Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C23H18Cl2F4N2O5S |
Molecular Weight | 581.364 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(=O)(=O)CC(=O)N1CC2(C1)OCC3=C2C=CC(=C3)C4=NO[C@@](C4)(C5=CC(Cl)=C(F)C(Cl)=C5)C(F)(F)F
InChI
InChIKey=FLEFKKUZMDEUIP-QFIPXVFZSA-N
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
Molecular Formula | C23H18Cl2F4N2O5S |
Molecular Weight | 581.364 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Sarolaner is a member of the isoxazoline class of parasiticides. It is sold under the brand name Simparica, indicated for the treatment of tick infestations (Dermacentor reticulatus, Ixodes hexagonus, Ixodes ricinus and
Rhipicephalus sanguineus), as well as of flea infestations (Ctenocephalides felis and Ctenocephalides canis) in dogs. The primary target of
action of sarolaner in insects and acarines is functional blockade of ligand-gated chloride channels
(GABA-receptors and glutamate-receptors). Sarolaner blocks GABA- and glutamate-gated chloride
channels in the central nervous system of insects and acarines. Disruption of these receptors by
sarolaner prevents the uptake of chloride ions by GABA and glutamate gated ion channels, thus
resulting in increased nerve stimulation and death of the target parasite. Sarolaner exhibits higher
functional potency to block insect/acarine receptors compared to mammalian receptors.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GABA-gated chloride channel rdl-S285, C. felis (UniProtKB - V9ZCF2) |
136.0 nM [IC50] | ||
Target ID: GABA-gated chloride channel rdl-A285, C. felis (UniProtKB - V9Z984) |
136.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Simparica Approved UseFor the treatment of tick infestations (Dermacentor reticulatus, Ixodes hexagonus, Ixodes ricinus and
Rhipicephalus sanguineus). The veterinary medicinal product has immediate and persistent tick
killing activity for at least 5 weeks.
For the treatment of flea infestations (Ctenocephalides felis and Ctenocephalides canis). The
veterinary medicinal product has immediate and persistent flea killing activity against new
infestations for at least 5 weeks. The veterinary medicinal product can be used as part of a treatment
strategy for the control of Flea Allergy Dermatitis (FAD). Launch Date2016 |
|||
Curative | Simparica Approved UseFor the treatment of tick infestations (Dermacentor reticulatus, Ixodes hexagonus, Ixodes ricinus and
Rhipicephalus sanguineus). The veterinary medicinal product has immediate and persistent tick
killing activity for at least 5 weeks.
For the treatment of flea infestations (Ctenocephalides felis and Ctenocephalides canis). The
veterinary medicinal product has immediate and persistent flea killing activity against new
infestations for at least 5 weeks. The veterinary medicinal product can be used as part of a treatment
strategy for the control of Flea Allergy Dermatitis (FAD). Launch Date2016 |
Sample Use Guides
For oral use.
Tablets can be administered with or without food.
Sarolaner should be administered at a dose of 2–4 mg/kg bodyweight
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26961590
Sarolaner (PF-06450567) was identified as the most potent of
the isoxazolines tested in the in vitro screening system with a LC80
of 0.3 ug/mL for fleas and LC 100 of 0.003 ug/mL for O. turicata soft
ticks.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:08:22 GMT 2023
by
admin
on
Sat Dec 16 10:08:22 GMT 2023
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Record UNII |
DM113FTW7F
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Record Status |
Validated (UNII)
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Record Version |
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CFR |
21 CFR 520.2086
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EMA VETERINARY ASSESSMENT REPORTS |
SIMPARICA [AUTHORIZED ]
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NCI_THESAURUS |
C276
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EMA VETERINARY ASSESSMENT REPORTS |
STRONGHOLD PLUS [ AUTHORIZED ]
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