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Merck
CN

SML4081

Lotilaner

≥98% (HPLC)

Synonym(s):

5-[(5S)-4,5-Dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-3-methyl-N-[2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl]-2-thiophenecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C20H14Cl3F6N3O3S
CAS Number:
1369852-71-0
Molecular Weight:
596.76
MDL number:
MFCD32062771

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

FC(F)(F)[C@@]2(ONC(=C2)c3[s]c(c(c3)C)C(=O)NCC(=O)NCC(F)(F)F)c1cc(c(c(c1)Cl)Cl)Cl

InChI

1S/C20H14Cl3F6N3O3S/c1-8-2-13(36-16(8)17(34)30-6-14(33)31-7-19(24,25)26)12-5-18(35-32-12,20(27,28)29)9-3-10(21)15(23)11(22)4-9/h2-5,32H,6-7H2,1H3,(H,30,34)(H,31,33)/t18-/m0/s1

InChI key

DPFOXZCPAGCTER-SFHVURJKSA-N

Related Categories

Biochem/physiol Actions

Orally available and potent inhibitor of γ-aminobutyric acid (GABA)-gated chloride channels; parasiticide.
Lotilaner is an oral isooxazoline ectoparasitic veterinary medication used to control fleas and ticks in dogs and cats. Lotilaner, similarly to other isoxazolines, targets gamma-aminobutyric acid (GABA) receptors. It binds to the GABA-gated chloride channels in nerve and muscle cells, which blocks the transmission of neuronal signals and leads to paralysis and death.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000397558
0000397560
0000377308
0000377308
0000397560

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Omar Hashim et al.
Molecular pharmacology, 102(2), 116-127 (2022-07-21)
Human louse Pediculus humanus is a cosmopolitan obligatory blood-feeding ectoparasite causing pediculosis and transmitting many bacterial pathogens. Control of infestation is difficult due to the developed resistance to insecticides that mainly target GABA (γ-aminobutyric acid) receptors. Previous work showed that
The novel isoxazoline ectoparasiticide lotilaner (Credelio?): a non-competitive antagonist specific to invertebrates ?-aminobutyric acid-gated chloride channels (GABACls).
Parasites & vectors, 10(1), 530-530 (2017)
Ian Benjamin Gaddie et al.
Ophthalmology, 130(10), 1015-1023 (2023-06-08)
To evaluate the safety and efficacy of lotilaner ophthalmic solution 0.25% compared with vehicle for the treatment of Demodex blepharitis. Prospective, randomized, double-masked, vehicle-controlled, multicenter, phase 3 clinical trial. Four hundred twelve patients with Demodex blepharitis were assigned randomly in

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