ethirimol
** ethyrimol ** Translations

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GENERAL INFORMATION

Description: A pyrimidine fungicide often used as a seed treatment for diseaases such as damping-off. Can also be a pesticide transformation product

Introduction: -

EC Directive 1107/2009 (repealing 91/414):
Status Excluded from Annex 1
Dossier rapporteur/co-rapporteur -
Date inclusion expires Expired

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:
Pesticide type Fungicide, Metabolite
Metabolite Type Soil
Substance group Pyrimidinol
Substance origin Synthetic
Mode of action Systemic, absorbed by roots and translocated
CAS RN 23947-60-6
EC number 245-949-3
CIPAC number 242
US EPA chemical code 228900
Chemical formula C11H19N3O
SMILES O=C/1/N=C(\N\C(=C\1CCCC)C)NCC
International Chemical Identifier (InChI) InChI=1/C11H19N3O/c1-4-6-7-9-8(3)13-11(12-5-2)14-10(9)15/h4-7H2,1-3H3,(H2,12,13,14,15)
Structure diagram/image available? Yes
Molecular mass (g mol-1) 209.29
IUPAC Name 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol
CAS Name 5-butyl-2-(ethylamino)-6-methyl-4(1H)-pyrimidinone
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 8
Physical state Colourless crystals
Related substances & organisms -

Can be a metabolite of:
Parent Formation Medium Estimated Maximum Occurrence Fraction 91/414 Relevancy
bupirimate Soil   0.412   Major fraction, Relevant

Formulations:
Property Value
Example manufacturers of products using this active -
Example products using this active -
UK LERAP status No UK approval for use or outside scope
Formulation and application details -


ENVIRONMENTAL FATE

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 233 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting Point (oC) 159 Q3 -
Boiling Point (oC) Decomposes before boiling V3 -
Degradation point (oC) - - -
Flashpoint (oC) Not highly flammable V3 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1002 Calculated -
Log P 2.3 L3 Low
Bulk density (g ml-1)/Specific gravity 1.21 L3 -
Dissociation constant (pKa) at 25oC 5 L3 -
Note: Weak base
Vapour pressure at 25oC (mPa) 0.267 L3 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 10-04 L3 Non-volatile
Henry's law constant at 20oC (dimensionless) 9.85 X 10-08 Calculated Non-volatile
GUS leaching potential index 2.63 Calculated Transition state
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 1.93 X 10-01 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
Soil degradation (days) (aerobic) DT50 (typical) 77 T4 Moderately persistent
DT50 (lab at 20oC) 53 A5 Moderately persistent
DT50 (field) 20 A5 Non-persistent
DT90 (lab at 20oC) 177 A5 -
DT90 (field) - - -
Note EU dosssier (for bupirimate) lab studies DT50 range 19-114 days, DT90 range 63-379 days; field studies DT50 range 13-39 daysT
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 30 A5 Moderately persistent
Note -
Water-Sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 10.0 A5 Moderately mobile
Kfoc 402
1/n 0.849
Notes and range EU dossier (for bupirimate) Kf range 1.8-33.0 mL/g, kfoc range 97-950 mL/g, 1/n range 0.808-0.883, Soils=4
pH sensitivity No


ECOTOXICOLOGY

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF - - -
CT50 (days) - -
Bioaccumulation potential - Calculated Low
Mammals - Acute oral LD50 (mg kg-1) > 4000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) > 200 -
Birds - Acute LD50 (mg kg-1) > 3000 A5 Perdix perdix Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 60.8 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) >= 41.4 A5 Oncorhynchus mykiss -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 50.0 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 7.3 A5 Daphnia magna -
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) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) 24 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees - Acute 48 hour LD50 (µg bee-1) 1.6 L3 Oral Moderate
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50product ha
EC50product ha
NOECproduct ha
% Effect
- - -
Other arthropod (1) LR50 g ha-1 Harmless HarmlessAA2 Typhlodromus pyri Harmless
% 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

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) > 4000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.9 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

-

-

General human health issues [No further information available]

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

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General [No information available]
EC Risk Classification [Xn - Harmful: R21]
EC Safety Classification S2, S36/37
WHO Classification U / O - Unlikely to present an acute hazard / Obsolete substance
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging -


TRANSLATIONS

Language Name
English ethirimol
French ethyrimol
German Ethirimol
Danish ethirimol
Italian etirimol
Spanish etirimol
Greek ethirimol
Slovenian etirimol
Polish etyrymol
Swedish -
Hungarian -
Dutch ethirimol

Record last updated: Sunday 01 January 2012
Contact: aeru@herts.ac.uk