Cycloprothrin (Ref: OMS 3049) |
![]() Last updated: 05/01/2021 |
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(Also known as: phencyclate) |
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Used to control rice water weevils and other insects in paddy fields and on other crops | |
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Rice water weevils; Vine weevils; Leaf miners | |
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Paddy rice; Fruit and vines; Vegetables; Forestry; Cotton | |
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Unknown | |
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1987, Japan |
UK regulatory status |
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Not approved | ||
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Not applicable | ||
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No UK approval for use |
EC Regulation 1107/2009 (repealing 91/414) |
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Not approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Also used in |
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Chemical structure |
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Cycloprothrin is a molecule with 2 chiral centres. The commerical product is an isomeric mixture of the 4 stereoisomers. The (1R, alphaR)-isomer demonstrates the greatest insecticidal activity being roughly 5x stronger than the racemic mixture. | |
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C₂₆H₂₁Cl₂NO₄ | |
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CCOC1=CC=C(C=C1)C2(CC2(Cl)Cl)C(=O)OC(C#N)C3=CC(=CC=C3)OC4=CC=CC=C4 | |
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No data | |
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CGTWCAVZZBLHQH-UHFFFAOYSA-N | |
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InChI=1S/C26H21Cl2NO4/c1-2-31-20-13-11-19(12-14-20)25(17-26(25,27)28)24(30)33-23(16-29)18-7-6-10-22(15-18)32-21-8-4-3-5-9-21/h3-15,23H,2,17H2,1H3 | |
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Yes |
General status |
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Insecticide | |
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Pyrethroid | |
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Synthetic | |
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Contact and stomach action, also has anti-feeding and repellent effects. Sodium channel modulator. | |
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63935-38-6 | |
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None allocated | |
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91686 | |
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482.36 | |
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(E)-cyano(3-phenoxyphenyl)methyl (1E)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylate | |
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(RS)-a-cyano-3-phenoxybenzyl (RS)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylate | |
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cyano(3-phenoxyphenyl)methyl 2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylate | |
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Not applicable | |
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Not applicable | |
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2B | |
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Not applicable | |
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None identified | |
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Dirty yellow coloured liquid |
Formulations |
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0.091 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Low | ||||||||
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25.0 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source |
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140 | L1 L = Pesticide manuals and hard copy reference books / other sources 1 = Estimated data with little or no verification |
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190 | L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source |
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1.55 X 1004 | Calculated | - | |||||||
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4.19 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
High | ||||||||
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1.26 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Not applicable | Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source |
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No dissociation | |||||||||||
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0.00213 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Low volatility | ||||||||
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Degradation |
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47 | Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source |
Moderately persistent | |||||||
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Literature studies DT₅₀ range 33 days (flooded sandy clay loam) to 61 days (flooded clay loam) | ||||||||||
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Stable | Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source |
Stable | |||||||
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Soil adsorption and mobility |
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- | Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source |
Slightly mobile | |||||||
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3200 | ||||||||||
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Estimated | ||||||||||
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Fate indices |
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0.83 | Calculated | Low leachability | ||||||||||||||||||||||||||
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1.58 X 10-02 | Calculated | - | |||||||||||||||||||||||||
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High | Calculated | - | ||||||||||||||||||||||||||
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Slightly mobile | Calculated | - |
Other known metabolites |
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2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylic acid | - | Soil | - | - |
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> 5000 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) Rat3 = Unverified data of known source |
Low | ||||||||
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- | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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20.0 | - | |||||||||
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> 5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Coturnix japonica3 = Unverified data of known source |
Low | ||||||||
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> 1.6 | L3 L = Pesticide manuals and hard copy reference books / other sources Oncorhynchus mykiss3 = Unverified data of known source |
Moderate | ||||||||
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> 10.0 | L2 L = Pesticide manuals and hard copy reference books / other sources Daphnia magna 3 hour2 = Unverified data of unknown source |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 5000 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) Rat3 = Unverified data of known source |
Low | ||||||||
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2000 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) Rat3 = Unverified data of known source |
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1.50 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) Rat3 = Unverified data of known source |
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Health issues |
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No further information available |
Handling issues |
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No information available | |||
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Health: H317 Environment: H400, H410 |
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Xi - Irritant: R36/37/38 | |||
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S26 | |||
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U (Unlikely to present an acute hazard) | |||
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cycloprothrin | ||
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Record last updated: | 05/01/2021 |
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 |