Abstract: Disclosed is a laevorotatory enantiomer of the configurational stereoisomer of difethialone, named homo-stereoisomer, the formula of which is 3-(4?-bromobiphenyl-4-yl)-1-(4-hydroxythiocoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene, in which carbons 1 and 3 of the 1,2,3,4-tetrahydronaphthalene group have the same absolute configuration.
Type:
Grant
Filed:
December 6, 2016
Date of Patent:
November 10, 2020
Assignees:
LIPHATECH, INSTITUT ENSEIGNEMENT SUPERIEUR ET RECHERCHE EN ALIMENTATION SANTE ANIMALE SCIENCES AGRONOMIQUE
Abstract: Disclosed is a dextrorotatory enantiomer of the configurational stereoisomer of difethialone, named homo-stereoisomer, the formula of which is 3-(4?-bromobiphenyl-4-yl)-1-(4-hydroxythiocoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene, in which carbons 1 and 3 of the 1,2,3,4-tetrahydronaphthalene group of the homo-stereoisomer have the same absolute configuration.
Type:
Grant
Filed:
December 12, 2017
Date of Patent:
October 6, 2020
Assignees:
LIPHATECH, INSTITUT ENSEIGNEMENT SUPERIEUR ET RECHERCHE EN ALIMENTATION SANTE ANIMALE SCIENCES
Abstract: Disclosed is a configurational stereoisomer, named enantiomer E1, of bromadiolone having, by chromatographic analysis of bromadiolone including four configurational stereoisomers of bromadiolone performed under the conditions described below, a retention time t1 having a value such that t1<t2<t3<t4; t2, t3 and t4 being the retention times of the configurational stereoisomers of bromadiolone different from the enantiomer E1, the analysis being performed at a temperature of 27.3° C.
Type:
Grant
Filed:
December 6, 2016
Date of Patent:
July 7, 2020
Assignees:
LIPHATECH, INSTITUT ENSEIGNEMENT SUPERIEUR ET RECHERCHE EN ALIMENTATION SANTE ANIMALE SCIENCES AGRONOMIQUES ET ENVIRONNEMENT (VET AGRO SUP)
Abstract: Disclosed is a composition including flocoumafen and an amount of a configurational stereoisomer of flocoumafen, named enantiomer E4, such that the ratio of this amount to the amount of flocoumafen in the composition is less than 10%, the enantiomer E4 being present with the exclusion of a racemic mixture, the enantiomer E4 having, by chromatographic analysis of flocoumafen, a retention time t4 having a value such that t1<t2<t3<t4; t1, t2 and t3 representing the retention times of the configurational stereoisomers of flocoumafen different from the enantiomer E4, the chromatographic analysis being performed at a temperature of 23.5° C.
Type:
Grant
Filed:
December 6, 2016
Date of Patent:
May 19, 2020
Assignees:
LIPHATECH, INSTITUT ENSEIGNEMENT SUPERIEUR ET RECHERCHE EN ALIMENTATION SANTE ANIMALE SCIENCES AGRONOMIQUES ET ENVIRONNEMENT (VET AGRO SUP)
Abstract: Disclosed is to a composition including difethialone, containing a configurational stereoisomer of difethialone, referred to as a hetero-stereoisomer, of formula 3-(4?-bromobiphenyl-4-yl)-1-(4-hydroxythiocoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene, in which the carbon atoms 1 and 3 of the 1,2,3,4-tetrahydronaphthalene group have different absolute configurations, the composition including an amount of a dextrorotatory enantiomer of the hetero-stereoisomer such that the ratio of this amount to the amount of difethialone in the composition is less than 10%; the amount of the dextrorotatory enantiomer of the hetero-stereoisomer of difethialone in the composition being different from the amount of levorotatory enantiomer of the hetero-stereoisomer of difethialone in the composition.
Type:
Grant
Filed:
December 6, 2016
Date of Patent:
December 17, 2019
Assignees:
LIPHATECH, Institut Enseigenment Superieur Et Recherche En Alme
Abstract: Disclosed is to a laevorotatory enantiomer of the configurational stereoisomer of difethialone, named hetero-stereoisomer, the formula of which is 3-(4?-bromobiphenyl-4-yl)-1-(4-hydroxythiocoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene, in which carbons 1 and 3 of the 1,2,3,4-tetrahydronaphthalene group have different absolute configurations.
Type:
Grant
Filed:
December 6, 2016
Date of Patent:
December 10, 2019
Assignees:
LIPHATECH, INSTITUT ENSEIGNEMENT SUPERIEUR ET RECHERCHE EN ALIMENTATION SANTE ANIMALE SCIENCES AGRONOMIQUES ET ENVIRONNEMENT (VET AGRO SUP)
Abstract: A rodenticidal bait composition includes bromadiolone mainly in the form of the homostereoisomer of formula 3-[3-(4?-bromo-[1,1?-biphenyl]-4-yl)-3-hydroxy-1-phenylpropyl]-4-hydroxy-2H-1-benzopyran-2-one, where carbons 1 and 3 of the 3-hydroxy-1-phenylpropyl group have the same absolute configuration. A method for controlling rodent pests using the rodenticidal bait is also described.
Abstract: Disclosed is a rodenticide bait including: difenacoum in the form of trans-difenacoum of formula 3-(biphenyl-4-yl)-1 -(4-hydroxycoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene, in wherein carbons 1 and 3 of group 1,2,3,4-tetrahydronaphthalene of the trans-difenacoum have the same absolute configuration; and an edible excipient for target rodent pests. The bait includes trans-difenacoum at a concentration above a minimum trans-difenacoum concentration lethal to female adults of the target rodents, but below a minimum trans-difenacoum concentration lethal to adult males of the target rodents, the minimum concentration lethal to female adults being less than the minimum concentration lethal to male adults. Also disclosed is a method for selectively controlling a population of target rodent pests.
Abstract: A novel compound obtained from molecules of the coumarin family, which exhibits rodenticidal activity. Also, compositions which incorporate such compounds and the use thereof for combating rodent pests.
Abstract: A rodenticidal compound of formula (I): as well as the isomers thereof, in particular enantiomers, diastereoisomers, tautomers or mixtures of isomers in all proportions, where: R1 is: H or (II) or (III) with X?H, OH, Cl, Br, F or N02; R2 is: (IV) or (V) or (VI) with X?H, OH, Cl, Br, F or NO2; R3 is: O or S or (VII) with X?H, OH, Cl, Br, F or N02. Compositions containing such compounds as well as a method of use thereof in controlling harmful rodents are also described.
Type:
Grant
Filed:
February 16, 2011
Date of Patent:
May 21, 2013
Assignee:
Liphatech
Inventors:
Romain Lasseur, Etienne Benoit, Philippe Berny, Stephane Besse
Abstract: A rodenticidal compound of formula (I): as well as the isomers thereof, in particular enantiomers, diastereoisomers, tautomers or mixtures of isomers in all proportions, where: R1 is: H or (II) or (III) with X?H, OH, Cl, Br, F or N02; R2 is: (IV) or (V) or (VI) with X?H, OH, Cl, Br, F or NO2; R3 is: O or S or (VII) with X?H, OH, Cl, Br, F or N02. Compositions containing such compounds as well as a method of use thereof in controlling harmful rodents are also described.
Type:
Application
Filed:
February 16, 2011
Publication date:
December 13, 2012
Applicant:
LIPHATECH
Inventors:
Romain Lasseur, Etienne Benoit, Philippe Berny, Stephane Besse