U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H6Cl2N2O6
Molecular Weight 345.092
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NICLOFOLAN

SMILES

OC1=C(C=C(Cl)C=C1[N+]([O-])=O)C2=C(O)C(=CC(Cl)=C2)[N+]([O-])=O

InChI

InChIKey=XULACPAEUUWKFX-UHFFFAOYSA-N
InChI=1S/C12H6Cl2N2O6/c13-5-1-7(11(17)9(3-5)15(19)20)8-2-6(14)4-10(12(8)18)16(21)22/h1-4,17-18H

HIDE SMILES / InChI
Niclofolan (bayer 9015, Bilevon) is a biphenyl anthelmintic compound. Niclofolan is used orally towards the treatment of Fasciola hepatica infection. Niclofolan therapy achieved elimination of eggs from the feces and normalization of eosinophil counts, liver enzymes and Fasciola titers, suggesting eradication of biliary flukes. Niclofolan has also been used in the treatment of Paragonimus westermani in dogs and cats and P. iloktsuenensis in rats. It was proved that administration of daily dose of 1.0 mg/kg body weight for 3 days or in 2 doses of 2.0 mg/kg body weight by alternate days were evidently effective for the infected dogs, cats and rats with the lung flukes, and toxic manifestations were not found.

Approval Year

PubMed

PubMed

TitleDatePubMed
Treatment of human fascioliasis with niclofolan.
1981 Oct
Cholestatic jaundice in fascioliasis treated with niclofolan.
1982 Oct 30
The effect of niclofolan on desert sheep experimentally infected with immature Fasciola gigantica.
1985 Dec
Pharmacokinetics of niclofolan in desert sheep.
1990 Jun
Patents

Sample Use Guides

Refugees from South east Asia infected with Opisthorchis viverrini or Clonorchis sinensis were included in a therapeutic study with Niclofolan (Bay 9015) at a dose of 1 mg/kg body weight given three times at intervals of 48 hours.
Route of Administration: Oral
In Vitro Use Guide
Niclofolan induces a rapid spastic paralysis of the fluke at concentrations of 1.0 ugrams/ml and above.
Name Type Language
NICLOFOLAN
INN   MART.   MI  
INN  
Official Name English
4,4'-DICHLORO-6,6'-DINITRO-O,O-BIPHENOL
Common Name English
niclofolan [INN]
Common Name English
NICLOFOLAN [MI]
Common Name English
BAYER-9015
Code English
NICLOFOLAN [MART.]
Common Name English
BAY 9015
Code English
BAYER 9015
Code English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
EPA PESTICIDE CODE 306400
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
Code System Code Type Description
DRUG CENTRAL
1686
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
PRIMARY
NCI_THESAURUS
C75223
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
PRIMARY
MERCK INDEX
m7873
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
233-720-0
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INN
2566
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EVMPD
SUB09229MIG
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CAS
10331-57-4
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MESH
D009533
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
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SMS_ID
100000084168
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
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ChEMBL
CHEMBL2107116
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EPA CompTox
DTXSID5023249
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
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FDA UNII
82KFT81F6W
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
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PUBCHEM
5284586
Created by admin on Fri Dec 15 16:27:30 GMT 2023 , Edited by admin on Fri Dec 15 16:27:30 GMT 2023
PRIMARY