A benzimidazole agent with anthelmintic and antiparasitic effects
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Ricobendazole

Item No. 21880

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[6-(propylsulfinyl)-1H-benzimidazol-2-yl]-carbamic acid, methyl ester
CAS Number
54029-12-8
Synonyms
  • Albendazole sulfoxide
Molecular Formula
C12H15N3O3S
Formula Weight
281.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/ml
λmax
224, 294 nm
SMILES
O=C(OC)NC1=NC2=CC=C(S(CCC)=O)C=C2N1
InChi Code
InChI=1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)
InChi Key
VXTGHWHFYNYFFV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $49

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    Cayman Chemical
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    Product Description

    Ricobendazole, also known as albendazole sulfate, is a benzimidazole agent that inhibits tubulin polymerization and is commonly used as an anthelmintic and antiparasitic agent, with IC90 values ranging from 3.8 x 10-2 to <10-4 µg/ml against Encephalitozoon species.1,2,3,4 In vitro, ricobendazole effectively kills Taenia cysts, with EC50 and EC99 values of 0.068 and 0.556 µg/ml, respectively, in 11-day cultures, and inhibits adherence in Giardia species with a 24-hour IC50 value of 3.15 µM.5,6 This agent is metabolized from albendazole via cytochrome P450 (CYP450) and may modulate CYP450 activity.1,2,7 In rat microsomes, ricobendazole reduces the activity of ethoxyresorufin O-deethylase (EROD) by more than 5-fold relative to albendazole, with an IC50 value of 5 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Adas, G., Arikan, S., Kemik, O., et al. Use of albendazole sulfoxide, albendazole sulfone, and combined solutions as scolicidal agents on hydatid cysts (in vitro study). World J. Gastroenterol. 15(1), 112-116 (2009).

    2. Baliharová, V., Velík, J., Fimanová, K., et al. Inhibitory effect of albendazole and its metabolites on cytochromes P450 activities in rat and mouflon in vitro. Pharmacol. Rep. 57, 97-106 (2005).

    3. Katiyar, S.K., and Edlind, T.D. In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives. Antimicrob. Agents and Chemother. 41(12), 2729-2732 (1997).

    4. Ridoux, O., and Drancourt, M. In vitro susceptibilities of the microsporidia Encephalitozoon cuniculi, Encephalitozoon hellem, and Encephalitozoon intestinalis to albendazole and its sulfoxide and sulfone metabolites. Antimicrob. Agents and Chemother. 42(12), 3301-3303 (1998).

    5. Morgan, U.M., Reynoldson, J.A., and Thompson, R.C.A. Activities of several benzimidazoles and tubulin inhibitors against Giardia spp. in vitro. Antimicrob. Agents Chemother. 37(2), 328-331 (1993).

    6. Palomares, F., G., P., Pérez, R., et al. In vitro effects of albendazole sulfoxide and praziquantel against Taenia solium and Taenia crassiceps cysts. Antimicrob. Agents and Chemother. 48(6), 2302-2304 (2004).

    7. Cai, Z.Y., Galettis, P., Lu, Y., et al. Pharmacokinetics of albendazole in New Zealand white rabbits: Oral versus intraperitoneal administration. Anticancer Res. 27, 417-422 (2007).