Synonym
Luxabendazole; HOE 216V
IUPAC/Chemical Name
Methyl 5-hydroxy-2-benzimidazolecarbamate, p-fluorobenzenesulfonate (ester)
InChi Key
ZVIDWFUBDDXAJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H12FN3O5S/c1-23-15(20)19-14-17-12-7-4-10(8-13(12)18-14)24-25(21,22)11-5-2-9(16)3-6-11/h2-8H,1H3,(H2,17,18,19,20)
SMILES Code
O=C(OC)NC1=NC2=CC(OS(C3=CC=C(F)C=C3)(=O)=O)=CC=C2N1
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
Luxabendazole is a benzimidazole carbamate broad spectrum anthelmintic agent.
In vivo activity:
Luxabendazole at 7.5, 10.0, and 12.5 mg/kg proved 100% effective in removing adult worms of the genera Haemonchus, Ostertagia, Trichostrongylus, Cooperia and Nematodirus as well as tissue-associated larval stages of gastrointestinal nematodes of the abomasal mucosa.
Reference: Parasitol Res. 1988;75(1):14-8. https://pubmed.ncbi.nlm.nih.gov/2974592/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
365.34
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
Kassai T, Takáts C, Fok E, Redl P. Activity of luxabendazole against liver flukes, gastrointestinal roundworms, and lungworms in naturally infected sheep. Parasitol Res. 1988;75(1):14-8. doi: 10.1007/BF00931184. PMID: 2974592.
In vivo protocol:
Kassai T, Takáts C, Fok E, Redl P. Activity of luxabendazole against liver flukes, gastrointestinal roundworms, and lungworms in naturally infected sheep. Parasitol Res. 1988;75(1):14-8. doi: 10.1007/BF00931184. PMID: 2974592.
1: Criado-Fornelio A, de Armas-Serra C, Jimenez-Gonzalez A, Casado-Escribano N, Rodriguez-Caabeiro F. Biochemical effects of luxabendazole on Trichinella spiralis. Parasitol Res. 1990;76(6):518-20. PubMed PMID: 2381894.
2: Kassai T, Takáts C, Fok E, Redl P. Activity of luxabendazole against liver flukes, gastrointestinal roundworms, and lungworms in naturally infected sheep. Parasitol Res. 1988;75(1):14-8. PubMed PMID: 2974592.
3: Ortiz AI, Alvarez-Bujidos L, Ferre I, Ordóñez D. Pharmacokinetics of luxabendazole after oral and intravenous administration to sheep. Am J Vet Res. 1997 Nov;58(11):1263-6. PubMed PMID: 9361890.
4: Alvarez-Bujidos ML, Ortiz A, Balaña R, Cubría JC, Ordoñez D, Negro A. Determination of luxabendazole in biological fluids by high-performance liquid chromatography. J Chromatogr. 1992 Jul 24;578(2):321-6. PubMed PMID: 1400814.
5: Stoitsova SR, Gorchilova LN. Effects of luxabendazole on the tegument of Fasciola hepatica. J Helminthol. 1994 Mar;68(1):73-80. PubMed PMID: 7516358.
6: Alvarez-Bujidos L, Ortiz AI, Molina-Martínez IT, Cubría C, Ordóñez D. Pharmacokinetics of intravenous luxabendazole in rabbits: influence of the enterohepatic circulation. Biopharm Drug Dispos. 1998 Jul;19(5):341-7. PubMed PMID: 9673786.
7: Petersen MB, Friis C, Bjørn H. A new in vitro assay of benzimidazole activity against adult Oesophagostomum dentatum. Int J Parasitol. 1997 Nov;27(11):1333-9. PubMed PMID: 9421720.
8: Ortiz AI, Pollastrini MT, Barea M, Ordóñez D. Bacterial mutagenic evaluation of Luxabendazole, a new broad spectrum anthelmintic, with the Salmonella typhimurium His- and the Escherichia coli Tryp- reversion tests. Mutagenesis. 1996 Jan;11(1):27-31. PubMed PMID: 8671711.
9: del Estal JL, Alvarez-Bujidos ML, Balaña Fouce R, Ordóñez D, Prieto JG. The intestinal absorption of Luxabendazole in rats. J Pharm Biomed Anal. 1994 Nov;12(11):1471-4. PubMed PMID: 7849142.
10: Burrows GE, Tasler J, Boray JC, Egerton J. Antipyrine, erythromycin and oxytetracycline disposition in experimental fasciolosis. Res Vet Sci. 1992 Sep;53(2):191-7. PubMed PMID: 1439209.
11: Miller CM, Howell MJ, Boray JC. Glutathione S-transferases as markers of salicylanilide resistance in isolates of Fasciola hepatica. Int J Parasitol. 1994 Jul;24(4):533-42. PubMed PMID: 8082983.
