Captafol (Ref: Ortho-5865) |
![]() Last updated: 05/01/2021 |
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(Also known as: captofol; difolatan; merpafol) |
SUMMARY |
Captafol is a broad spectrum fungicide that is not approved for use in the EU. It has a low aqueous solubility, is non-volatile and, based on its chemical properties, would not normally be expected to leach to groundwater. It is not persistent in soil or water systems. Captafol has a low mammalian toxicity and is not expected to bioaccumulate. It is reported as a carcinogen and irritant. It is moderately toxic to birds, honeybees, earthworms and most aquatic organisms. |
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A broad-spectrum phthalimide, contact fungicide often used to control diseases of fruit and other crops | |
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Foliage and fruit fungal diseases | |
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Fruit including apples, citrus, cranberry, blueberry, prunes, stone fruit; Potatoes; Tomatoes; Coffee; Peanuts; Onions; | |
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Unknown | |
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circa 1962 |
UK regulatory status |
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Not approved | ||
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Expired/Banned | ||
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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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Expired/Banned | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Also used in |
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Chemical structure |
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A chiral molecule, an isomeric mixture | |
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C₁₀H₉Cl₄NO₂S | |
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C1C=CCC2C1C(=O)N(C2=O)SC(C(Cl)Cl)(Cl)Cl | |
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No data | |
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JHRWWRDRBPCWTF-UHFFFAOYSA-N | |
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InChI=1S/C10H9Cl4NO2S/c11-9(12)10(13,14)18-15-7(16)5-3-1-2-4-6(5)8(15)17/h1-2,5-6,9H,3-4H2 | |
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Yes |
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Common Name | Relationship | Link |
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captafol | Unstated isomer | ![]() |
General status |
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Fungicide | |
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Phthalimide | |
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Synthetic | |
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Acts by inhibiting the germination of spores. Multi-site activity. | |
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2425-06-1 | |
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219-363-3 | |
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185 | |
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081701 | |
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17038 | |
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613-046-00-7 | |
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349.06 | |
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2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione | |
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N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide | |
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3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione | |
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Chemical subject to PIC regulations; Rotterdam Convention (Class Ia) | |
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Not applicable | |
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Not applicable | |
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Not applicable | |
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M04 | |
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Colourless/yellow crystals |
Formulations |
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Available in a variety of formulations including dusts, wettable powders, aqueous suspensions and suspension concentrates |
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1.4 | G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data |
Low | ||||||||
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25000 | L3 L = Pesticide manuals and hard copy reference books / other sources Benzene3 = Unverified data of known source |
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17000 | L3 L = Pesticide manuals and hard copy reference books / other sources Toluene3 = Unverified data of known source |
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100000 | L3 L = Pesticide manuals and hard copy reference books / other sources Xylene3 = Unverified data of known source |
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43000 | L3 L = Pesticide manuals and hard copy reference books / other sources Acetone3 = Unverified data of known source |
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161 | A4 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 4 = Verified data |
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Decomposes before boiling | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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161 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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6.76 X 1003 | Calculated | - | |||||||
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3.83 | G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data |
High | ||||||||
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1.30 X 10-09 | G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data |
Low volatility | ||||||||
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3.30 X 10-01 | H3 H = The US ARS pesticide properties database (click here ) 3 = Unverified data of known source |
Moderately volatile | ||||||||
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Degradation |
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39 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Moderately persistent | |||||||
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7.0 | DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. MS in preparation 4 = Verified data |
Non-persistent | ||||||||
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FAO state DT₅₀ 23-55 days; Other literature values DT₅₀ range from 2-11 days | ||||||||||
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- | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Rapidly hydrolysed in acidic and alkaline conditions | ||||||||||
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Soil adsorption and mobility |
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- | H3 H = The US ARS pesticide properties database (click here ) 3 = Unverified data of known source |
Slightly mobile | |||||||
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2000 | ||||||||||
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Best available data | ||||||||||
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Fate indices |
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0.59 | Calculated | Low leachability | ||||||||||||||||||||||||||
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6.88 X 10-03 | Calculated | - | |||||||||||||||||||||||||
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Medium | Calculated | - | ||||||||||||||||||||||||||
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Slightly mobile | Calculated | - |
Other known metabolites |
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tetrahydrophthalimidic acid | - | Animals | - | - | |||||
dichloroactetic acid | - | Animals | - | - | |||||
phthalic acid | - | Animals | - | - | |||||
ammonia | - | Animals | - | - | |||||
tetrahydrophthalimide | THPI | Animals | - | - |
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27 | Q2 Q = Miscellaneous internet resources Estimated2 = Unverified data of unknown source |
Low potential | |||||||
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Not available | - | |||||||||
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> 5500 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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- | L2 L = Pesticide manuals and hard copy reference books / other sources Rat 2 year2 = Unverified data of unknown source |
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500 | - | |||||||||
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101700 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) Anas platyrhynchos3 = Unverified data of known source |
Low | ||||||||
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0.5 | L3 L = Pesticide manuals and hard copy reference books / other sources Oncorhynchus mykiss3 = Unverified data of known source |
Moderate | ||||||||
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> 0.25 | J3 J = Pesticide Action Network database (click here ) Cyprinidae 13 day3 = Unverified data of known source |
Moderate | ||||||||
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> 3.34 | L3 L = Pesticide manuals and hard copy reference books / other sources Daphnia magna3 = Unverified data of known source |
Moderate | ||||||||
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> 96.7 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 72 Hr3 = Unverified data of known source |
Moderate | ||||||||
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> 351 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) Eisenia foetida4 = Verified data |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 5500 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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5000 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) Rat4 = Verified data |
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0.72 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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Contact dermatitis, severe irritation of the respiratory tract, eye damage and other systemic effects are reported | ||||||||||
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Health issues |
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IARC group 2A carcinogen; USEPA - probable human carcinogen May cause dermatitis May cause conjunctivitis and periorbital edema |
Handling issues |
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Corrosive to metals Avoid generation of dust |
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Health: H317, H350 Environment: H400, H410 |
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Carcinogen category 2: R45 Xn - Harmful: R43 N - Dangerous for the environment: R50, R53 |
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S45, S53, S61, S60 | |||
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Ia (Extremely hazardous) | |||
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captafol | ||
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captafole | ||
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Captafol | ||
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captafol | ||
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captafol | ||
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captafol | ||
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kaptafol | ||
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captafol |
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 |