Sarolaner

{{Short description|Chemical compound}}

{{Use dmy dates|date=December 2022}}

{{cs1 config |name-list-style=vanc |display-authors=6}}

{{Infobox drug

| image = Sarolaner.svg

| alt =

| caption =

| pronounce =

| tradename = Simparica

| Drugs.com =

| MedlinePlus =

| pregnancy_AU =

| pregnancy_AU_comment =

| pregnancy_category=

| routes_of_administration =

| ATCvet = Yes

| ATC_prefix = P53

| ATC_suffix = BE03

| legal_AU =

| legal_AU_comment =

| legal_BR =

| legal_BR_comment =

| legal_CA = Rx-only

| legal_CA_comment = {{cite web | title=Notice: Prescription Drug List (PDL): Multiple additions [2016-08-09] | website=Health Canada | date=9 August 2016 | url=https://www.canada.ca/en/health-canada/services/drugs-health-products/drug-products/prescription-drug-list/notice-multiple-additions-13.html | access-date=10 July 2024}}{{cite web | title=Drug and medical device highlights 2018: Helping you maintain and improve your health | website=Health Canada | date=14 October 2020 | url=https://www.canada.ca/en/health-canada/services/publications/drugs-health-products/drug-medical-device-highlights-2018.html | access-date=10 July 2024 | archive-date=17 April 2024 | archive-url=https://web.archive.org/web/20240417063539/https://www.canada.ca/en/health-canada/services/publications/drugs-health-products/drug-medical-device-highlights-2018.html | url-status=live }}{{cite web | title=Drug and medical device highlights 2019: Helping you maintain and improve your health | website=Health Canada | date=18 November 2020 | url=https://www.canada.ca/en/health-canada/services/publications/drugs-health-products/drug-medical-device-highlights-2019.html | access-date=10 July 2024}}

| legal_DE =

| legal_DE_comment =

| legal_NZ =

| legal_NZ_comment =

| legal_UK =

| legal_UK_comment =

| legal_US = Rx-only

| legal_US_comment = {{cite web | title=Simparica | website=U.S. Food and Drug Administration (FDA) | url=https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-452 | access-date=12 December 2022 | archive-date=10 July 2024 | archive-url=https://web.archive.org/web/20240710045416/https://animaldrugsatfda.fda.gov/adafda/views/#/search#/home/previewsearch/141-452 | url-status=live }}

| legal_EU = Rx-only

| legal_EU_comment = {{cite web | title=Simparica EPAR | website=European Medicines Agency | date=18 December 2015 | url=https://www.ema.europa.eu/en/medicines/veterinary/EPAR/simparica | access-date=13 June 2024 | archive-date=10 July 2024 | archive-url=https://web.archive.org/web/20240710045417/https://www.ema.europa.eu/en/medicines/veterinary/EPAR/simparica | url-status=live }}{{cite web | title=MiPet Easecto EPAR | website=European Medicines Agency | date=23 February 2018 | url=https://www.ema.europa.eu/en/medicines/veterinary/EPAR/mipet-easecto | access-date=13 June 2024 | archive-date=10 July 2024 | archive-url=https://web.archive.org/web/20240710045416/https://www.ema.europa.eu/en/medicines/veterinary/EPAR/mipet-easecto | url-status=live }}

| legal_UN =

| legal_UN_comment =

| legal_status =

| bioavailability =

| protein_bound =

| metabolism =

| metabolites =

| onset =

| elimination_half-life =

| duration_of_action=

| excretion =

| CAS_number = 1398609-39-6

| ChEMBL = 3137302

| PubChem = 73169092

| ChemSpiderID = 31458198

| DrugBank =

| KEGG = D10668

| UNII = DM113FTW7F

| synonyms = PF-6450567

| 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

| C=23 | H=18 | Cl=2 | F=4 | N=2 | O=5 | S=1

| StdInChI=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

| StdInChIKey = FLEFKKUZMDEUIP-QFIPXVFZSA-N

| 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

}}

Sarolaner, sold under the brand name Simparica, is an ectoparasiticide veterinary medication for the treatment of flea and tick infestations in dogs.{{cite journal | vauthors = McTier TL, Chubb N, Curtis MP, Hedges L, Inskeep GA, Knauer CS, Menon S, Mills B, Pullins A, Zinser E, Woods DJ, Meeus P | title = Discovery of sarolaner: A novel, orally administered, broad-spectrum, isoxazoline ectoparasiticide for dogs | journal = Veterinary Parasitology | volume = 222 | pages = 3–11 | date = May 2016 | pmid = 26961590 | doi = 10.1016/j.vetpar.2016.02.019 | url = https://discovery.dundee.ac.uk/ws/files/49833501/1_s2.0_S0304401716300425_main.pdf | access-date = 13 March 2022 | archive-date = 4 November 2020 | archive-url = https://web.archive.org/web/20201104181606/https://discovery.dundee.ac.uk/ws/files/49833501/1_s2.0_S0304401716300425_main.pdf | url-status = live }}{{cite web | url = https://vcahospitals.com/know-your-pet/sarolaner | title = Sarolaner | vauthors = Gollakner R | website = vcahospitals.com | publisher = VCA Hospitals | access-date = 26 June 2021 | archive-date = 27 June 2021 | archive-url = https://web.archive.org/web/20210627143214/https://vcahospitals.com/know-your-pet/sarolaner | url-status = live }} It is also used off-label to control sarcoptic mange and demodectic mange.

Sarolaner is also a component of the combination drug Simparica Trio, which contains sarolaner, moxidectin, and pyrantel.{{cite web | title=Simparica Trio | website=U.S. Food and Drug Administration (FDA) | url=https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-521 | access-date=12 December 2022 | archive-date=9 December 2022 | archive-url=https://web.archive.org/web/20221209203715/https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-521 | url-status=live }}{{cite web | title=Simparica Trio EPAR | website=European Medicines Agency | date=14 October 2019 | url=https://www.ema.europa.eu/en/medicines/veterinary/EPAR/simparica-trio | access-date=15 June 2024 | archive-date=15 June 2024 | archive-url=https://web.archive.org/web/20240615220605/https://www.ema.europa.eu/en/medicines/veterinary/EPAR/simparica-trio | url-status=live }} 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.{{cite web | url = https://www.fda.gov/animal-veterinary/cvm-updates/fda-approves-simparica-trio-combination-drug-heartworm-and-other-parasites | title = FDA Approves Simparica Trio, a Combination Drug for Heartworm and Other Parasites | publisher = U.S. Food and Drug Administration (FDA) | date = 2 March 2020 | access-date = 26 June 2021 | archive-date = 24 September 2021 | archive-url = https://web.archive.org/web/20210924194212/https://www.fda.gov/animal-veterinary/cvm-updates/fda-approves-simparica-trio-combination-drug-heartworm-and-other-parasites | url-status = live }}

Sarolaner is also an ingredient in feline combination antiparasitic Revolution Plus (or Stronghold Plus{{cite web | title=Stronghold Plus | website=European Medicines Agency | date=9 March 2017 | url=https://www.ema.europa.eu/en/medicines/veterinary/EPAR/stronghold-plus | access-date=12 December 2022 | archive-date=10 July 2024 | archive-url=https://web.archive.org/web/20240710045417/https://www.ema.europa.eu/en/medicines/veterinary/EPAR/stronghold-plus | url-status=live }}), 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.{{cite web | title=Revolution Plus | website=U.S. Food and Drug Administration (FDA) | url=https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-502 | access-date=12 December 2022 | archive-date=10 July 2024 | archive-url=https://web.archive.org/web/20240710045416/https://animaldrugsatfda.fda.gov/adafda/views/#/search#/home/previewsearch/141-502 | url-status=live }}

In November 2024, the FDA approved a supplement that provides for the addition of the indication for the treatment and control of Haemaphysalis longicornis (Asian longhorned tick) infestations for one month in dogs six months of age or older and weighing {{convert|2.8|lbs|kg}} or greater.{{cite web | title=Recent Animal Drug Approvals | website=U.S. Food and Drug Administration (FDA) | date=2 December 2024 | url=https://www.fda.gov/animal-veterinary/approved-animal-drug-products-green-book/recent-animal-drug-approvals | access-date=21 December 2024 }} {{PD-notice}}https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/16325