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10331-57-4

10331-57-4 Structure

10331-57-4 Structure
IdentificationBack Directory
[Name]

NICLOFOLAN
[CAS]

10331-57-4
[Synonyms]

ME 3625
Nicloflan
Bilevon M
Bayer-9015
NICLOFOLAN
Niclofoian
menichlopholan
3,3'-dichloro-5,5'-dinitro-o,o'-biphenol
4,4'-dichloro-6,6'-dinitro-o,o'-biphenol
5,5'-Dichloro-3,3'-dinitrobiphenyl-2,2'-diol
5,5'-dichloro-2,2'-dihydroxy-3,3'-dinitrobiphenyl
5,5\'-Dichloro-2,2\'-dihydroxy-3,3\'-dinitrobiphen
5,5'-dichloro-3,3'-dinitro(1,1'-biphenyl)-2,2'-diol
1'-biphenyl)-2,2'-diol, 5,5'-dichloro-3,3'-dinitro-(
[1,1'-Biphenyl]-2,2'-diol,5,5'-dichloro-3,3'-dinitro-
[EINECS(EC#)]

233-720-0
[Molecular Formula]

C12H6Cl2N2O6
[MDL Number]

MFCD00867407
[MOL File]

10331-57-4.mol
[Molecular Weight]

345.09
Chemical PropertiesBack Directory
[Boiling point ]

251.5°C (rough estimate)
[density ]

1.8594 (rough estimate)
[refractive index ]

1.7350 (estimate)
[form ]

Solid
[pka]

4.34±0.40(Predicted)
[color ]

Light yellow to yellow
[EPA Substance Registry System]

Niclofolan (10331-57-4)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thionyl chloride-->1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid-->Dibenzofuran
Hazard InformationBack Directory
[Chemical Properties]

Orange-yellow crystalline powder. Melting point 178-182 ℃. Soluble in acetone, glacial acetic acid and sodium hydroxide solution, slightly soluble in water and ethanol.
[Uses]

Niclofolan can be used as deworming drug and anti-creep drug. It is used for prevention and treatment of hepatic chioniasis of cattle and sheep.
[Definition]

ChEBI: Niclofolan is a polychlorobiphenyl.
[Synthesis]

Niclofolan is obtained by nitration of 5,5 '-dichloro-2, 2' dihydroxybiphenyl. The nitration was carried out in acetic acid at a temperature not exceeding 20℃. Then activated carbon was added for reflux decolorization for 1h. The filter was pumped with a nitrate filter rod. The filtrate was cooled below 15℃ and crystallized. Dinitrochlorophenol was obtained by filtration, washing with acetic acid and drying. The yield is 60%.
[in vivo]

Niclofolan (2 mg/kg, intramuscular injection) is effective against fasciola hepatica infected sheep[2].
Niclofolan (1 or 2 mg/kg, oral gavage ) shows therapeutic effects against P.iloktsuenesis infected rats[4].

Animal Model:fasciola hepatica infected sheep[2]
Dosage:2 mg/kg
Administration:Intramuscular injection
Result:Showed effectiveness against the infection and produced no untoward effects except for transient signs of pain at the site of injection.
Animal Model:Rats infected with P.iloktsuenesis[4]
Dosage:1 mg/kg, daily for 3 days; 2 mg/kg every other day for 2 times.
Administration:Oral gavage
Result:Reduced the worms in rats.
Safety DataBack Directory
[Toxicity]

bird - wild,LD50,oral,13mg/kg (13mg/kg),Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
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