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bifenazate
** D 2341 ** HSDB 7002 ** Translations

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SUMMARY

Bifenazate is an insecticide approved for use in the EU. It has a low water solubility, volatile and would not be expected to leach to groundwater. Bifenate is also not expected to persist in soil or water systems. It is highly toxic to mammals and a recognised skin, eye and respiratory system irritant. It is moderately toxic to most aquatic organisms, honeybees and earthworms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for bifenazate

Description: An effective, new pesticide for phytophagous mite control

Example pests controlled: Spider mites; Pecan leaf mites; Pacific spider mites; European red mites; Brown almond mite; Six-spotted spider mite

Example applications: Greenhouse crops; Nursery crops; Landscaped areas; Hops; Avocado; Curcubits; Apples & pears; Quince; Egg plants; Cucumbers; Water melon; Strawberries; Tomatoes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1996, first introduced; 1999, registered USA; 2000, registered UK

EC Regulation 1107/2009 (repealing 91/414):
Status Approved (RAR active)
Dossier rapporteur/co-rapporteur Sweden/Italy
Date inclusion expires 31/07/2019
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C17H20N2O3
Canonical SMILES CC(C)OC(=O)NNC1=C(C=CC(=C1)C2=CC=CC=C2)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) VHLKTXFWDRXILV-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H20N2O3/c1-12(2)22-17(20)19-18-15-11-14(9-10-16(15)21-3)13-7-5-4-6-8-13/h4-12,18H,1-3H3,(H,19,20)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide
Substance group Hydrazine carboxylate
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - Toluene 0.7 g/kg
Substance origin Synthetic
Mode of action Neuronal inhibitor, non-systemic having contact and residual action
CAS RN 149877-41-8
EC number 442-820-5
CIPAC number 736
US EPA chemical code 000586
PubChem CID 176879
Molecular mass (g mol-1) 300.35
PIN (Preferred Identification Name) propan-2-yl 2-(4-methoxy[1,1'-biphenyl]-3-yl)hydrazinecarboxylate
IUPAC name isopropyl 3-(4-methoxybiphenyl-3-yl)carbazate
CAS name 1-methylethyl 2-(4-methoxy[1,1'-biphenyl]-3-yl)hydrazinecarboxylate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 25
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Tetranychus urticae
Physical state White to beige coloured crystalline solid as technical material, white as the pure substance
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Certis
  • Chemtura Corp.
Example products using this active
  • Floramite SC
  • Acramite
UK LERAP status None
Formulation and application details Often supplied as a suspension concentrated which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for bifenazate

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 2.06 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 210700 C4 - Acetone -
102000 A5 - Ethyl acetate -
44700 A5 - Methanol -
24700 A5 - Toluene -
Melting point (oC) 122 P4 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 240 A5 -
Flashpoint (oC) Not expected to self-ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.51 X 1003 Calculated -
Log P 3.4 A5 High
Bulk density (g ml-1)/Specific gravity 1.31 P4 -
Dissociation constant (pKa) at 25oC 12.94 A5 -
Note: Strong base
Vapour pressure at 20oC (mPa) 1.33 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.01 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.23 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.72 X 10-04 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 206nm = 272686, 232nm = 25058, 264nm = 12413, 290nm = 6186 shoulder A5 -
Surface tension (mN m-1) 61.6 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 0.69 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.69 A5 Non-persistent
DT50 (field) 4.8 A3 Non-persistent
DT90 (lab at 20oC) 1 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier (RAR 2016) lab studies DT50 range <1 - 6.0 days, DT90 range 0.3-12.3 days n=4
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.2 R3 -
Note Tea shoots, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 0.85 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 0.51 A5 Non-persistent
Note pH sensitive: DT50 8.2 days at pH 4, 4.8 days at pH 5, 0.51 days at pH 7 and 0.04 days at pH 9 all at 25 degC
Water-sediment DT50 (days) 0.045 A5 Fast
Water phase only DT50 (days) 0.45 A5 Fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - A4 Slightly mobile
Koc 1778
Notes and range -
Freundlich Kf 7.0 A5 Moderately mobile
Kfoc 368
1/n 1.16
Notes and range EU dossier (2016 RAR) Kf range 4.4-14.6 mL/g, Kfoc range 243-628 mL/g, 1/n range 1.00-1.24, Soils=4
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
diazinecarboxylic acid, 2-(4-methoxy-(1,1-biphenyl)-3-yl),1-methylethyl ester (Ref: D-3598) This metabolite may cause environmental pollution, click here for further information Soil   0.855   Major fraction, Relevant
4-methoxybiphenyl (Ref: D-1989) This metabolite may cause environmental pollution, click here for further information Soil   0.333   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
4-hydroxybiphenyl - Rat - -
4,4-biphenyl - Rat - -
3,4-dihydroxy-[1,1'-biphenyl]
(Ref: D-9472)
- Water (Photolysis) - -
(Ref: D-9963) - Water (Photolysis) - -


ECOTOXICOLOGY

for bifenazate

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 83 E3 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 0.9 A5 Dog High
(ppm diet) > 40 -
Birds - Acute LD50 (mg kg-1) 1036 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) 686 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.58 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.017 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.5 J4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.15 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.058 P4 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) - - -
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) 0.3 A5 Skeletonema costatum Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 8.50 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) > 98.0 A5 as product Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 429 A5 Eisenia foetida 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 - - -
% Effect Moderately harmful Q2 Parasitoids -
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 bifenazate

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.4 L3 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 JMPR 2006 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) Not allocated JMPR 2006 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0036 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 1-2 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Occupational exposure may occur through inhalation of dust and dermal contact
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (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 Harmful if ingested

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

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H372, H317
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases S26, S36/37
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for bifenazate

Language Name
English bifenazate
French bifenazate
German Bifenazat
Danish bifenazat
Italian bifenazate
Spanish bifenazato
Greek -
Slovenian bifenazat
Polish bifenazat
Swedish bifenazat
Hungarian -
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk
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