Triclabendazole sulfoxide

Modify Date: 2024-01-04 12:22:10

Triclabendazole sulfoxide Structure
Triclabendazole sulfoxide structure
Common Name Triclabendazole sulfoxide
CAS Number 100648-13-3 Molecular Weight 375.65700
Density 1.69 Boiling Point 547.6ºC at 760 mmHg
Molecular Formula C14H9Cl3N2O2S Melting Point N/A
MSDS Chinese USA Flash Point 285ºC

 Use of Triclabendazole sulfoxide


Triclabendazole sulfoxide (TCBZ-SO) is the main plasma metabolite of Triclabendazole, and exhibits anti-parasite effects. Triclabendazole sulfoxide can inhibit membrane transporter ABCG2/BCRP[1][2].

 Names

Name 6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfinyl-1H-benzimidazole
Synonym More Synonyms

 Triclabendazole sulfoxide Biological Activity

Description Triclabendazole sulfoxide (TCBZ-SO) is the main plasma metabolite of Triclabendazole, and exhibits anti-parasite effects. Triclabendazole sulfoxide can inhibit membrane transporter ABCG2/BCRP[1][2].
Related Catalog
References

[1]. Barrera B, et, al. The anthelmintic triclabendazole and its metabolites inhibit the membrane transporter ABCG2/BCRP. Antimicrob Agents Chemother. 2012 Jul;56(7):3535-43.

[2]. Robinson MW, et, al. The comparative metabolism of triclabendazole sulphoxide by triclabendazole-susceptible and triclabendazole-resistant Fasciola hepatica. Parasitol Res. 2004 Feb;92(3):205-10.

 Chemical & Physical Properties

Density 1.69
Boiling Point 547.6ºC at 760 mmHg
Molecular Formula C14H9Cl3N2O2S
Molecular Weight 375.65700
Flash Point 285ºC
Exact Mass 373.94500
PSA 74.19000
LogP 5.91850
Vapour Pressure 4.81E-12mmHg at 25°C
Index of Refraction 1.749
Storage condition 2-8°C

 Safety Information

Hazard Statements H413
Hazard Codes Xi
RIDADR NONH for all modes of transport

 Synthetic Route

~93%

Triclabendazole sulfoxide Structure

Triclabendazole...

CAS#:100648-13-3

Literature: Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 22 p. 3129 - 3134

 Precursor & DownStream

Precursor  1

DownStream  0

 Articles21

More Articles
Fasciola hepatica: disruption of the vitelline cells in vitro by the sulphoxide metabolite of triclabendazole.

Parasitol. Res. 82(4) , 333-9, (1996)

The effects of the active sulphoxide metabolite of the fasciolicide triclabendazole (Fasinex, Ciba-Geigy) on the vitelline cells of Fasciola hepatica were determined in vitro by transmission electron ...

Time-course and accumulation of triclabendazole and its metabolites in bile, liver tissues and flukes collected from treated sheep.

Exp. Parasitol. 136 , 14-9, (2014)

The flukicidal compound triclabendazole (TCBZ) has a complex metabolic pattern that includes the systemic presence of its sulphoxide (TCBZ.SO) and sulphone (TCBZ.SO2) metabolites, usually recovered fr...

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

Parasitol. Res. 88(4) , 315-25, (2002)

The effect of the active sulphoxide metabolite of the fasciolicide triclabendazole on the surface morphology of the tropical liver fluke, Fasciola gigantica, was determined in vitro by scanning electr...

 Synonyms

Tcbz-SX
Triclabendazole sulfoxide
1H-Benzimidazole,6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)
5-chloro-6-(2,3-dichlorophenoxy)-2-methylsulfinyl-1H-benzimidazole
triclabendazole sulphoxide