736224T patent/PL1672982T3/pl unknown
- 2004-06-07 JP JP2006516379A patent/JP4865546B2/ja not_active Expired - Fee Related
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- 2004-06-07 AU AU2004248952A patent/AU2004248952B2/en not_active Expired
- 2004-06-07 MX MXPA05013275A patent/MXPA05013275A/es active IP Right Grant
- 2004-06-07 BR BRPI0411571-6A patent/BRPI0411571A/pt not_active Application Discontinuation
- 2004-06-07 SI SI200430931T patent/SI1672982T1/sl unknown
- 2004-06-07 DK DK04736224T patent/DK1672982T3/da active
- 2004-06-07 RS YU20050928A patent/RS51570B/sr unknown
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- 2004-06-07 WO PCT/GB2004/002409 patent/WO2004112481A1/en active IP Right Grant
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2005
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2006
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2008
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