IP Library Granted Patent US 10,092,001
Granted Patent B2
US 10,092,001 · App. 15/849,834 · Granted Oct 9, 2018

Antiparasitic compounds

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Quick Facts
Patent No.
US 10,092,001
App. No.
15/849,834
Granted
Oct 9, 2018
Kind
B2
Abstract

The present invention relates to isothiazoline compounds of formula (I). The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to veterinary compositions comprising said compounds.

Claims (6)

1. A method of treating a mammal for ectoparasite infection or infestation comprising administering to a mammal the compound 1-[6-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isothiazol-3-yl]spiro[1H-isobenzofuran-3,3′-azetidine]-1′-yl]-3,3,3-trifluoro-propan-1-one or a pesticidal, veterinary, or pharmaceutically acceptable salt thereof.

2. The method of claim 1 , wherein the ectoparasite is selected from ticks, mites, chewing lice, sucking lice, fleas, biting flies, midges, mosquitos, bed bugs, grubs, and copepods.

3. The method of claim 2 , wherein the ectoparasite is selected from Ixodes spp., I. ricinus, I. hexagonus, Rhipicephalus spp., R. sanguineus, Boophilus spp., Amblyomma spp., A. americanum, A. maculatum, A. triste, A. parvum, A. cajennense, A. ovale, A. oblongoguttatum, A. aureolatum, A. cajennense, Hyalomma spp., Haemaphysalis spp., Dermacentor spp., D. variabilis, D. andersoni, D. marginatus, Ornithodorus spp., Dermanyssus spp., Sarcoptes spp., S. scabiei, Psoroptes spp., P. bovis, Otodectes spp., Chorioptes spp., Demodex spp., D. folliculorum, D. canis, D. brevis, Damalinia spp., Linognathus spp., Cheyletiella spp., Haematopinus spp., Solenoptes spp., Trichodectes spp., Felicola spp., Siphonaptera spp., Ctenocephalides spp., Tabanidae spp., Haematobia spp., Musca spp., Stomoxys spp., Dematobia spp., Cochliomyia spp., Simuliidae spp., Ceratopogonidae spp., Psychodidae spp., Aedes spp., Culex spp., Anopheles spp., Lucilia spp., Phlebotomus spp., Lutzomyia spp., insects within the genus Cimex and family Cimicidae, Hypoderma bovis, H. lineatum , or insects within the Order Siphonostomatoida, including genera Lepeophtheirus and Caligus.

4. A method of treating a mammal for endoparasite infection or infestation comprising administering to a mammal the compound 1-[6-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isothiazol-3-yl]spiro[1H-isobenzofuran-3,3′-azetidine]-1′-yl]-3,3,3-trifluoro-propan-1-one or a pesticidal, veterinary, or pharmaceutically acceptable salt thereof.

5. The method of claim 4 , wherein the endoparasite is selected from helminths, gastrointestinal roundworms, hookworms, lungworms, eyeworms, parasitic stage grubs, kidneyworms, screw worm, and filarial nematodes of the superfamily Filarioidea and the Onchocercidae Family.

6. The method of claim 5 , wherein the endoparasite is selected from trematodes, cestodes, nematodes, heartworm, roundworm, hookworm, whipworm, fluke, tapeworm, Ostertagia ostertagi, O. lyrata, Haemonchus placei, H. similis, H. contortus, Toxocara canis, T.leonina, T. cati, Trichostrongylus axei, T. colubriformis, T. longispicularis, Cooperia oncophora, C. pectinata, C. punctata, C. surnabada (syn. mcmasteri ), C. spatula, Ascaris suum, Hyostrongylus rubidus, Bunostomum phlebotomum, Capillaria bovis, B. trigonocephalum, Strongyloides papillosus, S. ransomi, Oesophagostomum radiatum, O. dentatum, O. columbianum, O. quadrispinulatum, Trichuris spp., Ancylostoma caninum, A.tubaeforme, A.braziliense, Uncinaria stenocephala ); Dictyocaulus viviparous, Metastrongylus spp, Thelazia spp., Hypoderma bovis, H. lineatum, Dermatobia hominis, Stephanurusdentatus, Cochliomyia hominivorax, B.malayi, B. pahangi, B. timori, Wuchereria spp., W. bancrofti, Dirofilaria spp., D. immitis, D. repens, D. ursi, D. tenuis, D.spectans, D. lutrae, Dipetalonema spp., D reconditum, D. repens, Onchocerca spp., O. gibsoni, O. gutturosa, O. volvulus, Elaeophora spp., E.bohmi, E. elaphi, E. poeli, E. sagitta, E. schneideri, Mansonella spp., M. ozzardi, M. perstans, Loa spp., and L. loa.

Assignments (8)
ASSIGNMENT AND ASSUMPTION OF INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 11, 2025
From: ARES AGENT SERVICES, L.P., AS FORMER AGENT
To: BLUE OWL CAPITAL CORPORATION, AS NEW AGENT
Reel/Frame 070821/0302 →
SECURITY INTEREST Recorded Mar 6, 2025
From: AVISTA PHARMA SOLUTIONS, INC.
To: ARES AGENT SERVICES, L.P., AS COLLATERAL AGENT
Reel/Frame 070421/0835 →
RELEASE OF FIRST LIEN SECURITY INTEREST IN PATENTS Recorded Mar 6, 2025
From: ROYAL BANK OF CANADA
To: CAMBREX CHARLES CITY, INC.; AVISTA PHARMA SOLUTIONS, INC.; SNAPDRAGON CHEMISTRY, INC.
Reel/Frame 070438/0333 →
RELEASE OF SECOND LIEN SECURITY INTEREST IN PATENTS Recorded Dec 7, 2020
From: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
To: AVISTA PHARMA SOLUTIONS, INC.
Reel/Frame 054630/0307 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Dec 4, 2019
From: CAMBREX CHARLES CITY, INC.; AVISTA PHARMA SOLUTIONS, INC.
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 051196/0080 →
NOTICE OF RELEASE OF SECURITY INTEREST IN PATENTS Recorded Dec 4, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: AVISTA PHARMA SOLUTIONS, INC.
Reel/Frame 051196/0092 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Dec 4, 2019
From: AVISTA PHARMA SOLUTIONS, INC.; CAMBREX CHARLES CITY, INC.
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 051283/0877 →
SECURITY INTEREST Recorded Feb 1, 2019
From: AVISTA PHARMA SOLUTIONS, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 048218/0762 →