An active metabolite of toltrazuril
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Parent Compound(s)
20767Toltrazuril
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Toltrazuril sulfone

Item No. 29655

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-methyl-3-[3-methyl-4-[4-[(trifluoromethyl)sulfonyl]phenoxy]phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
CAS Number
69004-04-2
Synonyms
  • BAY-Vi 9143
Molecular Formula
C18H14F3N3O6S
Formula Weight
457.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:20): 0.04 mg/ml
λmax
249 nm
SMILES
O=C1N(C)C(N(C2=CC=C(OC3=CC=C(S(C(F)(F)F)(=O)=O)C=C3)C(C)=C2)C(N1)=O)=O
InChi Code
InChI=1S/C18H14F3N3O6S/c1-10-9-11(24-16(26)22-15(25)23(2)17(24)27)3-8-14(10)30-12-4-6-13(7-5-12)31(28,29)18(19,20)21/h3-9H,1-2H3,(H,22,25,26)
InChi Key
VBUNOIXRZNJNAD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Cayman Chemical
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    Product Description

    Toltrazuril sulfone is an active metabolite of the coccidiostat toltrazuril (Item No. 20767).1 Toltrazuril sulfone is formed from toltrazuril via the intermediate metabolite toltrazuril sulfoxide by cytochrome P450 (CYP) enzymes, including CYP3A. It inhibits T. gondii tachyzoite production in African green monkey kidney cells when used at concentrations of 0.1, 1, and 5 µg/ml.2 Toltrazuril sulfone completely prevents infection with T. gondii tachyzoites in a mouse model of fatal toxoplasmosis when administered at doses of 10 or 20 mg/kg one day prior to, and daily for 10 days following, infection. It also reduces the number of infected mice in the same model when administered at a dose of 10 mg/kg for 11 days starting six days following infection. Formulations containing toltrazuril sulfone have been used in the treatment of equine protozoal myeloencephalitis (EPM) in horses.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Benoit, E., Buronfosse, T., Moroni, P., et al. Stereoselective S-oxygenation of an aryl-trifluoromethyl sulfoxide to the corresponding sulfone by rat liver cytochromes P450. Biochem. Pharmacol. 46(12), 2337-2341 (1993).

    2. Mitchell, S.M., Zajac, A.M., Davis, W.L., et al. Efficacy of ponazuril in vitro and in preventing and treating Toxoplasma gondii infections in mice. J. Parasitol. 90(3), 639-642 (2004).