| bioallethrin |
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SUMMARY
Bioallethrin is an insecticide not approved for use in the EU. It has a low aqueous solubility, is volatile and would not normally be expected to leach to groundwater. It is moderately persistent in soil and, under certain conditions, could be persistent in water. It is moderately toxic to mammals, is an endocrine distrupter and an eye irritant. Bioallethrin is highly toxic to fish but less so to birds and honeybees. GENERAL INFORMATION 
for bioallethrin
Description: A pyrethroid ester insecticide used mainly in domestic situations
Example pests controlled: House flies; Mosquitoes; Wasps; Hornets; Cockroaches
Example applications: Houses; Officies and industrial sites
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1969
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | - |
| Date inclusion expires | Expired |
| EU Candidate for substitution (CfS) | - |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
AT |
BE |
BG |
CY |
CZ |
DE |
DK |
EE |
EL |
ES |
FI |
FR |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
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Also used in: Australia
Chemical structure:
| Isomerism | - |
| Chemical formula | C19H26O3 |
| Canonical SMILES | CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | ZCVAOQKBXKSDMS-AQYZNVCMSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3 |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide | |
| Substance group | Pyrethroid | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Non-systemic, contact and stomach action with a rapid knock-down effect. Sodium channel modulator. | |
| CAS RN | 584-79-2 | |
| EC number | 249-013-5 | |
| CIPAC number | 203 | |
| US EPA chemical code | 004003 | |
| PubChem CID | 11442 | |
| Molecular mass (g mol-1) | 302.41 | |
| PIN (Preferred Identification Name) | (1E)-2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate | |
| IUPAC name | (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R)-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate | |
| CAS name | 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate | |
| Other status information | - | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | 3 | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | - | |
| Physical state | Orange viscous liquid | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | The usual formulations include aerosols and sprays, usually with synergists. | |||
ENVIRONMENTAL FATE
for bioallethrin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 4.6 | L3 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | Miscible | L3 - Acetone | - | |
| Miscible | L3 - Ethanol | - | ||
| Miscible | L3 - Toluene | - | ||
| Miscible | L3 - Hexane | - | ||
| Melting point (oC) | Not applicable | Q3 | - | |
| Boiling point (oC) | 168 | L3 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | 87 | L3 - (closed cup) | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 4.79 X 1004 | Calculated | - |
| Log P | 4.68 | L3 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.01 | L3 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 43.9 | L3 | Highly volatile | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 2.89 | L3 | Moderately volatile | |
GUS leaching potential index  |
0.03 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 5.35 X 10-03 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 32 | L2 | Moderately persistent |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | Best available data | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | - | - | - |
| Note | - | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | - | L3 | - |
| Note | Degraded by UV light | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | L3 | - |
| Note | Stable at pH 5 to pH 7: DT50 4.3 days at pH 9 | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | CA2 | Non-mobile |
| Koc | 9500 | |||
| Notes and range | Estimated | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| allethrolone | Soil | - | - | |
| dihydroxyallethrolene | Soil | - | - | |
ECOTOXICOLOGY
for bioallethrin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 1897 | F2 Estimated | Threshold for concern |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 709 | L3 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L3 Rat | - |
| (ppm diet) | 750 | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2030 | L3 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.024 | F3 Lepomis macrochirus | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.0356 | L3 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | - | - | - | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees (Apis spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | 3.4 | F4 | Moderate |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Bumblebees (Bombus spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| - | ||||
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| - | ||||
| Mason bees (Osmia spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Other pollinators (1) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Other pollinators (2) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Earthworms - Acute 14 day LC50 (mg kg-1) | - | - | - | |
| Earthworms - Chronic NOEC, reproduction (mg kg-1) | - | - | - | |
| Other soil macro-organisms | Acute LC50 (mg kg-1) | - | - | - | Chronic NOEC (mg kg-1) | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | - | - | - |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | - | - | - | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for bioallethrin
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
Intermediate (class II) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | 709 | L3 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 3000 | L3 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | 2.5 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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A0; B0; C0; D0; E0 |
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- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | May cause lung congestion USEPA - some evidence to suggest possible human carcinogen Endocrine issues - Inhibition of estrogen-sensitive cells proliferation |
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| Key: Genotoxicity A: Chromosome aberration (EFSA database) B: DNA damage/repair (EFSA database) C: Gene mutation (EFSA database) D: Genome mutation (EFSA database) E: Unspecified genotoxicity type (miscellaneous data source) 0: No data 1: Positive 2: Mixed/ambiguous results 3: Negative |
Key: Other : Yes, known to cause a problem  : No, known not to cause a problem  : Possibly, status not identified - : No data found |
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Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | Health: H302, H332 Environment: H400, H410 |
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| EC Risk Classification |
Xn - Harmful: R20/22 N - Dangerous for the environment: R50, R53 |
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| EC Safety Classification |
S2, S61, S36, S60 | |||
| WHO Classification | II | - | Moderately hazardous | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | bioallethrin |
| French | bioallethrine |
| German | Bioallethrin |
| Danish | bioallethrin |
| Italian | bioalletrin |
| Spanish | bioalletrin; bioaletrina |
| Greek | bioallethrin |
| Slovenian | bioaletrin |
| Polish | bioaletryna |
| Swedish | bioalletrin |
| Hungarian | - |
| Dutch | bioallethrin |
Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk