Sarolaner

Chemical compound

QP53BE03 (WHO)

Legal statusLegal status

CA: ℞-only^[1]
US: ℞-only^[2]

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 InfoCard100.234.000

Chemical and physical dataFormulaC₂₃H₁₈Cl₂F₄N₂O₅SMolar mass581.36 g·mol⁻¹3D 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

^ "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.