Crufomate |
Last updated: 22/08/2024 |
(Also known as: amidofos; crufomatum; ruelene) |
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An obsolete topical organophosphate insecticide | |
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Considered obsolete but may be available in some countries | |
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1959, first reported | |
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Once used to control of grubs, lice, and horn fly | |
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Cattle |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Crufomate is a chiral molecule with two steroisomers. The technical material is an isomeric mixture. | |
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C₁₂H₁₉ClNO₃P | |
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CC(C)(C)C1=CC(=C(C=C1)OP(=O)(NC)OC)Cl | |
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- | |
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BOFHKBLZOYVHSI-UHFFFAOYSA-N | |
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InChI=1S/C12H19ClNO3P/c1-12(2,3)9-6-7-11(10(13)8-9)17-18(15,14-4)16-5/h6-8H,1-5H3,(H,14,15) | |
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Yes |
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Common Name | Relationship | Link |
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crufomate | - |
General status |
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Insecticide | |
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Organophosphate Insecticide | |
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Synthetic | |
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Systemic, acts via the uncoupling of oxidative phosphorylation. Acetylcholinesterase (AchE) inhibitor. | |
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[Cholinesterase, Inhibitor] | |
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299-86-5 | |
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206-083-1 | |
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122 | |
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012101 | |
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9300 | |
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None allocated | |
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No | |
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291.71 | |
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- | |
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N-[(4-tert-butyl-2-chlorophenoxy)-methoxyphosphoryl]methanamine | |
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2-chloro-4-(1,1-dimethylethyl)phenyl methyl methylphosphoramidate | |
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Colourless crystalline powder |
Formulations |
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Rulene | DowElanco | Not licensed | Not licensed | ||||||
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Formulated for topical use |
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200 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25 °C3 = Unverified data of known source |
Moderate | ||||||||
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60 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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118 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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2.63 X 1003 | Calculated | - | |||||||
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3.42 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
High | ||||||||
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106 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25 °C3 = Unverified data of known source |
Highly volatile. If applied directly to plants or soil, drift is a concern & mitigation is advisable | ||||||||
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2.53 X 10-04 | V2 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 2 = Unverified data of unknown source |
Non-volatile | ||||||||
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Degradation |
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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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- | V1 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 1 = Estimated data with little or no verification |
Slightly mobile | |||||||
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1700 | ||||||||||
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Estimated | ||||||||||
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Fate indices |
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230 | R3 R = Peer reviewed scientific publications (Other literature Log BCF range -1.4 - 0.4 (3 = Unverified data of known source R3 R = Peer reviewed scientific publications ))3 = Unverified data of known source |
Threshold for concern | |||||||||||||||||||||||||
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Not available | - |
Known metabolites |
None
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Terrestrial ecotoxicology |
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860 | 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 ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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100 | V2 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Wild bird2 = Unverified data of unknown source |
Moderate | ||||||||
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Aquatic ecotoxicology |
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32 | 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 |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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860 | 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 ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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2000 | 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 ) Rabbit3 = Unverified data of known source |
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Subcutaneous LDLo = 50 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Guinea pig3 = Unverified data of known source |
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0.1 | 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 ) JMPR 19683 = Unverified data of known source |
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List I | - | - | ||||||||
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Possible risk as substance may be absorbed via inhalation, ingestion, skin and/or eye contact | ||||||||||
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Eliminated rapidly as hydrolysis products. However. residues have been found in milk and milk products. | 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 |
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Health issues |
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Moderately toxic May cause respiratory problems |
Handling issues |
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Combustable Prevent generation of dust IMDG Transport Hazard Class 6.1 Not expected to auto-ignite |
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III (Slightly hazardous) | |||
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UN3278 | |||
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crufomate | ||
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crufomate | ||
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Crufomat | ||
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crufomato | ||
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Record last updated: | 22/08/2024 |
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 |