CA1060792A - Fongicide - Google Patents

Fongicide

Info

Publication number: CA1060792A
Authority: CA; Canada
Prior art keywords: alkyl; propyl; compounds; alkenyl; control
Prior art date: 1975-06-23
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

Application number

CA254,946A

Other languages

English (en)

Inventor

James R. Beck

Joseph A. Yahner

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Eli Lilly and Co

Original Assignee

Eli Lilly and Co

Priority date (The priority date 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 date listed.)

1975-06-23

Filing date

1976-06-16

Publication date

1979-08-21

1976-06-16 Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co

1979-08-21 Application granted granted Critical

1979-08-21 Publication of CA1060792A publication Critical patent/CA1060792A/fr

Status Expired legal-status Critical Current

Links

230000002538 fungal effect Effects 0.000 claims abstract description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
238000000034 method Methods 0.000 claims description 19
125000000217 alkyl group Chemical group 0.000 claims description 13
241000196324 Embryophyta Species 0.000 claims description 11
-1 dinitroaniline compound Chemical class 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
125000003342 alkenyl group Chemical group 0.000 claims description 6
241000233679 Peronosporaceae Species 0.000 claims description 5
235000014787 Vitis vinifera Nutrition 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
235000009754 Vitis X bourquina Nutrition 0.000 claims description 3
235000012333 Vitis X labruscana Nutrition 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
240000006365 Vitis vinifera Species 0.000 claims description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 2
125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 6
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 32
QFUSCYRJMXLNRB-UHFFFAOYSA-N 2,6-dinitroaniline Chemical class NC1=C([N+]([O-])=O)C=CC=C1[N+]([O-])=O QFUSCYRJMXLNRB-UHFFFAOYSA-N 0.000 abstract description 9
HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 abstract 1
125000001424 substituent group Chemical group 0.000 abstract 1
239000000203 mixture Substances 0.000 description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
239000002270 dispersing agent Substances 0.000 description 8
239000007788 liquid Substances 0.000 description 8
CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical class NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 description 6
201000010099 disease Diseases 0.000 description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 5
239000000428 dust Substances 0.000 description 5
230000002363 herbicidal effect Effects 0.000 description 4
LZGUHMNOBNWABZ-UHFFFAOYSA-N n-nitro-n-phenylnitramide Chemical compound [O-][N+](=O)N([N+]([O-])=O)C1=CC=CC=C1 LZGUHMNOBNWABZ-UHFFFAOYSA-N 0.000 description 4
239000003921 oil Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000007921 spray Substances 0.000 description 4
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
241000219095 Vitis Species 0.000 description 3
230000003247 decreasing effect Effects 0.000 description 3
230000000694 effects Effects 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
241000227653 Lycopersicon Species 0.000 description 2
235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
241000233622 Phytophthora infestans Species 0.000 description 2
241001281803 Plasmopara viticola Species 0.000 description 2
241000813090 Rhizoctonia solani Species 0.000 description 2
239000004480 active ingredient Substances 0.000 description 2
239000000969 carrier Substances 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000009472 formulation Methods 0.000 description 2
230000000855 fungicidal effect Effects 0.000 description 2
239000000417 fungicide Substances 0.000 description 2
239000010440 gypsum Substances 0.000 description 2
229910052602 gypsum Inorganic materials 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000004033 plastic Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
229910052903 pyrophyllite Inorganic materials 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
LXQOQPGNCGEELI-UHFFFAOYSA-N 2,4-dinitroaniline Chemical class NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O LXQOQPGNCGEELI-UHFFFAOYSA-N 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
240000007124 Brassica oleracea Species 0.000 description 1
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000233866 Fungi Species 0.000 description 1
241000223221 Fusarium oxysporum Species 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
241000233614 Phytophthora Species 0.000 description 1
229920001213 Polysorbate 20 Polymers 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
235000002532 grape seed extract Nutrition 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
238000005286 illumination Methods 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000002054 inoculum Substances 0.000 description 1
239000011872 intimate mixture Substances 0.000 description 1
YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
229920000940 maneb Polymers 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
239000003595 mist Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000003209 petroleum derivative Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
244000000003 plant pathogen Species 0.000 description 1
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
241001446247 uncultured actinomycete Species 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/28—Nitrogen atoms
- C07D295/30—Nitrogen atoms non-acylated
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/14—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA254,946A 1975-06-23 1976-06-16 Fongicide Expired CA1060792A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US58931275A	1975-06-23	1975-06-23
US66836076A	1976-03-19	1976-03-19

Publications (1)

Publication Number	Publication Date
CA1060792A true CA1060792A (fr)	1979-08-21

Family

ID=27080507

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA254,946A Expired CA1060792A (fr)	1975-06-23	1976-06-16	Fongicide

Country Status (14)

Country	Link
JP (1)	JPS523826A (fr)
AT (1)	AT346647B (fr)
AU (1)	AU502959B2 (fr)
BE (1)	BE843234A (fr)
BR (1)	BR7604091A (fr)
CA (1)	CA1060792A (fr)
CS (1)	CS189008B2 (fr)
DE (1)	DE2627350A1 (fr)
FR (2)	FR2316872A1 (fr)
GB (1)	GB1556411A (fr)
GR (1)	GR60426B (fr)
PT (1)	PT65226B (fr)
SU (2)	SU747397A3 (fr)
TR (1)	TR19120A (fr)

1976
- 1976-06-15 GR GR50990A patent/GR60426B/el unknown
- 1976-06-15 CS CS395976A patent/CS189008B2/cs unknown
- 1976-06-15 PT PT6522676A patent/PT65226B/pt unknown
- 1976-06-16 CA CA254,946A patent/CA1060792A/fr not_active Expired
- 1976-06-17 TR TR1912076A patent/TR19120A/xx unknown
- 1976-06-18 DE DE19762627350 patent/DE2627350A1/de not_active Withdrawn
- 1976-06-22 GB GB2598876A patent/GB1556411A/en not_active Expired
- 1976-06-22 AT AT454276A patent/AT346647B/de not_active IP Right Cessation
- 1976-06-22 BE BE1007466A patent/BE843234A/fr unknown
- 1976-06-22 SU SU762373718A patent/SU747397A3/ru active
- 1976-06-23 AU AU15207/76A patent/AU502959B2/en not_active Expired
- 1976-06-23 JP JP7595376A patent/JPS523826A/ja active Pending
- 1976-06-23 BR BR7604091A patent/BR7604091A/pt unknown
- 1976-06-23 FR FR7619081A patent/FR2316872A1/fr active Granted
- 1976-11-19 SU SU762421352A patent/SU702990A3/ru active
1977
- 1977-03-10 FR FR7707094A patent/FR2336390A1/fr active Granted

Also Published As

Publication number	Publication date
AU502959B2 (en)	1979-08-16
GB1556411A (en)	1979-11-21
CS189008B2 (en)	1979-03-30
FR2336390B1 (fr)	1980-10-17
FR2316872B1 (fr)	1978-05-19
BR7604091A (pt)	1977-06-28
AU1520776A (en)	1978-01-05
ATA454276A (de)	1978-03-15
PT65226A (en)	1976-07-01
AT346647B (de)	1978-11-27
DE2627350A1 (de)	1977-01-13
FR2336390A1 (fr)	1977-07-22
FR2316872A1 (fr)	1977-02-04
GR60426B (en)	1978-05-25
JPS523826A (en)	1977-01-12
TR19120A (tr)	1978-07-01
BE843234A (fr)	1976-12-22
SU702990A3 (ru)	1979-12-05
SU747397A3 (ru)	1980-07-23
PT65226B (en)	1977-11-23

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EP0248086B1 (fr)	1993-03-17	Derives d'imidazole, bactericides les contenant et procede permettant leur preparation
CA2105556A1 (fr)	1993-07-24	Lutte contre les insectes au moyen d'oxadiazole et de thiadiazole substituees
US4091096A (en)	1978-05-23	Dinitroanilines for the control of phytopathogens
CA1060792A (fr)	1979-08-21	Fongicide
SU1450737A3 (ru)	1989-01-07	Способ получени производных 9,10-фенантрендиона
CA1250755A (fr)	1989-03-07	Methode d'inhibition de la croissance des bourgeons axillaires
US4152460A (en)	1979-05-01	3-Chloro-2,6-dinitro-N-(substituted phenyl)-4-(trifluoromethyl)benzenamines
US4045466A (en)	1977-08-30	3-Cyanoalkylthio- or 3-alkoxycarbonylmethylthio-2,6-di-nitroanilines
US5089510A (en)	1992-02-18	Insecticides
SU540552A3 (ru)	1976-12-25	Ингибитор роста боковых побегов табака
JPH0764688B2 (ja)	1995-07-12	農園芸用殺菌組成物
TW422682B (en)	2001-02-21	Fungicidal mixtures
RU2155481C2 (ru)	2000-09-10	Эмульгируемое в воде жидкое средство с инсектицидной активностью
US3888906A (en)	1975-06-10	Ortho-carbamyloxy-benzamide bactericides
US4180568A (en)	1979-12-25	Control of phytopathogens with certain 2,6-dinitroanilines
JPS61275202A (ja)	1986-12-05	殺菌剤および植物成長調節組成物
US4159344A (en)	1979-06-26	Anilide urea biocides
US4104054A (en)	1978-08-01	N1 -chloro-3,5-dinitrosulfanilamides
US4259347A (en)	1981-03-31	Control of phytopathogens using dinitroaniline compounds
US3969509A (en)	1976-07-13	Ortho-carbamyloxy-benzamide bactericides
CA1098726A (fr)	1981-04-07	Herbicide selectif
KR100231518B1 (ko)	1999-11-15	농원예용살진균조성물
US4238503A (en)	1980-12-09	Anilide urea biocides
US4086076A (en)	1978-04-25	Tetrahydrofuranyl bromoacetates used as biocides