DE1542666A1 - Schaedlingsbekaempfungsmittel - Google Patents

Schaedlingsbekaempfungsmittel

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Publication number
DE1542666A1
DE1542666A1 DE19621542666 DE1542666A DE1542666A1 DE 1542666 A1 DE1542666 A1 DE 1542666A1 DE 19621542666 DE19621542666 DE 19621542666 DE 1542666 A DE1542666 A DE 1542666A DE 1542666 A1 DE1542666 A1 DE 1542666A1
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Prior art keywords
aryl
substances
hal
active ingredients
ether
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Pending
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DE19621542666
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English (en)
Inventor
Zeile Dr Karl
Becher Dr Heinz Manfred
Sehring Dr Richard
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CH Boehringer Sohn AG and Co KG
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CH Boehringer Sohn AG and Co KG
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Publication of DE1542666A1 publication Critical patent/DE1542666A1/de
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/22—Amides of acids of phosphorus
    • C07F9/24—Esteramides
    • C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/242—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C205/23—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having two nitro groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/26—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups and being further substituted by halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/34—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups bound to carbon atoms of six-membered aromatic rings and etherified hydroxy groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/38—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to a carbon atom of a six-membered aromatic ring, e.g. nitrodiphenyl ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
    • C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
    • C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/43—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C07C329/02—Monothiocarbonic acids; Derivatives thereof
    • C07C329/04—Esters of monothiocarbonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C07C329/02—Monothiocarbonic acids; Derivatives thereof
    • C07C329/04—Esters of monothiocarbonic acids
    • C07C329/06—Esters of monothiocarbonic acids having sulfur atoms of thiocarbonic groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/22—Tin compounds
    • C07F7/2224—Compounds having one or more tin-oxygen linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165—Esters of thiophosphoric acids
    • C07F9/1653—Esters of thiophosphoric acids with arylalkanols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165—Esters of thiophosphoric acids
    • C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  • Schädlingsbekämpfungsmittel =========================== Die vorliegende Erfindung betrifft Schädlingsbekämpfungsmittel mit insektizider, acaricider, ovicider, herbicider und fungizider Wirksamkeit.
  • Die erfindungsgemäßen Substanzen sind Salze, ~ther und Ester des 2-Hydroxy-3, 5-dinitrobenzylalkohols und werden durch die allgemeine Formel reprasentiert. In dieser Formel haben X und Y die folgenden Bedeutungen : X = Hal ;-ONO2 ;-OCOR ;-OCONHR, und =-OR (Äther) (Ester) -1 Y = H; Me+,NH4+; N+H3R; (jeweiliges Grundphenol und dessin Salze) = -R (sLther) und =-COit ;-COiiHX ; -SO2R; (Ester) R, R' und R" k~nnen in den Teilformeln der Substituenten gleich oder verschieden sein und haben folgende Bedeutung : Alkyl (geradkettig oder verzweigt, gesättigt oder ungesättigt, evtl. durch 0 oder S unterbrochen, unsubstituiert oder mit Ial ; -CN; -COO Alkyl, Aryl, subst. Aryl substituiert) oder Aryl (auch substituiert).
  • Diese neuen Wirkstoffe können in hier nicht beanspruchter Weise aus dem nach F. D. Ohattaway und H. Irving, J. Chem. Soc.
  • (London) 1934/S. 325 zugõnglichen substituierten Benzylalkohol der Formel dargestellt werden. Dabei kann man diesen z. B. direkt nach bekanntem Verfhren zu erfindungsgemõ#en Substanzen umsetzen.
  • Ein weiterer Weg ist es, den substituierten Benzylalkohol der Formel II mit Thionylhalogenid zum entaprechenden substituierten Benzylhalogenid oder mit rauchender Salpetersäure zum korrespondierenden substituierten Benzylnitrat der Formel (X = Hal; -ONO2) III umzusetzen und gegebenenfalls diese reaktionsfähigen Stoffe mit Alkoholen, Anhydriden oder Säurechloriden zu den entsprechenden Athern oder Estern der Formel I reagieren zu lassen. Die Salze aind aus den entsprechenden Grundphenolen ohne weiteres nach bekannten Methoden zugõnglich.
  • Folgende Verbindungen der allgemeinen Formel I seien beispielsweise angef³hrt: 2 Hydroxy 3 5-dinitrobenzylchlorid galbe kristallin, F. 93 - 95# 2-Hydro ,5-dinitrobenzy7lnitrat gelb, kristallin, F. 81 - 83# 2-~thoxymethy1-4,6-dinitrophenol ge b, kristallin, F. 66 - 67# @2-Acetoxy-3,5-dinitro-benzylacetat @@@@gelb; kristallin, F. 78 - 79# O-#2-~thoxymethyl-4, 6-dinitrophenyl (1)~#-N-methylcarbamat @@ geib, kristallin, F. 120 - 121,5# 0-#2-~thoxymethyl-4,6-dinitrophenyl (1)~#-N,N-dimethylcarbamat, @@@@, kristallin, F. 87 - 88# 2-~thoxymethy 1-4, 6-dinitrophenyl (1)-acetat g, kristallin, F. 74-75° 2-Athoxymethyl-4, 6-dinitrophenyl- (1)-propionat geib kristallin, F. 61- 62# 2-n-Butoxymethyl-4,6-dinitrophenyl (1)-crotonat dickflüssiges 01, 2-~thoxymethyl-4, 6-dinitro-1-methylsulfonat kristallin, F. 73-74° 0, 0-Diäthyl-0- (2-äthoxymethyl-4, 6-dinitrophenyl)-phosphat hellbraunes, nicht destillierbares Íl, löslich in organieohen L~sungsmitteln 0, 0-Diäthyl-0-(2-äthoxymethyl-4, 6-dinitrophenyl)-thionophosphat, gelbes, nicht destillierbares öl, löslich in Toluol, Xylol.
  • Die vorliegenden Stoffe wurden ferner durch Yerbrennungeanalysen und Phenoltitration charakterisiert.
  • Die erfindungsgemäßen Wirkstoffe kdnnen auf gasförmigen, fltsßigen oder festen Trägern in den allgemein bekannten Formulierungen, gegebenenfalls unter Zusatz von Emulgatoren, Streckmitteln sowie die Haftfähigkeit erhöhenden Agentien zur Anwendung gelangen. Die Verbindungen können fUr sich allein oder auch in Mischungen mit anderen Schädlingsbekämpfungsmitteln verwendet werden. Ale Beispiele geeigneter Anwendungeformen seien genannt: Stõube- bzw.
  • Streumittel, Suspensionen, Emulsionen, L~sungen, Aerosole.
  • Die Anwendungskonzentration kann zwisohen 0, 005 und 5 % variiert werden.
  • Die folgenden Beispiele sollen die Erfindung nõher erläutern, ohne sie einzuschränken. Sie demonstrieren die Anwendung der Wirkstoffe als Acaricide, Ovioide, Herbicide und Fungicide im Freiland in den verschiedenen Anwendungaformen.
  • Beispiel 1 40 g 2-Methoxymethyl-4,6-dinitrophenol, 20 g Xylol und 40 g Naphthalinsulfonat werden in Wasser so emulgiert, daß die Bmulsion einen Wirketoffgehalt von 0, 01 bis 5 % aufweist. Bei Anwendung im angegebenen Konzentrationsberich werden breitblättrige Pflanzen vernichtet.
  • Beispiel 2 40 g 2-~thoxymethyl-4, 6-dinitrophenol, 20 g Xylol und 40 g Naphthalinsulfonat werden in Wasser so emulgiert, daß die Emulsion einen Wirkstoffgehalt von 0, 01 bis 5 fi aufweist. Bei Anwendung im angegebenen Konzentrationsbereich werden breitblättrige Pflanzen und einige Grasarten vernichtet. Au#erdem tbtet die émulsion im angegebenen Bereich die Eier von Blattldusen und des Apfelblattsaugers ab.
  • Beispiel 3 40 g 2-Oxy-3, 5-dinitro-benzylnitrat, 20 g Xylol und 40 g Alkylnaphthalinsulfonat werden in Wasser so emulgiert, daß die Emulaion einen Wirkstoffgehalt von 0, 01 bis 5 % aufweist. Bei Anwendung im angegebenen Konzentrationabereich werden breitblsttrige Pflanzen vernichtet.
  • Beis 4 25 g 2-~thoxymethyl-4,6-dinitro#phenol(1)-propionat, 5 g Alkylnaphthalinsulfonat und 20 g Kaolin werden vermahlen und diese Mischung in Wasser suspendiert, so da# eine Wirkstoffkonzentration von 0, 01 bia 1 zig erhalten wird. Auf Bohnen lebende Spinnmilben werden durch BesprUhen mit Suspensionen der angegebenen Konzentrationsbereichs abget~tet.
  • Beispiel 5 25 g 2-n-Butoxymethyl-4,6-dinitro@henol(1)-crotonat, 5 g Naphth@linsulfonat und 20 g Kaolin werden vermahlen und diese Miachung in Tasser suspendiert, so daß eine Wirkatoffkonzentration von 0, 01 bis 1 ; erhalten wird. 8uspensionen des angegebenen Konzentrationaboreiches sind wirksam gegen Mehltaupilze.
  • Beispiel 6 2 Teile 2-n-Butoxymethyl-4 ; 6-dinitrophenyl (1)-crotonat werden mit 98 Teilen Kaolin zu einem Staub vermahlen. Dieser Staub ist gut wirkaam gegen Mehltaupilze.

Claims (2)

  1. Patentansprüche ============================= 1.) Schädlingsbekämpfungsmittel auf der Basis von Derivaten des 2-Hydroxy-3, 5-dinitrobenzylalkohols, dadurch gekennzeichnet, da# sie ale Wirkstoffe in Kombination mit geeigneten Trägerstoffen und/oder Verteilungsmitteln Substanzen der allgemeinen Formel enthalten, wobei in dieser Formel X und Y die folgenden Bedeutungen haben : X = Hal ;-QN02 ;-OCOR ;-OCONHR ; (Ester) und =-OR (~ther), Y = H ; Me+ ; NH ;N+H3R; (jeweiliges Grundphenol und dessein Salze), = -R (~ther) und =-COR ;-CONHR ; -SOIR ; (Rater) R, R'und R"können in den Teilformeln der Substituenten gleich oder verschieden sein und haben folgende Bedeutung : Alkyl (geradkettig oder verzweigt, gesättigt oder ungesättigt, evtl. durch 0 oder S unterbrochen, unsubstituiert oder mit Hal ;-N02 ;-CN ;-COO Alkyl, Aryl, subst. Aryl substituiert) oder Aryl (auch substituiert).
  2. 2.) Schõdlingsbekõmpfungsmittel nach Anspruch 1, dadurch gekennzeichnet, daß sie als Wirkstoffe Substanzen der in Anspruch 1 genannten Art in Konzentrationen von 0, 005-5 % enthalten.
DE19621542666 1962-12-27 1962-12-27 Schaedlingsbekaempfungsmittel Pending DE1542666A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB0070152 1962-12-27
DEB0072093 1963-05-29

Publications (1)

Publication Number Publication Date
DE1542666A1 true DE1542666A1 (de) 1969-10-16

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Country Link
US (1) US3419620A (de)
BE (1) BE641467A (de)
CH (1) CH473535A (de)
DE (1) DE1542666A1 (de)
DK (1) DK111999B (de)
FR (1) FR1403658A (de)
GB (1) GB1055279A (de)
NL (2) NL124981C (de)
OA (1) OA00285A (de)
SE (1) SE316950B (de)

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US4175946A (en) * 1978-07-10 1979-11-27 Monsanto Company Thio derivatives of N-trifluoroacetyl-N-phosphonomethylglycine
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US4465503A (en) * 1979-08-07 1984-08-14 Ube Industries Ltd. Diphenyl ether derivatives, process for preparing the same and herbicidal compositions containing the same
US4846882A (en) * 1986-01-10 1989-07-11 Fmc Corporation Herbicidal aryl tetrahydrophthalimides
US5214189A (en) * 1992-06-15 1993-05-25 The United States Of America As Represented By The Secretary Of The Navy N-(2-hydroxyethyl nitrate)-2,4,6,-trinitrobenzamide
WO2015031598A2 (en) * 2013-08-30 2015-03-05 Yale University Therapeutic dnp derivatives and methods using same
EP3038611B1 (de) 2013-08-30 2024-04-17 Yale University Pharmazeutische zusammensetzung enthaltend 2,4-dinitrophenol zur verzögerten freisetzung

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US2225619A (en) * 1939-11-22 1940-12-24 Dow Chemical Co Insecticidal composition
US2631169A (en) * 1950-09-12 1953-03-10 Gen Aniline & Film Corp Method for preparing substituted hydroxy benzyl alcohol
US2623818A (en) * 1951-10-01 1952-12-30 Dow Chemical Co Control of corrosion in nitrophenolic compositions

Also Published As

Publication number Publication date
OA00285A (fr) 1966-05-15
DK111999B (da) 1968-10-28
GB1055279A (en) 1967-01-18
SE316950B (de) 1969-11-03
NL301998A (de) 1900-01-01
NL124981C (de) 1900-01-01
BE641467A (de) 1964-06-18
CH473535A (de) 1969-06-15
US3419620A (en) 1968-12-31
FR1403658A (fr) 1965-06-25

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