INTERNATIONAL UNION
   OF PURE AND APPLIED
   CHEMISTRY
contact
ametoctradin (Ref: BAS 650F)
** LS 0115 ** 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 ametoctradin

Description: Novel fungicide of the triazolopyrimidine class for the control of certain diseases on potatoes and other crops

Example pests controlled: Late blight; Downy mildews

Example applications: Potatoes; Tomates; Grapes; Curcubits; Lettuce; Cucumber; Vegetables including brassicas, leeks, onions, shallots

Availability status: Current

Introduction & key dates: 2009, Germany, first UK approval July 2010

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands
Date inclusion expires 31/07/2023

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: Latin America from late 2010

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Triazolopyrimidine
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier: amitrol <50mg/kg; o-xylene <2/0 g/kg
Substance origin Synthetic
Mode of action Selective, preventative, mitochondrial respiration inhibitor by interferring with complex III
CAS RN 865318-97-4
EC number -
CIPAC number 818
US EPA chemical code -
Chiral molecule No
Chemical formula C15H25N5
SMILES n1c(c(c(n2ncnc12)N)CCCCCCCC)CC
International Chemical Identifier key (InChIKey) GGKQIOFASHYUJZ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H25N5/c1-3-5-6-7-8-9-10-12-13(4-2)19-15-17-11-18-20(15)14(12)16/h11H,3-10,16H2,1-2H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 275.39
PIN (Preferred Identification Name) 5-ethyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
IUPAC name 5-ethyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
CAS name 5-ethyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
Other status information Suitable for IPM
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 45
Examples of recorded resistance None identified
Physical state Brown granular solid
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
  • BASF
Example products using this active
  • Resplend
  • Decabane
  • Zampro
  • Enervin
  • Orvego
  • Initium
UK LERAP status None (may vary with mixtures)
Formulation and application details Usually supplied as water dispersible granules or suspension concentrates.


ENVIRONMENTAL FATE

for ametoctradin

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) 0.15 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 7200 A5 - Methanol -
100 A5 - Toluene -
800 A5 - Ethyl acetate -
1900 A5 - Acetone -
Melting point (oC) 198 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 234 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.51 X 1004 Calculated -
Log P 4.4 A5 High
Bulk density (g ml-1)/Specific gravity 1.117 A5 -
Dissociation constant (pKa) at 25oC 2.78 A5 -
Note: Strong acid
Vapour pressure at 25oC (mPa) 2.1 X 10-07 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.13 X 10-07 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 1.58 X 10-10 Calculated Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.11 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 3.70 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 Acid soln: 218nm=29557, 241nm=4259, 261nm=2026, 295nm=14288; [Neutral soln: 217nm=26485, 237nm=1781, 256nm=3356, 268nm=2530, 294nm=9861; [Basic soln: 224nm=12107, 237nm=2775, 256nm=4182, 268nm=3795, 295nm=9977 A5 -
Surface tension (mN m-1) 72.3 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
Soil degradation (days) (aerobic) DT50 (typical) 1.8 A5 Non-persistent
DT50 (lab at 20oC) 1.8 A5 Non-persistent
DT50 (field) 19.7 A5 Non-persistent
DT90 (lab at 20oC) 11.3 A5 -
DT90 (field) 168 A5 -
Note EU dossier lab studies DT50 range 1-5-3.5 days, DT90 range 6.3-21 days, field studies DT50 range 8.4-130.8 days, DT90 range 48.8-420 days
Plant matrix DT50 (days) Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 38.4 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at pH 4, 5, 7 & 9 @ 25 DegC
Water-sediment DT50 (days) 1.5 A5 Fast
Water phase only DT50 (days) 1.0 A5 Moderately 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 89.6 A5 Non-mobile
Koc 7713
Notes and range EU dossier Kd range 35.8-120 mL/g, Kfoc range 3620-11200 mL.g, soils=7
Freundlich Kf 44.9 A5 Slightly mobile
Kfoc 3779
1/n 0.767
Notes and range EU dossier Kf range 14.2-72.8 mL/g, Kfoc range 1580-6620 mL/g, 1/n range 0.677-0.842, soils=7
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy Click here for further information on 91/414 relevancy
4-(7-amino-5-ethyl(1,2,4) triazolo(1,5-a)pyrimidin-6-yl) butanoic acid (Ref: M650 F01) This metabolite may cause environmental pollution, click here for further information Soil   0.539   Major fraction, Relevant
3-(7-amino-5-ethyl)(1,2,4)triazolo(1,5-alpha)pyrimidin-6-yl)butanoic acid (Ref: M650 F02) This metabolite may cause environmental pollution, click here for further information Soil   0.130   Major fraction, Relevant
4-(7-amino-5-ethyl(1,2,4)triazolo(1,5-a)pyrimidin-6-yl)acetic acid (Ref: M650 F03) This metabolite may cause environmental pollution, click here for further information Soil   0.570   Major Fraction, Relevant
7-amino-5-ethyl{1,2,4)triazolo(1,5-a)pyrimidin-6-carboxylic acid (Ref: M650 F04) This metabolite may cause environmental pollution, click here for further information Soil   0.557   Major Fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- M650F06 Humans; Animals - -
- M650F28 Plants - -
- M650F31 Soil - -
- M650F32 Plants - -
- M650F33 Soil; Plants - -
- M650F48 - - -
- M650F38 Plants; Water (photolysis) - -
- M650F51 Water (photolysis) - -
- M650F29 Plants - -
- M650F39 Plants - -
- M650F18 Plants - -
- M650F13 Plants - -
- M650F14 Plants - -


ECOTOXICOLOGY

for ametoctradin

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) 219 A5 Threshold for concern
CT50 (days) 0.52 -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
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) > 785 mg kg-1 BW/day A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 0.065 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) > 0.048 A4 Pimephalis promelas, 33 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.59 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.044 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) 221.6 A5 Chironomus riparius Low
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants > 570 A4 10 species, Vegetative vigour, ER50, Vegetative vigour, ER50, as g/ha -
> 570 A4 10 species, Seedling emergence, ER50, as g/ha -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.118 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 111.5 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) > 1000 A5 Eisenia foetida Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 >3.2 as L product ha-1 (BAS 651 00F: conc 300g/L)
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 >3.2 as L product ha-1 (BAS 651 00F: conc 300g/L)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 3.84 mg kg-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for ametoctradin

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.3 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 10 A5, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 2.0 A5, SF=100 -
Dermal penetration studies (%) 0.5-3.0 A5 Concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Acceptable for proposed uses
European MRLs Click here for the EU MRL pesticide database
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 swallowed

: 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
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R52/53, R51/53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S13, S20/21, S36/37, S46
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for ametoctradin

Language Name
English ametoctradin
French ametoctradine
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Friday 11 March 2016
Contact: aeru@herts.ac.uk
© University of Hertfordshire