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100648-13-3,MFCD09038493
Catalog No.:AA0002I4
100648-13-3 | 1H-Benzimidazole, 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0002I4
Chemical Name:
1H-Benzimidazole, 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-
CAS Number:
100648-13-3
Molecular Formula:
C14H9Cl3N2O2S
Molecular Weight:
375.6575
MDL Number:
MFCD09038493
IUPAC Name:
6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfinyl-1H-benzimidazole
InChI:
InChI=1S/C14H9Cl3N2O2S/c1-22(20)14-18-9-5-8(16)12(6-10(9)19-14)21-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)
InChI Key:
GABQPFWIQFRJSE-UHFFFAOYSA-N
SMILES:
Clc1cc2[nH]c(nc2cc1Oc1cccc(c1Cl)Cl)S(=O)C
Properties
Computed Properties
 
Complexity:
431  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
373.945g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
375.648g/mol
Monoisotopic Mass:
373.945g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
74.2A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
4.4  

Synonyms
 
6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-1H-benzimidazole 
TCBZ-SX 
1H-Benzimidazole, 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfinyl)- 
C14H9Cl3N2O2S 
ACMC-20m3qd 
Triclabendazole-sulfoxide 
AC1L2SET 
6-CHLORO-5-(2,3-DICHLOROPHENOXY)-2-(METHYLSULFINYL)-1H-BENZIMIDAZOLE 
SCHEMBL10533601 
CTK3J9158 
BCP13966 
1H-Benzimidazole, 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)- 
triclabendazole sulfoxide 
AKOS015895881 
AN-34359 
FT-0760193 
V1963 
648T133 
I06-1319 
Triclabendazole sulfoxide, VETRANAL(TM), analytical standard 
5-chloro-6-(2,3-dichlorophenoxy)-2-methylsulfinyl-1H-benzimidazole 
5-Chloro-6-(2,3-dichlorophenoxy)-1H-benzoimidazole-2-yl(methyl) sulfoxide 
UNII-KY3O5E011U 
Triclabendazole sulfoxide 
KY3O5E011U 
CGA89317 
C14-H9-Cl3-N2-O2-S 
CID127657 
C085104 
100648-13-3 
6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-1H-benzo[d]imidazole 
1H-Benzimidazole,6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)- 
5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-1H-benzimidazole 
Tcbz-SX 
6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfinyl-1H-benzimidazole 
Literature

Title: A novel MDCKII in vitro model for assessing ABCG2-drug interactions and regulation of ABCG2 transport activity in the caprine mammary gland by environmental pollutants and pesticides.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140401

Title: Development of an egg hatch assay for the diagnosis of triclabendazole resistance in Fasciola hepatica: proof of concept.

Journal: Veterinary parasitology 20120210

Title: Inhibition of triclabendazole metabolism in vitro by ketoconazole increases disruption to the tegument of a triclabendazole-resistant isolate of Fasciola hepatica.

Journal: Parasitology research 20111001

Title: Residual concentrations of the flukicidal compound triclabendazole in dairy cows' milk and cheese.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20110401

Title: Interaction of anthelmintic drugs with P-glycoprotein in recombinant LLC-PK1-mdr1a cells.

Journal: Chemico-biological interactions 20100805

Title: Potentiation of triclabendazole sulphoxide-induced tegumental disruption by methimazole in a triclabendazole-resistant isolate of Fasciola hepatica.

Journal: Parasitology research 20100501

Title: Unchanged triclabendazole kinetics after co-administration with ivermectin and methimazole: failure of its therapeutic activity against triclabendazole-resistant liver flukes.

Journal: BMC veterinary research 20100101

Title: Detoxifying and anti-oxidant enzymes of Fasciola gigantica worms under triclabendazole sulphoxide (TCBZ-SX): an in vitro study.

Journal: Journal of the Egyptian Society of Parasitology 20090401

Title: Relative activity of triclabendazole metabolites against the liver fluke, Fasciola hepatica.

Journal: Veterinary parasitology 20090205

Title: Pharmacokinetic disposition of triclabendazole in cattle and sheep; discrimination of the order and the rate of the absorption process of its active metabolite triclabendazole sulfoxide.

Journal: Veterinary research communications 20080101

Title: Resistance-induced changes in triclabendazole transport in Fasciola hepatica: ivermectin reversal effect.

Journal: The Journal of parasitology 20061201

Title: Triclabendazole and its two main metabolites lack activity against Schistosoma mansoni in the mouse model.

Journal: The American journal of tropical medicine and hygiene 20060801

Title: Assessment of the main metabolism pathways for the flukicidal compound triclabendazole in sheep.

Journal: Journal of veterinary pharmacology and therapeutics 20060601

Title: Drug transport mechanisms in helminth parasites: passive diffusion of benzimidazole anthelmintics.

Journal: Experimental parasitology 20060501

Title: Response of two isolates of Fasciola hepatica to treatment with triclabendazole in vivo and in vitro.

Journal: Parasitology research 20041201

Title: The comparative metabolism of triclabendazole sulphoxide by triclabendazole-susceptible and triclabendazole-resistant Fasciola hepatica.

Journal: Parasitology research 20040201

Title: Fasciola gigantica: tegumental surface alterations following treatment in vitro with the sulphoxide metabolite of triclabendazole.

Journal: Parasitology research 20020401

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