Ponazuril

Base Information

• Chemical Name: Ponazuril
• CAS No.: 69004-04-2
• Molecular Formula: C18H14F3N3O6S
• Molecular Weight: 457.387
• European Community (EC) Number: 629-740-8
• UNII: JPW84AS66U
• DSSTox Substance ID: DTXSID7048958
• Nikkaji Number: J574.719H
• Wikipedia: Ponazuril
• Wikidata: Q7227567
• NCI Thesaurus Code: C72600
• RXCUI: 298983
• Metabolomics Workbench ID: 152644
• ChEMBL ID: CHEMBL2104856
• Mol file: 69004-04-2.mol

Synonyms:ponazuril

Chemical Property of Ponazuril

Chemical Property:

• Melting Point: 242°
• Refractive Index: 1.572
• PKA: 6.46±0.20(Predicted)
• PSA: 128.61000
• Density: 1.507 g/cm³
• LogP: 2.69950
• Storage Temp.: Refrigerator
• Solubility.: Acetontrile (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 457.05554083
• Heavy Atom Count: 31
• Complexity: 836

Purity/Quality:

99%, ^*data from raw suppliers

Ponazuril ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)N2C(=O)NC(=O)N(C2=O)C)OC3=CC=C(C=C3)S(=O)(=O)C(F)(F)F
• Description: Toltrazuril sulfone is an active metabolite of the coccidiostat toltrazuril . 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).

Technology Process of Ponazuril

There total 3 articles about Ponazuril which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.2%

4-Hydroxyphenyltrifluoromethylsulphone (432-84-8) + 1-(4-bromo-3-methylphenyl)-3-methyl-1,3,5-triazine-2,4,6-trione → 1-methyl-3-[3-methyl-4-(4-trifluoromethanesulfonylphenoxy)phenyl]-1,3,5-triazinane-2,4,6-trione (69004-04-2)

Guidance literature:

With N,N’-bis(2-phenylphenyl)oxalic acid; potassium tert-butylate; copper(I) bromide; In acetonitrile; at 90 ℃; for 24h; Inert atmosphere;

Reference yield: 72.0%

4-Hydroxyphenyltrifluoromethylsulphone (432-84-8) + 1-(4-chloro-3-methylphenyl)-3-methyl-1,3,5-triazine-2,4,6-trione → 1-methyl-3-[3-methyl-4-(4-trifluoromethanesulfonylphenoxy)phenyl]-1,3,5-triazinane-2,4,6-trione (69004-04-2)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹-benzyl-N²-(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 48h; Inert atmosphere;

Reference yield:

→ 1-methyl-3-[3-methyl-4-(4-trifluoromethanesulfonylphenoxy)phenyl]-1,3,5-triazinane-2,4,6-trione (69004-04-2)

Guidance literature:

subst. Harnstoff.;

upstream raw materials:

4-Hydroxyphenyltrifluoromethylsulphone

Refernces