Albendazole sulfoxide |
![]() Last updated: 14/09/2025 |
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(Also known as: albendazole oxide) |
SUMMARY |
A potent anthelmintic insecticide. It has a low aqueous solubility. Little has been published regarding its behaviour in the environment or its toxicity to fauna and flora. It is moderately toxic to humans and may cause reproduction or fertility problems. . |
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A broad spectrum benzimidazole antiparasitic veterinary drug | |
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Primary use is as a topical pesticide for livestock for control of parasites in particular various worm infestations. | |
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Domestic and farm animals including cattle & sheep |
Approval status |
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Approved - usually supplied as a prescription only medicine to be authorised by a veterinarian (POM-V) | |
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Approved |
Chemical structure |
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Albendazole sulfoxide exhibits chiral isomerism, specifically existing as two enantiomers: (+)-(R)-albendazole sulfoxide and (−)-(S)-albendazole sulfoxide. Studies have demonstrated that the (+)-(R)-enantiomer is notably more active against certain parasites. | |
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C₁₂H₁₅N₃O₃S | |
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CCCS(=O)C1=CC2=C(C=C1)N=C(N2)NC(=O)OC | |
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VXTGHWHFYNYFFV-UHFFFAOYSA-N | |
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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) | |
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Yes |
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Common Name | Relationship | Link |
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albendazole | Parent | ![]() |
General status |
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Insecticide, Antiparasitic, Anthelmintic | |
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Mammal | |
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Benzimidazole | |
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Natural | |
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Causes degenerative alterations in parasite cell walls, inhibiting tubulin polymerization which results in the loss of cytoplasmic microtubules. | |
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[Tubulin alpha-3 chain, Antagonist], [Tubulin beta-2C chain, Antagonist], [Fumarate reductase flavoprotein subunit, Antagonist] | |
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54029-12-8 | |
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122063-18-7 | |
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628-805-8 | |
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None allocated | |
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83969 | |
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Antiparasitic products, insecticides & repellents: Anthelmintics | |
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QP52AC11 | |
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No | |
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Allowed substance (Table 1: Ruminants) | |
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281.33 | |
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methyl N-(6-propylsulfinyl-1H-benzimidazol-2-yl)carbamate | |
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methyl N-(6-propylsulfinyl-1H-benzimidazol-2-yl)carbamate | |
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Commercial |
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Current | |||
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1977, introduced UK | |||
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Usually administered orally as tablets or solution | |||
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Albendazole sulfoxide is produced through a controlled oxidation of albendazole, its parent compound. The synthesis typically involves using hydrogen peroxide as the oxidising agent in the presence of glacial acetic acid as the reaction medium. Under carefully regulated conditions, particularly the temperature and the amount of hydrogen peroxide, albendazole is selectively oxidised at the sulphur atom to yield albendazole sulfoxide. | |||
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Published GHG data is not available for most pharmaceuticals. However, according to industry, global averages suggest producing 1 kg of a typical active pharmaceutical ingredient can range from 10 to 100 kg CO₂e for small molecule drugs and potentially up to 1000 kg CO₂e for complex biologicals such as vaccines, depending on the drug type, its formulation, complexity of synthesis, solvent recovery, and energy sources used. |
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Environmental release can occur via four main routes (i) point source releases at production sites, (ii) releases at administration location, (iii) direct releases from treated animals as parent and metabolites in manure and slurries, and (iv) inappropriate waste disposal sites |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Fate indices |
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Known metabolites |
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Terrestrial ecotoxicology |
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Aquatic ecotoxicology |
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General |
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Rapidly metabolised and lost via (probably) biliary excretion. Little is found in the urine. | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
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Health issues |
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Mutagenic potential Possible tetragenic effect Possible liver toxicant |
Handling issues |
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No information available | |||
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Health: H302, H317, H361d, H371, H373 Environment: H400, H410 |
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Not listed (Not listed) | |||
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albendazole sulfoxide | ||
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Record last updated: | 14/09/2025 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |