DE1080347B - Preparations for the control of nematodes - Google Patents

Preparations for the control of nematodes

Info

Publication number
DE1080347B
DE1080347B DESCH23798A DESC023798A DE1080347B DE 1080347 B DE1080347 B DE 1080347B DE SCH23798 A DESCH23798 A DE SCH23798A DE SC023798 A DESC023798 A DE SC023798A DE 1080347 B DE1080347 B DE 1080347B
Authority
DE
Germany
Prior art keywords
nematodes
day
preparations
disulfide
control
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.)
Pending
Application number
DESCH23798A
Other languages
German (de)
Other versions
DE1857474U (en
Inventor
Dr Horst Werres
Ernst-Albrecht Pieroh
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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.)
Filing date
Publication date
Priority to BE572253D priority Critical patent/BE572253A/xx
Priority to NL113661D priority patent/NL113661C/xx
Priority to DESCH23005A priority patent/DE1062980B/en
Application filed by Schering AG filed Critical Schering AG
Priority to DESCH23798A priority patent/DE1080347B/en
Priority to GB3264758A priority patent/GB894125A/en
Priority to CH6391758A priority patent/CH379832A/en
Priority to FR1211850D priority patent/FR1211850A/en
Publication of DE1080347B publication Critical patent/DE1080347B/en
Pending legal-status Critical Current

Links

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
    • A01N47/00—Biocides, 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
    • A01N47/08—Biocides, 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
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/26—Oxidation products of dithiocarbamic acid derivatives, e.g. thiuram sulfides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/14—Dithiocarbamic acids; Derivatives thereof
    • C07C333/30—Dithiocarbamic acids; Derivatives thereof having sulfur atoms of dithiocarbamic groups bound to other sulfur atoms
    • C07C333/32—Thiuramsulfides; Thiurampolysulfides

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Gegenstand des Hauptpatentes 1062 980 ist ein Mittel zur Bekämpfung von Nematoden, das eine oder mehrere Verbindungen der allgemeinen Formel Mittel zur Bekämpfung von NematodenThe subject of the main patent 1062 980 is a Agent for combating nematodes, containing one or more compounds of the general formula Means for controlling nematodes

Zusatz zum Patent 1 062Addition to patent 1,062

R RR R

^N-C-S-S-C-NQ^ N-C-S-S-C-NQ

S SS S

enthält, worin R Alkyl bedeutet.contains, wherein R is alkyl.

In weiterer Ausbildung des dem Hauptpatent zugrunde liegenden Erfindungsgedankens wurde nun gefunden, daß eine Anzahl weiterer Verbindungen dieser Stoffklasse sehr gut gegen Nematoden wirksam sind. Es sind dies Verbindungen der allgemeinen FormelIn a further development of the inventive idea on which the main patent is based, it has now been found that a number of other compounds of this class of substances are very effective against nematodes. These are compounds of the general formula

.R2 .R 2

Anmelder:Applicant:

Schering Aktiengesellschaft, Berlin N 65, Müllerstr. 170-172Schering Aktiengesellschaft, Berlin N 65, Müllerstr. 170-172

Dr. Horst Werres, Berlin-Charlottenburg, und Ernst-Albrecht Pieroh, Berlin-Frohnau,Dr. Horst Werres, Berlin-Charlottenburg, and Ernst-Albrecht Pieroh, Berlin-Frohnau,

sind als Erfinder genannt wordenhave been named as inventors

N —C-S-S-C —NN-C-S-S-C-N

worin R1, R2, R3 = H, Alkyl, Aryl oder Aralkyl bedeuten, jedoch sollen die Verbindungen des Hauptpatentes R1 = R2 = Alkyl, R3 = H ausgenommen sein.where R 1 , R 2 , R 3 = H, alkyl, aryl or aralkyl, but the compounds of the main patent R 1 = R 2 = alkyl, R 3 = H should be excluded.

Als besonders vorteilhaft haben sich Verbindungen, wie z. B. Dibenzylthiuramdisulfid, Dipropylthiuramdisulfid, Trimethylthiuramdisulfid, Monomethylthiuramdisulfid und Diphenylthiuramdisulfid, erwiesen.Compounds such as. B. dibenzylthiuram disulfide, dipropylthiuram disulfide, Trimethylthiuram disulfide, monomethylthiuram disulfide and diphenylthiuram disulfide.

Zur Nematodenbekämpfung sind bereits N-Alkyldithiocarbaminsäureester bekannt, jedoch können diese Verbindungen bei den erforderlichen relativ hohen Aufwandmengen schon phytotoxische Schaden verursachen. N-alkyldithiocarbamic acid esters are already used to control nematodes known, however, these compounds can be relatively high at the required levels Application rates can cause phytotoxic damage.

Die Anwendung der neuen Mittel kann auf verschiedenen Wegen erfolgen, z. B. als Lösung in einem geeigneten Lösungsmittel, wie chlorierten Kohlenwasserstoffen, insbesondere Methylenchlorid, Tetrachlorkohlenstoff und anderen, jedoch können auch Zubereitungen mit festen inerten Trägerstoffen, z. B. mit Kaolin benutzt werden.The application of the new funds can be done in various ways, e.g. B. as a solution in one suitable solvents such as chlorinated hydrocarbons, especially methylene chloride, carbon tetrachloride and others, however, preparations with solid inert carriers, e.g. B. can be used with kaolin.

Die überlegene Wirksamkeit der erfindungsgemäßen Mittel geht aus folgenden Versuchen hervor:The superior effectiveness of the agents according to the invention can be seen from the following experiments:

Beispiel 1 N,N'-DibenzylthiuramdisulfidExample 1 N, N'-Dibenzylthiuram disulfide

Die folgenden Nematodenarten wurden in wäßrige Suspensionen gebracht und nach 20 Stunden die Aktivität der Larven festgestellt: (a) Aphelenchoides ritzemabosi, (b) Ditylenchus dipsaci, (c) Meloidogyne sp. In % wird die Anzahl der abgetöteten Nematoden angegeben. Die Durchführung der Invitro-Versuche erfolgte bei 20° C.The following nematode species were placed in aqueous suspensions and the activity after 20 hours of the larvae found: (a) Aphelenchoides ritzemabosi, (b) Ditylenchus dipsaci, (c) Meloidogyne sp. The number of killed nematodes is given in%. Carrying out the in vitro experiments took place at 20 ° C.

Konzentrationconcentration

0,1% ..
0,05% .
0,01% .
0,005%0.1% ..
0.05%.
0.01%.
0.005%

100% 100% 100% 100%100% 100% 100% 100%

100%100%

100%100%

100%100%

70%70%

100% 100% 100% 100%100% 100% 100% 100%

Beispiel 2 Ν,Ν,Ν'-TrimethylthiuramdisulfidExample 2 Ν, Ν, Ν'-trimethylthiuram disulfide

Die Durchführung der Versuche erfolgte entsprechend den in Beispiel 1 angegebenen Bedingungen. Es wurden folgende Ergebnisse erhalten:The tests were carried out in accordance with the conditions given in Example 1. The following results were obtained:

Konzentrationconcentration

i.Tagi. day

2. Tag I.Tag2nd day 1st day

(b)(b)

2. Tag2 day

I.TagI. day

(«0(«0

2. Tag2 day

0,1% ..
0,05% .
0,01% .
0,005%0.1% ..
0.05%.
0.01%.
0.005%

100%100%

100%100%

100%100%

70%70%

100%100%

100%100%

100%100%

70% 100%70% 100%

100%100%

90%90%

30%30%

100%100%

100%100%

100%100%

50%50%

100%100%

100%100%

100%100%

70%70%

100%100%

100%100%

100%100%

95%95%

909 787/41Q909 787 / 41Q

Beispiel 3 N-MonomethylthiuramdisulndExample 3 N-Monomethylthiuram Disulnd

Die Durchführung der Versuche erfolgte entsprechend den in Beispiel 1 angegebenen Bedingungen. Es wurden folgende Ergebnisse erhalten:The tests were carried out in accordance with the conditions given in Example 1. The following results were obtained:

Konzentrationconcentration

I.TagI. day

(a)(a)

2. Tag !.Tag2nd day! .Day

(b)(b)

2. Tag2 day

!.Tag!.Day

2. Tag2 day

0,1% ..
0,05% .
0,01% .
0,005%0.1% ..
0.05%.
0.01%.
0.005%

100%100%

100%100%

70%70%

50%50%

100%100%

100%100%

70%70%

50% 100%50% 100%

100%100%

70%70%

30%30%

100%100%

100%100%

70%70%

50%50%

100%100%

100%100%

70%70%

50%50%

100%100%

100%100%

70%70%

50%50%

Claims (3)

Patentansprüche:Patent claims: 1. Mittel zur Bekämpfung von Nematoden, gemäß Hauptpatent 1062 980, enthaltend eine oder mehrere Verbindungen der allgemeinen Formel1. Agent for controlling nematodes, according to main patent 1062 980, containing one or several compounds of the general formula 1X 1 X ,R2 , R 2 n-c-s-s-c-n;n-c-s-s-c-n; bedeuten, jedoch soll R1 = R2 = Alkyl, R3 = H ausgeschlossen sein.mean, however, R 1 = R 2 = alkyl, R 3 = H should be excluded. 2. Mittel zur Bekämpfung von Nematoden gemäß Anspruch 1, dadurch gekennzeichnet, daß R1 und R2 = Benzyl, R3 = H ist.2. Agent for combating nematodes according to claim 1, characterized in that R 1 and R 2 = benzyl, R 3 = H. 3. Mittel zur Bekämpfung von Nematoden gemäß Anspruch 1, dadurch gekennzeichnet, daß R1 = R2 = R3 = Methyl ist.3. Agent for combating nematodes according to claim 1, characterized in that R 1 = R 2 = R 3 = methyl. worin R1, R2, R3 = H, Alkyl, Aryl oder Aralkyl In Betracht gezogene Druckschriften:where R 1 , R 2 , R 3 = H, alkyl, aryl or aralkyl. Schweizerische Patentschrift Nr. 228 387.Swiss patent specification No. 228 387. 91» 787/410 4.6091 »787/410 4.60
DESCH23798A 1957-10-26 1958-03-28 Preparations for the control of nematodes Pending DE1080347B (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
BE572253D BE572253A (en) 1957-10-26
NL113661D NL113661C (en) 1957-10-26
DESCH23005A DE1062980B (en) 1957-10-26 1957-10-26 Preparations for the control of nematodes
DESCH23798A DE1080347B (en) 1957-10-26 1958-03-28 Preparations for the control of nematodes
GB3264758A GB894125A (en) 1957-10-26 1958-10-13 Preparation for the combatting of nematodes
CH6391758A CH379832A (en) 1957-10-26 1958-10-14 Means for controlling nematodes
FR1211850D FR1211850A (en) 1957-10-26 1958-10-24 Pest control agent in agriculture based on organic sulphides

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DESCH23005A DE1062980B (en) 1957-10-26 1957-10-26 Preparations for the control of nematodes
DESCH23798A DE1080347B (en) 1957-10-26 1958-03-28 Preparations for the control of nematodes

Publications (1)

Publication Number Publication Date
DE1080347B true DE1080347B (en) 1960-04-21

Family

ID=25992727

Family Applications (2)

Application Number Title Priority Date Filing Date
DESCH23005A Pending DE1062980B (en) 1957-10-26 1957-10-26 Preparations for the control of nematodes
DESCH23798A Pending DE1080347B (en) 1957-10-26 1958-03-28 Preparations for the control of nematodes

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DESCH23005A Pending DE1062980B (en) 1957-10-26 1957-10-26 Preparations for the control of nematodes

Country Status (6)

Country Link
BE (1) BE572253A (en)
CH (1) CH379832A (en)
DE (2) DE1062980B (en)
FR (1) FR1211850A (en)
GB (1) GB894125A (en)
NL (1) NL113661C (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE598001A (en) * 1959-12-11
EP2873322A1 (en) 2013-11-19 2015-05-20 Taminco Improved fumigant

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH228387A (en) * 1942-02-26 1943-08-31 Ig Farbenindustrie Ag Methods of combating nematodes.

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH228387A (en) * 1942-02-26 1943-08-31 Ig Farbenindustrie Ag Methods of combating nematodes.

Also Published As

Publication number Publication date
FR1211850A (en) 1960-03-18
NL113661C (en)
DE1062980B (en) 1959-08-06
BE572253A (en)
GB894125A (en) 1962-04-18
CH379832A (en) 1964-07-15

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