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pyriproxyfen (Ref: S 9318)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

GENERAL INFORMATION
for pyriproxyfen

Description: An insecticide used to control public health insect pests. Also used for flea control on domestic pets.

Example pests controlled: Flies; Mosquitoes; Midges; Ants; Cockroaches; Whiteflies

Example applications: Waste dumps; Residences and public places; Some ornamentals

Availability status: Current

Introduction & key dates: 1995, first registered for agricultural use Japan

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands
Date inclusion expires 31/12/2018

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

Also used in: Australia

General status:
Pesticide type Insecticide, Veterinary substance
Substance group Unclassified
Minimum active substance purity 970 g/kg racemic mixture
Known relevant impurities EU dossier - toluene 5g/kg
Substance origin Synthetic
Mode of action A juvenile hormone mimic. Inhibits insect maturation process
CAS RN 95737-68-1
EC number 429-800-1
CIPAC number 715
US EPA chemical code -
Chiral molecule Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula C20H19NO3
SMILES O(c1ncccc1)C(COc3ccc(Oc2ccccc2)cc3)C
International Chemical Identifier key (InChIKey) NHDHVHZZCFYRSB-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C20H19NO3/c1-16(23-20-9-5-6-14-21-20)15-22-17-10-12-19(13-11-17)24-18-7-3-2-4-8-18/h2-14,16H,15H2,1H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 321.37
PIN (Preferred Identification Name) -
IUPAC name 4-phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether
CAS name 2-[1-methyl-2-(4-phenoxyphenoxy)ethoxy]pyridine
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 7C
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Bemisia tabaci
Physical state White granule solid
Related substances & organisms -

Formulations:
Property Value
Example manufacturers & suppliers of products using this active now or historically
  • Sumitomo
  • Syngenta
  • BePharm Ltd.
Example products using this active
  • Admiral
  • Juvinal
  • Atominal
  • Pyriproxyfen 10EC
UK LERAP status No UK approval for use or outside scope
Formulation and application details Usually supplied as an emulsifiable concentrate that is mixed with water and applied as a spray for crops. Also available as bait and wettable powders.


ENVIRONMENTAL FATE

for pyriproxyfen

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 0.37 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 27000 A5 - n-Heptane -
27000 A5 - Methanol -
1000000 A5 - Acetone -
1000000 A5 - Ethyl acetate -
Melting point (oC) 49 A5 -
Boiling point (oC) 318 A5 -
Degradation point (oC) 318 A3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.34 X 1005 Calculated -
Log P 5.37 B4 High
Bulk density (g ml-1)/Specific gravity 1.26 A5 -
Dissociation constant (pKa) at 25oC 6.87 A4 -
Note: Weak acid
Vapour pressure at 25oC (mPa) 1.33 X 10-02 A5 Volatile
Henry's law constant at 25oC (Pa m3 mol-1) 1.16 X 10-02 A2 Non-volatile
Henry's law constant at 20oC (dimensionless) 4.74 X 10-06 Calculated Moderately volatile
GUS leaching potential index -0.27 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 Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution 271nm = 6649; [Acidic solution 278nm = 10354; [Basic solution 271nm = 6749 A5 -
Surface tension (mN m-1) - - -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 10 A5 Non-persistent
DT50 (lab at 20oC) 6.7 A5 Non-persistent
DT50 (field) 4.2 A5 Non-persistent
DT90 (lab at 20oC) 24.5 A5 -
DT90 (field) 14.7 A5 -
Note EU dossier lab studies DT50 range 2.8-20.4 days, DT90 range 9.2-54 days; Field studies DT50 range 3.5-5.9 days, DT90 range 12-20 days
Plant matrix DT50 (days) Value 165.7 R3 -
Note DT50 range 13.0 - 918 days, 3 crops/plants, fruit matrix
Aqueous photolysis DT50 (days) at pH 7 Value 11.5 A5 Moderately fast
Note Natural light, 43N
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 Very persistent
Note Stable pH 4 to pH 9, 50 degC
Water-sediment DT50 (days) 6.5 A5 Fast
Water phase only DT50 (days) 1.6 A5 Moderately fast

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 227 A5 Non-mobile
Kfoc 21175
1/n 1.15
Notes and range EU dossier Kf range 126-324 mL/g, Kfoc range 11000-34200 mL/g, 1/n range 1.1-1.2, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy
4-(4-hydroxyphenoxy)phenyl (RS)-2-(2-pyridyloxy)propyl ether Soil   0.063   Minor fraction, Relevant
(RS)-2-(2-pyridyloxy)propionic acid Soil   0.086   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
4-hydroxyphenyl (RS)-2-(2-pyridyloxy)propyl ether
Note: Koc = 10mL/g; DT50 ~ 1000 days (industry data)
DPH-pyr a=Soil; b=Water a=0.02 -
(RS)-2-hydroxypropyl 4-phenoxyphenyl ether POPA Plant - -
2-hydroxypyridin 2-OH-PY Plant - -
(RS)-2-(2-pyridyloxy)propyl alcohol PYPA Plant - -


ECOTOXICOLOGY

for pyriproxyfen

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF (l kg-1) 1379 A5 Threshold for concern
CT50 (days) 0.9 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 B5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 24 B3 Rat, 6 month High
(ppm diet) > 400 -
Birds - Acute LD50 (mg kg-1) > 1906 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 863 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 0.27 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.0043 A5 Oncorhynchis mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.4 B5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.000015 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.047 F3 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.01 A5 Chironomus riparius, emergence Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 0.18 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.15 A5 Selenastrum capricornutum Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 74 A4 Moderate
Oral acute 48 hour LD50 (μg bee-1) > 100 A4 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 213 48 hour (Other data: ER50 = 81 g ha-1)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 20 7 day (Other data: ER50 = 8.1 g ha-1)
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 0.005 A5 Aquatic community -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pyriproxyfen

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) > 5000 B5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.3 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A4 Dog, SF=100, Proposed -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.04 A5 Dog, SF=100 -
Dermal penetration studies (%) 2.5-13 A5 concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified with proposed uses
Occupational No unacceptable risks to operators or other workers identified for poposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 Calc MAC=300 μg l-1 -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver toxicant
Possible blood toxicant

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 None allocated at this time
EC Risk Classification N - Dangerous for the environment: R50, R53
EC Safety Classification S60, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3077
Waste disposal & packaging Packaging Group III (minor danger)


TRANSLATIONS

for pyriproxyfen

Language Name
English pyriproxyfen
French pyriproxyfen
German Pyriproxyfen
Danish pyriproxyfen
Italian piriproxifen
Spanish piriproxifen
Greek -
Slovenian piriproksifen
Polish pyriproksyfen
Swedish pyriproxyfen
Hungarian piriproxifen
Dutch pyriproxyfen

Record last updated: Sunday 14 August 2016
Contact: aeru@herts.ac.uk