Fluralaner is an isoxazoline ectoparasiticide.{36084,36085} It potently and selectively inhibits binding of the GABA receptor channel blocker [3H]4'-ethynyl-4-n-propylbicycloorthobenzoate (EBOB) to housefly head membranes, with an IC50 value of 455 pM as compared to an IC50 value of >10 µM for rat brain membranes.{36084} Fluralaner blocks GABA- and glutamate-induced chloride currents in Xenopus oocytes expressing housefly MdGBCl or MdGluCl channels (IC50s = 5.32 and 79.9 nM, respectively) but has no effect on rat GABA Cl channels (IC50 = >30,000 nM). It has insecticidal and acaricidal activity against C. felis, S. calcitrans, L. cuprina, A. aegypti, R. microplus, R. sanguineus, and O. moubata at concentrations of 0.0000012 to 1 ppm.{36085} Formulations containing fluralaner have been used in the prevention and treatment of parasitic infections in veterinary medicine.
Technical Information
Formal Name
N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methyl-d3-amino]benzoyl]-L-glutamic acid
CAS Number
432545-63-6
Synonyms
Amethopterin-d3
MTX-d3
Molecular Formula
C20H19D3N8O5
Formula Weight
457.5
Purity
99% deuterated forms (d1-d3)
Formulation
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A solid
Solubility
(Learn about Variance in Solubility)
DMF: 14 mg/ml
DMSO: 3 mg/ml
PBS (pH 7.2): 1 mg/ml
SMILES
NC1=NC(N)=C2C(N=CC(CN(C3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)C([2H])([2H])[2H])=N2)=N1
InChi Code
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1/i1D3
InChi Key
FBOZXECLQNJBKD-FUPFOCIHSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room Temperature in continental US; may vary elsewhere
Stability
Shelf life: 2 years