Crotoxyphos (Ref: ENT 24717) |
Last updated: 28/08/2024 |
(Also known as: crotoxyfos; cyodrin; decrotox; Kemdrin; ciodrin; SC 4294) |
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An obsolete organophosphate insecticide used in veterinary medicine for the control of ectoparasites | |
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Considered obsolete but may be available in some countries | |
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1962, first reported | |
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Used to control external insect pests such as flies, mites and ticks | |
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Cattle; Pigs; Goats; Horses; Sheep |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Crotoxyphos is a chiral molecule. The technical material is an isomeric mixture. | |
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C₁₄H₁₉O₆P | |
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CC(C1=CC=CC=C1)OC(=O)C=C(C)OP(=O)(OC)OC | |
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CC(C1=CC=CC=C1)OC(=O)/C=C(\C)/OP(=O)(OC)OC | |
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XXXSILNSXNPGKG-ZHACJKMWSA-N | |
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InChI=1S/C14H19O6P/c1-11(20-21(16,17-3)18-4)10-14(15)19-12(2)13-8-6-5-7-9-13/h5-10,12H,1-4H3/b11-10+ | |
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Yes |
General status |
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Antiparasitic | |
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Organophosphate substance | |
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Synthetic | |
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A contact and stomach poison. Acetylcholinesterase (AchE) inhibitor. | |
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[Cholinesterase, Inhibitor] | |
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7700-17-6 | |
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231-720-5 | |
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329 | |
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058801 | |
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5371578 | |
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- | |
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None allocated | |
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No | |
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- | |
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314.27 | |
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rac-(1R)-1-phenylethyl (2E)-3-[(dimethoxyphosphoryl)oxy]but-2-enoate | |
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(RS)-1-phenylethyl 3-(dimethoxyphosphinoyloxy)isocrotonate | |
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1-phenylethyl (2E)-3-[(dimethoxyphosphinyl)oxy]-2-butenoate | |
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- | |
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Colourless to light straw-coloured liquid depending upon purity |
Formulations |
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1000 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25 °C3 = Unverified data of known source |
High | ||||||||
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25 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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2.00 X 1003 | Calculated | - | |||||||
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3.3 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
High | ||||||||
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1.9 | F3 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 ) 3 = Unverified data of known source |
Low volatility. If applied directly to plants or soil, drift is a concern & mitigation is advisable | ||||||||
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Degradation |
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1.5 | R4 R = Peer reviewed scientific publications 4 = Verified data |
Non-persistent | |||||||
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Literature DT₅₀ range 2 to 71 hours (R4) | ||||||||||
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- | R4 R = Peer reviewed scientific publications 4 = Verified data |
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pH sensitive: 540hrs at pH 2, 410hrs at pH 6 and 180hr at pH 9.0 | ||||||||||
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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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Soil adsorption and mobility |
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- | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
Moderately mobile | |||||||
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170 | ||||||||||
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Log10 Koc 2.23 | ||||||||||
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Fate indices |
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0.31 | Calculated | Low leachability | ||||||||||||||||||||||||||
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Known metabolites |
None
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Terrestrial ecotoxicology |
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66 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
High | ||||||||
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520 | 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 ) Coturnix japonica4 = Verified data |
Moderate | ||||||||
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> 2.31 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
Moderate | ||||||||
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Aquatic ecotoxicology |
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0.06 | 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 ) Oncorhynchus mykiss4 = Verified data |
High | ||||||||
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General |
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High (class III) | - | - | ||||||||
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66 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
High | ||||||||
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447 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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88 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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List I | - | - | ||||||||
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Rapidly eliminated (~48 hrs) mainly via the urine (~80%) | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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Toxic May cause bradycardia or tachycardia May cause respiratory problems |
Handling issues |
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No information available | |||
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Not classified: Obsolete (Not classified: Obsolete) | |||
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crotoxyphos | ||
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crotoxyphos | ||
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Crotoxyphos | ||
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crotoxifos | ||
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Record last updated: | 28/08/2024 |
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 |