AU599986B2 - Fungicide compositions of 1-(1- triazole)-2-(4-chloro-phenyl )-3-cyclopropylbutan-2-ol and N-propyl-N(2-(2,4,6- trichlorophenoxyl)ethyl)imidazole-1-carboxamide - Google Patents

Fungicide compositions of 1-(1- triazole)-2-(4-chloro-phenyl )-3-cyclopropylbutan-2-ol and N-propyl-N(2-(2,4,6- trichlorophenoxyl)ethyl)imidazole-1-carboxamide Download PDF

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Publication number
AU599986B2
AU599986B2 AU74068/87A AU7406887A AU599986B2 AU 599986 B2 AU599986 B2 AU 599986B2 AU 74068/87 A AU74068/87 A AU 74068/87A AU 7406887 A AU7406887 A AU 7406887A AU 599986 B2 AU599986 B2 AU 599986B2
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AU
Australia
Prior art keywords
formula
compound
fungicidal composition
weight
barley
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
Application number
AU74068/87A
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AU7406887A (en
Inventor
Ulrich Gisi
Hans Wiedmer
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Syngenta Participations AG
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Sandoz AG
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Assigned to NOVARTIS AG reassignment NOVARTIS AG Request to Amend Deed and Register Assignors: SANDOZ LTD.
Assigned to SYNGENTA PARTICIPATIONS AG reassignment SYNGENTA PARTICIPATIONS AG Alteration of Name(s) in Register under S187 Assignors: NOVARTIS AG
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Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof

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  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

CO0M MO0N WE A-LTH OF AES T R ALI A PATENT'ACT i952 C~OPLETE SPECIFICATION (original) FOR OFFICE USE IClass Int. Class Application Number: Lodged:
C.
-'-Cr rr ~C
C
C
C.
Complete Specification Lodged: Accepted: Published: Priority: p.
1Lg. I' 4 Related Art: Name of Applicant: SAddress of Applicant: SANDOZ LTD.
CH-4002 Basle, SWIT ZIRLAN01 DAVIES COLLISON, JVatent Attorneys, 1 Little Co~llins Street, Melbourne, 3000.
Address for Service:
I
Complete Specif ication for the invention entitled: "Figngicide compositions of l-triazole)-2-( 4-chloropheivil)-3-cyclopropyl~hutan-2-ol and N-propyjl-.N[2-( 2,4,6trich)VLorophenoxyl )ethyX) imidazc)if-Is--carboxaniide".
The, following statement is a ful4, description of this invention, aacuding the best method of performing it known to us una~ 1A The present invention relates to fungicides.
The invention provides a method of combatting fungal diseases in plants, with the aid of a) the compound of formula I OH
N
C l H H C H C 2 NI I
A
hereinafter referred to as "Compound A", and b) the compound of formula II Cl- 0 O-CH 2 -CM H N-CO-N ii
S
2 1 bH-CH 2 3 hereinafter referred to by its common name "prochloraz".
Compound A is disclosed in Example 1 of Australian Patent No. 571490 and is a fungicide, effective in the combatting of fungi in crops such as cereals including rice, especially in wheat and barley; it is excellent activity against rusts (such as Puccinia spp.) and good activity against powdery mildews S (such as Erysiphe), Septoria and Rhizoctonia. Prochloraz is disclosed in R.J. Birchmore et al, Proc. Br. Crop Prot. Conf.- Pests. Dis., 1977, 2, 593 and is a known fungicide having good 4, activity against Pseudocerosporella, Septoria, Pyrenophora, cIe powdery mildews and Pyricularia.
<E
st It has now been found that the use of prochloraz in combination with Compound A is surprisingly effective in the combatting of fungi. The combination is particularly suitable for full season use against foot diseases, leaf diseases and ear diseases, particularly foot diseases in cereals.
Accordingly,'the invention provides an improved method of combatting fungal diseases in plants, especially in cereals (including rice), which particularly in wheat and barley, Scomprises applying the plants, in admixture or substantially simultaneously, Compound A and prochloraz in an effective 1' aggregate amount. The method shows an excellent plant tolerance. More than additive effect is i.a. observed against 'i jSeptoria in wheat and HelminthosporiO in barley.
4< 3 1 -2- Suitable application rates are 50 to 100 g, particularly 60 to 80 g of Compound A per hectare and 250 to 500 g, particularly 300 to 450 g of prochloraz per hectare of crop locus. The weight ratio of Compound A prochloraz preferably lies in the range of 1 2 to 1 8, more preferably of 1 3.5 to 1 particularly of 1 :3.75 to 1 6.
Examples of suitable weight ratios of Compound A prochloraz are 1 3.75, 1 5 and 1 7.5. The compounds are preferably applied in spray form employing in general an application volume of from 0.05 to 0.5 hl per hectare, e.g. from 0.05 to 0.1 hl for airial application and from 0.2 to 0.4 hl for conventional ground application.
The invention also provides a fungicidal composition comprising Compound A and prochloraz, preferably in the weight ratio as defined above.
The composition of the invention may be formulated in any conventional form, for example in the form of a twin packet, or of an emulsifiable concentrate, wettable powder or water dispersible granule, the emulsifiable concentrate form being preferred. Such compositions may be produced in conventional manner, e.g. by mixing Compound A and prochloraz with appropriate adjuvants such as diluents and optionally other formulating ingredients such as surfactants The term diluent as used herein means any liquid r solid agriculturally acceptable material including carriers which may be added to the active cons-.uents to bring them in an easier or improved applicable form, respectively, to a usable or desirable strength of activity. It can for example be talc, kaolin, diatomaceous earth, xylene, or water.
Particularly formUlations to be applied in spraying forms such as water dispersible concentrates or wettable powders my contain surfactants such as wetting and dispersing agents, e.g. the condensation product of formaldehyde with naphthalene gulphonate, an alkylarylsulphonate, a lignin sulphonate, a fatty alkyl sulphate, an ethoxylated alkylphenol and an ethoxylated fatty alcohol.
In deneral, the formulations include from 0.01 to 90% by weight of f active agent, from 0 to 20% agriculturally acceptable surfactant and 10 to 99.99 solid or liquid adjuvant(s), the active agent consisting of the Compound A, prochloraz and optionally other active agents.
-ii i r^r Concentrate forms of compositions generally contain between about 2 and 80 preferably between about 5 and 70 by weight of active agent.
Application forms of formulation may for example contain from 0.01 to by weight.
The invention is illustrated by the following examples, wherein parts and percentages are by weight.
Srr Example 1 Emul sif able'Concentrates Composition Compound A techn. (95.5%) Prochloraz techn, (97.4%) Emulsifier 1 Solvent 2 Total
A
6.2 29.7 15.0 49.1 100
B
8.2 29.7 15.0 47.1 100' e.g. a mixture of 7 parts of a mixture of oxyethylated triglyceride with branched calcium alkyl aryl sulphonate in iso-butanol and 8 parts of tributyl phenol polyglycol ether.
e.g. a mixture of 15 parts propyleneglycol monomethylether and 34.1 parts (for Composition A) or 32.1 parts (for Composition B) of xylene.
1 1

Claims (7)

1. A method of combatting fungal diseases in plants which comprises applying the plants, in admixture or substantially simultaneously,
6. T wheat. 5 7. Th barley. a) the compound of formula I OH N C I (OD CH-CH 2- N cl-i tb(CH 1 3 and b) the compound of formula 11
8. Thq Helrint)
9. A formula c ct V Cc <C' i tCr Th( weight 3 formula in a fungicidally effective aggregate amount.
11. Th( weight 3
12. The weight C C CC C C 2. The method of Claim 1, which comprises applying from 50 to 100 g of the compound of formula I and from 250 to 500 g of the compound of formula II per hectare of plant locus. 3. The method of Claim 2, which comprises applying from to 80 g of the compound of formula I and from 300 to 450 g of the compound of formula II per hectare of plant locus. 4. The method of any one of Claims 1 to 3, wherein the plants are cereals. 35 5. The meth.o1 of Claim 4, in which the cereal is wheat.
13. ThE 25 12, subE referenc i i I I ii DATED th SANDOZ L By Its P DAVIES 518, bV i.003,dbl233228, spa, '7t? t-.i. 90051e dbslpe.,o6i d23l i. r.r i r ~iia~ I:: 1 6. The method of Claim 5 for combatting Septoria in wheat. 7. The method of Calim 4, in which the cereal is barley. 8. The method of Claim 7, for combatting Helminthosporium in barley. 9. A fungicidal composition comprising the compounds of formula I and II, stated in Claim 1, and a diluent. The fungicidal composition of Claim 9, wherein the weight ratio of the compound of formula I compound of formula II is in the range of form 1 2 to 1 8. 11. The fungicidal composition of Claim 10, wherein the weight ratio is from 1 3.5 to 1 8. 12. The fungicidal composition of Claim 11, wherein the weight ratio is from 1 3.75 to 1 6. 13. The fungicidal composition of any one of Claims 12, substantially as hereinbefore described with reference to Example 1. 9 to r-j DATED this 17th day of May 1990 SANDOZ LIMITED By Its Patent Attorneys DAVIES COLLISON 9OO5180 d bNPQbdbX2332200.ape Li i :r
AU74068/87A 1986-06-12 1987-06-10 Fungicide compositions of 1-(1- triazole)-2-(4-chloro-phenyl )-3-cyclopropylbutan-2-ol and N-propyl-N(2-(2,4,6- trichlorophenoxyl)ethyl)imidazole-1-carboxamide Expired AU599986B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8614367 1986-06-12
GB868614367A GB8614367D0 (en) 1986-06-12 1986-06-12 Fungicides

Publications (2)

Publication Number Publication Date
AU7406887A AU7406887A (en) 1987-12-17
AU599986B2 true AU599986B2 (en) 1990-08-02

Family

ID=10599383

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AU74068/87A Expired AU599986B2 (en) 1986-06-12 1987-06-10 Fungicide compositions of 1-(1- triazole)-2-(4-chloro-phenyl )-3-cyclopropylbutan-2-ol and N-propyl-N(2-(2,4,6- trichlorophenoxyl)ethyl)imidazole-1-carboxamide

Country Status (15)

Country Link
AU (1) AU599986B2 (en)
BE (1) BE1001743A4 (en)
CA (1) CA1329117C (en)
CH (1) CH670932A5 (en)
DE (1) DE3718695C2 (en)
DK (1) DK295787A (en)
FR (1) FR2599942B1 (en)
GB (2) GB8614367D0 (en)
GR (1) GR870908B (en)
HU (1) HU206599B (en)
IE (1) IE60413B1 (en)
IT (1) IT1216820B (en)
SE (1) SE468233B (en)
TR (1) TR24875A (en)
ZA (1) ZA874258B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2269101A (en) * 1992-07-31 1994-02-02 Shell Int Research Plant fungicidal compositions
GB9424373D0 (en) * 1994-12-02 1995-01-18 Sandoz Ltd Novel combinations
US5651587A (en) 1995-06-09 1997-07-29 P.L. Porter Co. Vehicle seat and system for controlling the same
JP5940369B2 (en) * 2011-05-27 2016-06-29 石原産業株式会社 How to control plant diseases

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040007A2 (en) * 1980-04-24 1981-11-18 Fbc Limited Fungicidal compositions
AU7506587A (en) * 1986-07-07 1988-01-14 Montedison S.P.A. Synergistic fungicidal compositions

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH658654A5 (en) * 1983-03-04 1986-11-28 Sandoz Ag AZOLE DERIVATIVES, METHOD FOR THEIR PRODUCTION AND MEANS THAT CONTAIN THESE COMPOUNDS.

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040007A2 (en) * 1980-04-24 1981-11-18 Fbc Limited Fungicidal compositions
AU7506587A (en) * 1986-07-07 1988-01-14 Montedison S.P.A. Synergistic fungicidal compositions

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Publication number Publication date
IT8748046A0 (en) 1987-06-11
BE1001743A4 (en) 1990-02-27
GB8614367D0 (en) 1986-07-16
DK295787D0 (en) 1987-06-10
AU7406887A (en) 1987-12-17
DE3718695A1 (en) 1987-12-17
GB8713348D0 (en) 1987-07-15
ZA874258B (en) 1989-01-25
IE60413B1 (en) 1994-07-13
SE468233B (en) 1992-11-30
HU206599B (en) 1992-12-28
IT1216820B (en) 1990-03-14
SE8702422D0 (en) 1987-06-10
IE871544L (en) 1987-12-12
GB2191401B (en) 1990-10-31
DE3718695C2 (en) 1997-02-06
DK295787A (en) 1987-12-13
CA1329117C (en) 1994-05-03
GB2191401A (en) 1987-12-16
FR2599942B1 (en) 1991-03-29
GR870908B (en) 1987-10-12
SE8702422L (en) 1987-12-13
CH670932A5 (en) 1989-07-31
FR2599942A1 (en) 1987-12-18
HUT44417A (en) 1988-03-28
TR24875A (en) 1992-07-07

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