Sarolaner

Sarolaner
Clinical data
Trade names	Simparica
Other names	PF-6450567
ATCvet code	QP53BE03 (WHO) ;
Legal status
Legal status	CA: ℞-only; US: ℞-only;
Identifiers
	IUPAC name 1-[6-[(5S)-5-(3,5-Dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]spiro[1H-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone;
CAS Number	1398609-39-6;
PubChem CID	73169092;
ChemSpider	31458198;
UNII	DM113FTW7F;
KEGG	D10668;
ChEMBL	ChEMBL3137302;
ECHA InfoCard	100.234.000
Chemical and physical data
Formula	C23H18Cl2F4N2O5S
Molar mass	581.36 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CS(=O)(=O)CC(=O)N1CC2(C1)OCc1cc(C3=NO[C@@](c4cc(Cl)c(F)c(Cl)c4)(C(F)(F)F)C3)ccc12;
	InChI InChI=1S/C23H18Cl2F4N2O5S/c1-37(33,34)9-19(32)31-10-21(11-31)15-3-2-12(4-13(15)8-35-21)18-7-22(36-30-18,23(27,28)29)14-5-16(24)20(26)17(25)6-14/h2-6H,7-11H2,1H3/t22-/m0/s1; Key:FLEFKKUZMDEUIP-QFIPXVFZSA-N;

Sarolaner, sold under the brand name Simparica, is an ectoparasiticide veterinary medication for the treatment of flea and tick infestations in dogs.^[3]^[4] It is also used off-label to control sarcoptic mange and demodectic mange.^[4]

Sarolaner is also a component of the combination drug Simparica Trio, which contains sarolaner, moxidectin, and pyrantel.^[5] It is used for prevention of heartworm disease caused by Dirofilaria immitis; treat and prevent flea infestations; treat and control tick infestations with the lone star tick, Gulf Coast tick, American dog tick, black-legged tick, and brown dog tick; and treat and control roundworm and adult hookworm infections.^[6]

Sarolaner is also an ingredient in feline combination antiparasitic Revolution Plus (or Stronghold Plus^[7]), which contains sarolaner and selamectin and is used for prevention of sarcoptic mange, feline hookworms, feline roundworms, ear mites, and heartworms, as well as treating and preventing fleas and ticks.^[8]

References[edit]

^ "Approved in 2020: Drugs for human use". Health Canada. 26 July 2021. Retrieved 27 March 2024.
^ "Simparica". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.
^ McTier TL, Chubb N, Curtis MP, Hedges L, Inskeep GA, Knauer CS, et al. (May 2016). "Discovery of sarolaner: A novel, orally administered, broad-spectrum, isoxazoline ectoparasiticide for dogs" (PDF). Veterinary Parasitology. 222: 3–11. doi:10.1016/j.vetpar.2016.02.019. PMID 26961590.
^ ^a ^b Gollakner R. "Sarolaner". vcahospitals.com. VCA Hospitals. Retrieved 26 June 2021.
^ "Simparica Trio". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.
^ "FDA Approves Simparica Trio, a Combination Drug for Heartworm and Other Parasites". U.S. Food and Drug Administration (FDA). 2 March 2020. Retrieved 26 June 2021.
^ "Stronghold Plus". European Medicines Agency. Retrieved 12 December 2022.
^ "Revolution Plus". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.

External links[edit]

"Sarolaner". Drug Information Portal. U.S. National Library of Medicine.

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[1] "Approved in 2020: Drugs for human use". Health Canada. 26 July 2021. Retrieved 27 March 2024.

[2] "Simparica". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.

[3] McTier TL, Chubb N, Curtis MP, Hedges L, Inskeep GA, Knauer CS, et al. (May 2016). "Discovery of sarolaner: A novel, orally administered, broad-spectrum, isoxazoline ectoparasiticide for dogs" (PDF). Veterinary Parasitology. 222: 3–11. doi:10.1016/j.vetpar.2016.02.019. PMID 26961590.

[vcahospitals-4] Gollakner R. "Sarolaner". vcahospitals.com. VCA Hospitals. Retrieved 26 June 2021.

[5] "Simparica Trio". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.

[6] "FDA Approves Simparica Trio, a Combination Drug for Heartworm and Other Parasites". U.S. Food and Drug Administration (FDA). 2 March 2020. Retrieved 26 June 2021.

[7] "Stronghold Plus". European Medicines Agency. Retrieved 12 December 2022.

[8] "Revolution Plus". U.S. Food and Drug Administration (FDA). Retrieved 12 December 2022.

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v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Nitenpyram Nithiazine Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine Ryanodol
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad