NO122282B

NO122282B -

Info

Publication number: NO122282B
Application number: NO480569A
Authority: NO
Inventors: Eugene Boschetti; Darius Molho; Louis Fontaine
Original assignee: Lipha
Priority date: 1967-11-13
Filing date: 1969-12-04
Publication date: 1971-06-07

Description

Raticid middel som inneholder 4-hydroksykumarinderivater. Raticide containing 4-hydroxycoumarin derivatives.

Nærværende oppfinnelse angår et raticid middel som, som aktiv bestanddel inneholder et derivat av 4-hydroksykumarin med den generelle formel Y The present invention relates to a raticide which, as active ingredient, contains a derivative of 4-hydroxycoumarin with the general formula Y

I IN

hvor X betegner et hydrogen-, brom- eller kloratom, eller en nitrogruppe, og where X denotes a hydrogen, bromine or chlorine atom, or a nitro group, and

Y betegner et hydrogen-, brom- eller kloratom. Y denotes a hydrogen, bromine or chlorine atom.

Disse 4-hydroksykumarinderivater kan fremstilles ved reduksjon av de tilsvarende fenoner, idet en forbindelse med formelen These 4-hydroxycoumarin derivatives can be prepared by reduction of the corresponding phenones, being a compound with the formula

hvor X og Y har de foran angitte betydninger, underkastes reduksjon. where X and Y have the previously stated meanings, are subject to reduction.

Den raticide aktivitet hos forbindelsene i midlet ifolge nærværende oppfinnelse er undersokt på grupper av voksne hvite rotter. Disse grupper omfatter 10 dyr. Dyrene fikk for en dag hvete som inneholder forbindelsen som skal undersokes og i konsentrasjonen O,005 %, etter at de i flere dager er blitt f6ret med vanlig hvete. Det forgiftede fdr erstattes fra den andre dagen med vanlig såkorn. The raticidal activity of the compounds in the agent according to the present invention has been investigated on groups of adult white rats. These groups include 10 animals. The animals received for one day wheat containing the compound to be investigated and in a concentration of 0.005%, after they had been fed with ordinary wheat for several days. The poisoned fdr is replaced from the second day with ordinary seed.

Med 3-(4<1->hydroksy-3<1->kumarinyl)-3-(5"-brom-2"-tienyl)-1-(4<1->brom-parabifenylyl)-1-propanol var dødeligheten 10 dode av 10 mellom den sjette og den tiende dag etter inntagning av det forgiftede fdr. With 3-(4<1->hydroxy-3<1->coumarinyl)-3-(5"-bromo-2"-thienyl)-1-(4<1->bromo-parabiphenylyl)-1-propanol was mortality 10 dead out of 10 between the sixth and the tenth day after ingestion of the poisoned fdr.

De forgiftede stykker tilberedes ved impregnering av hveten med en alkoholopplosning av forbindelsen som skal undersakes, hvoretter hveten torkes i en ovn og farges med en oljelignende fargeoppldsning. The poisoned pieces are prepared by impregnating the wheat with an alcohol solution of the compound to be examined, after which the wheat is dried in an oven and colored with an oil-like color solution.

Tilberedningen ifolge dette eksempel er ikke begrensende, og sammensetninger kan f.eks. fremskaffes ved at en bærer som kan konsumeres av gnagerene, besproytes med en opplosning ifolge oppfinnelsen med et hvilket som helst opplosningsmiddel som ikke har bortstotende virkning. Produktet kan også admini-streres i form av en sporgift i et pulver som hefter til dyret eller ved forgiftning av drikkevannet. The preparation according to this example is not limiting, and compositions can e.g. is obtained by spraying a carrier that can be consumed by the rodents with a solution according to the invention with any solvent that does not have a repellent effect. The product can also be administered in the form of a trace poison in a powder that adheres to the animal or by poisoning the drinking water.

De foran angitte 4-hydroksykumarinderivater kan f.eks. fremstilles etter den fremgangsmåte som er beskrevet i eksemplene 11-15 i patentansokning nr. 170 948. Fra det svenske patent nr. 148 685 er det kjent raticid virksomme keton-forbindelser med nedenstående formel: The above-mentioned 4-hydroxycoumarin derivatives can e.g. is produced according to the method described in examples 11-15 in patent application no. 170 948. Raticidally active ketone compounds with the following formula are known from Swedish patent no. 148 685:

hvor R blant annet betyr en fenyl- eller substituert fenylgruppe. I nedenstående tabell er den raticide virkning av forbindelser som anvendes i midlene ifolge oppfinnelsen og ifolge svensk patent 148 685, der R betyr en where R means, among other things, a phenyl or substituted phenyl group. In the table below is the raticidal effect of compounds used in the agents according to the invention and according to Swedish patent 148 685, where R means a

samt av as well as of

Warfarin, angitt. Warfarin, indicated.

Som det fremgår av denne tabell, er forbindelsene som anvendes As can be seen from this table, the compounds used are

i midlene ifolge oppfinnelsen,overlegne med hensyn til raticid aktivitet i sammenligning med forbindelsene ifolge det svenske patent. Av tabellen fremgår det også at forbindelsene i midlene ifolge oppfinnelsen der Y = X = Br, Y = X = Cl og Y = H og X = Br er særlig virksomme. Midler som inneholder in the agents according to the invention, superior with respect to raticidal activity in comparison with the compounds according to the Swedish patent. The table also shows that the compounds in the agents according to the invention where Y = X = Br, Y = X = Cl and Y = H and X = Br are particularly effective. Means containing

disse tre forbindelser er derfor foretrukket. these three compounds are therefore preferred.

Claims

1. Raticide containing 4-hydroxycoumarin derivatives, characterized in that it contains as active ingredient a 4-hydroxycoumarin derivative with the general formula

where X denotes a hydrogen, bromine or chlorine atom, or a nitro group, and Y denotes a hydrogen, bromine or chlorine atom.

2. Raticide according to claim 1, characterized in that the active 4-hydroxycoumarin derivative is 3-(4'-hydroxy-3'-coumarinyl)-3-(5"-bromo-2"-thienyl)-1-( 4"-bromopara-biphenylyl)-1-propanol, 3-(4,-hydroxy-3'-coumarinyl)-3-(2<1->thienyl-1-(4'-bromopara-biphenylyl)-1-propanol or 3-(4'-hydroxy-3'-coumarin-nyl)-3-(5"-chloro-2"-thienyl)-1-(4'-chloro-parabiphenylyl)-1-propanol.