ChemicalBook--->CAS DataBase List--->69004-04-2

69004-04-2

69004-04-2 Structure

69004-04-2 Structure
IdentificationBack Directory
[Name]

Ponazuril
[CAS]

69004-04-2
[Synonyms]

Ponazuril
Ponazurilr
Ponazuril [inn]
Unii-jpw84as66u
ToltrazurilSulfone
Veterinary Ponazuril
Toltrazuril Sulfone Standard
Toltrazuril sulfone Ponazuril
Ponazuril ,Toltrazuril sulfone
1-Methyl-3-{3-methyl-4-[4-(trifluoromethylsulfonyl)phenoxy]phenyl}-1,3,5-triazine-2,4,6(1H,3H
1-methyl-3-[3-methyl-4-[4-(trifluoromethylsulfonyl)phenoxy]phenyl]-1,3,5-triazinane-2,4,6-trione
1-Methyl-3-{3-methyl-4-[4-(trifluoromethylsulfonyl)phenoxy]phenyl}-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1-methyl-3-[3-methyl-4-[4-[(trifluoromethyl)sulfonyl]phenoxy]phenyl]-
[EINECS(EC#)]

629-740-8
[Molecular Formula]

C18H14F3N3O6S
[MDL Number]

MFCD09263475
[MOL File]

69004-04-2.mol
[Molecular Weight]

457.38
Chemical PropertiesBack Directory
[Melting point ]

242°
[density ]

1.507±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Acetontrile (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

6.46±0.20(Predicted)
[color ]

White to Off-White
[InChI]

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)
[InChIKey]

VBUNOIXRZNJNAD-UHFFFAOYSA-N
[SMILES]

N1(C)C(=O)NC(=O)N(C2=CC=C(OC3=CC=C(S(C(F)(F)F)(=O)=O)C=C3)C(C)=C2)C1=O
[CAS DataBase Reference]

69004-04-2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Toltrazuril sulfone is an active metabolite of the coccidiostat toltrazuril (Item No. 20767). 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. 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.
[Uses]

Toltrazuril sulfone is antiprotazoal, used to treat Equine Protozoal Myeloencephalitis (EPM).
[Veterinary Drugs and Treatments]

Ponazuril is indicated for the treatment of equine protozoal myeloencephalitis (EPM) caused by Sarcocystis neurona.
Ponazuril could potentially be useful in treating Neospora caninum and Toxoplasma infections in dogs or cats.
[in vivo]

Toltrazuril sulfone (10-20 mg/kg; p.o.; daily; for 10 days) is effective in preventing and treating toxoplasmosis in mice[2].

Animal Model:Female CD-1 mice[2]
Dosage:10 mg/kg, 20 mg/kg
Administration:Oral administration, daily, for 10 days
Result:Prevented and protected mice from toxoplasmosis.
[IC 50]

Coccidia
[storage]

Store at -20°C
[References]

[1] ETIENNE BENOIT. Stereoselective S-oxygenation of an aryl-trifluoromethyl sulfoxide to the corresponding sulfone by rat liver cytochromes P450[J]. Biochemical pharmacology, 1993, 46 12: Pages 2337-2341. DOI: 10.1016/0006-2952(93)90626-8
[2] SHEILA M MITCHELL. Efficacy of ponazuril in vitro and in preventing and treating Toxoplasma gondii infections in mice.[J]. Journal of Parasitology, 2004, 90 3: 639-642. DOI: 10.1645/ge-250r
Spectrum DetailBack Directory
[Spectrum Detail]

Ponazuril(69004-04-2)1HNMR
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