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flurprimidol (Ref: EL 500)
** flurprimidole ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

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

Description: A plant growth regulator used to retard growth in a wide range of mono- and dicotyledonous weed species

Example pests controlled: Growth

Example applications: Turf; Ornamental trees

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1989, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Finland
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: 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: USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C15H15F3N2O2
Canonical SMILES CC(C)C(C1=CC=C(C=C1)OC(F)(F)F)(C2=CN=CN=C2)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) VEVZCONIUDBCDC-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H15F3N2O2/c1-10(2)14(21,12-7-19-9-20-8-12)11-3-5-13(6-4-11)22-15(16,17)18/h3-10,21H,1-2H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Plant growth regulator
Substance group Pyrimidinyl carbinol
Minimum active substance purity 983 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Absorbed by roots reducing internode and leaf elongation
CAS RN 56425-91-3
EC number -
CIPAC number 696
US EPA chemical code 125701
PubChem CID 73668
Molecular mass (g mol-1) 312.29
PIN (Preferred Identification Name) -
IUPAC name (RS)-2-methyl-1-pyrimidin-5-yl-1-(4-trifluoromethoxyphenyl)propan-1-ol
CAS name α-(1-methylethyl)-α-(4-(trifluoromethoxy)phenyl)-5-pyrimidinemethanol
Other status information Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White to pale straw coloured crystals
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
  • Elanco
Example products using this active
  • Topflor
  • Cutless
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a micro-emulsion that is mixed with water.


ENVIRONMENTAL FATE

for flurprimidol

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) 114 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 1530000 A5 - Acetone -
144000 A5 - Toluene -
1200000 A5 - Ethyl acetate -
1990000 A5 - Methanol -
Melting point (oC) 95.3 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 200 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.19 X 1003 Calculated -
Log P 3.34 A5 High
Bulk density (g ml-1)/Specific gravity 1.34 L3 -
Dissociation constant (pKa) at 25oC No applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.1 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.74 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.84 Calculated Transition state
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 3.67 X 10-02 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: 204.8nm = 19100; [Acidic solution: 203.8nm = 18000; [Basic solution: 218.6nm = 9140 A5 -
Surface tension (mN m-1) 51.9 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) 11 W4 Non-persistent
DT50 (lab at 20oC) 178 A5 Persistent
DT50 (field) 11.5 A3 Non-persistent
DT90 (lab at 20oC) 563 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 45-260 days (mean across 3 temperature and 4 soils), DT50 83-403 days for peat, DT90 range 179-1338 days, field studies range 5-23 days (USA); Other sources: 548 days (DW3)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 23.1 R3 -
Note Turfgrass, n=1; Watermilfoil, aquatic situation, RL50=9.0 days
Aqueous photolysis DT50 (days) at pH 7 Value 1.4 A5 Moderately fast
Note DT50 29 days natural light in glasshouse conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9 25-50 degC
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 - DW3 Moderately mobile
Koc 263
Notes and range -
Freundlich Kf 2.8 A5 Moderately mobile
Kfoc 184
1/n 0.87
Notes and range EU dossier Kf range 1.7-3.4 mL/g, kfoc range 131-23 mL/g, 1/n range 0.83-0.89, Soils=4
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2-methyl-1-[3-(pyrimidin-5-yl)-4-(trifluoromethoxy)phenyl]propan-1-one Metabolite D Water (Photolysis) - -
2-methyl-1-[5-(5-pyrimidinyl)-4-(trifluoromethoxy)-1,5-cyclohexadien-1-yl]-1-propanone Metabolite E Water (Photolysis) - -


ECOTOXICOLOGY

for flurprimidol

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) 35.1 A5 Whole fish Low potential
CT50 (days) 0.53 -
Mammals - Acute oral LD50 (mg kg-1) 709 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 18.3 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.42 A5 Lepomis macrochirus Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 11.8 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 1.7 A5 Daphnia magna Moderate
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) 0.84 A5 Pseudokirchneriella subcapitata 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) > 100 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Apis mellifera Low
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) = 164 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) 31.3 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 89.2 A5 Aphidius rhopalosiphi -
% Effect - - -
Other arthropod (2) LR50 g ha-1 29.6 A5 Typhlodromus pyri -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flurprimidol

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) 709 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rabbit -
Mammals - Inhalation LC50 (mg l-1) > 5.23 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 Rat, SF=300 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.09 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.003 A2 Rat, SF=500 -
Dermal penetration studies (%) 6.0-15.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Routes Public Negligible risk to bystanders
Occupational Possible risk of exposure from handheld equipment even when PPE/PPC is used
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

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

A3; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver and kidney toxicant
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

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 Prevent generation of dust
Not explosive or oxidising
CLP classification 2013 Health: H302, H315, H319
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R62, R63
Xn - Harmful: R22
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification II - Moderately hazardous
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for flurprimidol

Language Name
English flurprimidol
French flurprimidol
German Flurprimidol
Danish flurprimidol
Italian flurprimidol
Spanish flurprimidol
Greek -
Slovenian flurprimidol
Polish fluroprimidol
Swedish flurprimidol
Hungarian -
Dutch -

Record last updated: Tuesday 05 November 2019
Contact: aeru@herts.ac.uk