| methoprene (Ref: OMS 1697) |
 |
Environmental Fate - Ecotoxicology - Human Health
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Further data may be found in the VSDB
GENERAL INFORMATION 
for methoprene
Description: A general purpose insect growth regulator used to control a range of pests including
Example pests controlled: Diptera, Hymenoptera, Lepidoptera and Coleoptera such as fleas, moths, mosquitoes and beetles
Example applications: Livestock pest control; Pest control on domestic pets; Food storage
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1975, USA
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | Sweden |
| 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 | A chiral molecule existing as the R-form (cis) and the S-form (trans). The technical substance is an isomeric mixture but it is the S-form which is more biologically active. |
| Chemical formula | C19H34O3 |
| Canonical SMILES | CC(C)OC(=O)C=C(C)C=CCC(C)CCCC(C)(C)OC |
| Isomeric SMILES | CC(C)OC(=O)/C=C(\C)/C=C/CC(C)CCCC(C)(C)OC |
| International Chemical Identifier key (InChIKey) | NFGXHKASABOEEW-LDRANXPESA-N |
| International Chemical Identifier (InChI) | InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+ |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide, Veterinary substance | |||
| Substance group | Juvenile hormone mimic (terpene) | |||
| Minimum active substance purity | - | |||
| Known relevant impurities | - | |||
| Substance origin | Synthetic | |||
| Mode of action | Contact and stomach action, acts by mimicing the action of the juvenile hormone keeping the insect in an immature state | |||
| CAS RN | 40596-69-8 | |||
| EC number | 254-993-2 | |||
| CIPAC number | 414 | |||
| US EPA chemical code | 105401 | |||
| PubChem CID | 5366546 | |||
| Molecular mass (g mol-1) | 310.47 | |||
| PIN (Preferred Identification Name) | - | |||
| IUPAC name | isopropyl (E,E)-(RS)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate | |||
| CAS name | (E,E)-1-methylethyl (2E,4E)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate | |||
| Other status information | - | |||
| Relevant Environmental Water Quality Standards | - | |||
| Herbicide Resistance Classification (HRAC) | Not applicable | |||
| Herbicide Resistance Classification (WSSA) | Not applicable | |||
| Insecticide Resistance Classification (IRAC) | 7A | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Examples of recorded resistance | Culex pipiens pipiens Drosophila melanogaster Ochlerotatus nigromaculis |
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| Physical state | Yellow to amber coloured 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 | Usually supplied as an emulsifiable concentrate, suspension concentrate, briquettes or bait. | |||
ENVIRONMENTAL FATE
for methoprene
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.52 | B5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | - | - | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | 136 | L3 - (closed cup) | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.00 X 1005 | Calculated | - |
| Log P | 5 | B5 | High | |
| Bulk density (g ml-1)/Specific gravity | 0.92 | L3 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 3.16 | B5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 0.886 | L3 | Moderately volatile | |
GUS leaching potential index  |
0.60 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 9.19 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) | 10 | B3 | Non-persistent |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | 10 | B3 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note: | - | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 1.4 | R4 | - |
| Note | Published literature RL50 range 0.5-2.4 days, 2 field crops, various matrices, n=2 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 1 | B5 | Moderately fast |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | B5 | - |
| Note | - | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | US3 | Slightly mobile |
| Koc | 2535 | |||
| Notes and range | - | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 7-methoxycitronellic acid | - | Water (Aerobic) | - | - |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 3400 | R4 Edible | Threshold for concern |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 34600 | B5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L2 Rat, 2 year | - |
| (ppm diet) | 5000 | - | ||
| Birds - Acute LD50 (mg kg-1) | 2250 | B5 Anas platyrhynchos | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.76 | B5 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.089 | B5 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.051 | F3 Daphnia magna, LOEC | Moderate | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | 0.106 | F3 Americamysis bahia | Moderate | |
| 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) | 1.33 | L3 Scenedemus subspicatus | Moderate | |
| 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) | - | - | - |
| 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) | 2.0 | Q2 | Moderate | |
| 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 14 day NOEC, reproduction (mg kg-1) | - | - | - | |
| Other soil macro-organisms - e.g. Collembola | LR50 / EC50 / NOEC / % Effect | 178 | R4 Folsomia candida, NOEC: 130 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 methoprene
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 34600 | B5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | L3 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | 210 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.09 | JMPR 1987 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | None allocated | JMPR 2001 | - | |
| 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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A3; B0; C0; D0; E3 | - |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | No further information available | |||||||
| 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: H315, H335 Environment: H400, H410 |
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| EC Risk Classification |
Xi - Irritant: R36/37/38 N - Dangerous for the environment: R51/53 |
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| EC Safety Classification |
S26, S36, S60, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | methoprene |
| French | méthoprêne |
| German | Methoprene |
| Danish | methopren |
| Italian | metoprene |
| Spanish | metoprene |
| Greek | - |
| Slovenian | metopren |
| Polish | metopren |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Tuesday 02 July 2019
Contact: aeru@herts.ac.uk