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fenpicoxamid (Ref: XDE 777)
** X772777 ** XR-777 ** UK 2A procide ** Antibiotic UK 2A procide ** GF-2925 ** lyserphenvalpyr ** Translations

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

SUMMARY

A novel antibiotic fungicide with a new class of chemistry that is currently progressing through the EU regulatory system. It has a low human health risk with no major concerns being identified in the initial data set. It appears to degrade quickly in soils and is unstable in water. It also has a low toxicity to birds but is a much higher risk to aquatic organisms.

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

Description: A pre-emergence antibiotic fungicide for use on cereals to control a range of foliar diseases

Example pests controlled: Foliar diseases including Mycosphaerella graminicola (Septoria tritici), Black Slgatoka

Example applications: Spring and winter cereals including soft wheat, durum wheat, rye and tritical; Rice; Bananas

Efficacy & activity: Based on manufacturers information products are considered to be sufficiently effective and have no unacceptable effects on plant or plant products

Availability status: Current

Introduction & key dates: 2016

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/France
Date inclusion expires 11/10/2028
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C31H38N2O11
Canonical SMILES CC1C(C(C(=O)OCC(C(=O)O1)NC(=O)C2=NC=CC(=C2OCOC(=O)C(C)C)OC)CC3=CC=CC=C3)OC(=O)C(C)C
Isomeric SMILES C[C@H]1[C@@H]([C@H](C(=O)OC[C@H](C(=O)O1)NC(=O)C2=NC=CC(=C2OCOC(=O)C(C)C)OC)CC3=CC=CC=C3)OC(=O)C(C)C
International Chemical Identifier key (InChIKey) QGTOTYJSCYHYFK-XSARVHFWSA-N
International Chemical Identifier (InChI) InChI=1S/C31H38N2O11/c1-17(2)28(35)42-16-41-26-23(39-6)12-13-32-24(26)27(34)33-22-15-40-30(37)21(14-20-10-8-7-9-11-20)25(19(5)43-31(22)38)44-29(36)18(3)4/h7-13,17-19,21-22,25H,14-16H2,1-6H3,(H,33,34)/t19-,21+,22+,25-/m0/s1
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 Fungicide
Substance group Antibiotic
Minimum active substance purity 750 g/kg
Known relevant impurities EFSA DAR: None declared
Substance origin Synthetic
Mode of action A Qi inhibitor fungicide
CAS RN 517875-34-2
EC number None allocated
CIPAC number 991
US EPA chemical code -
PubChem CID 121494114
Molecular mass (g mol-1) 614.64
PIN (Preferred Identification Name) (3S,6S,7R,8R)-8-benzyl-3-(4-methoxy-3-(((2-methylpropanoyl)oxy)methoxy)pyridine-2-carboxamido)-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate
IUPAC name (2-(((3R,7R,8R,9S)-7-benzyl-9-methyl-8-(2-methylpropanoyloxy)-2,6-dioxo-1,5-dioxonan-3-yl)carbamoyl)-4-methoxypyridin-3-yl)oxymethyl 2-methylpropanoate
CAS name propanoic acid, 2-methyl-, ((4-methoxy-2-((((3S,7R,8R,9S)-9-methyl-8-(2-methyl-1-oxopropoxy)-2,6-dioxo-7-(phenylmethyl)-1,5-dioxonan-3-yl)amino)carbonyl)-3-pyridinyl)oxy)methyl ester
Other status information -
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) No data
Examples of recorded resistance -
Physical state White powdery 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
  • Dow Agrosciences
Example products using this active -
UK LERAP status No UK authorisation for use
Formulation and application details Supplied as a suspension concentrate.


ENVIRONMENTAL FATE

for fenpicoxamid

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) 0.041 A5 - unstable Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - 1,2-dichloroethane -
180000 A5 - Acetone -
18000 A5 - Xylene -
130000 A5 - Ethyl acetate -
Melting point (oC) 158.3 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 246 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable - -
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 - - -
Dissociation constant (pKa) at 25oC 4.4 A5 -
Note:
Vapour pressure at 20oC (mPa) 1.2 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.38 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.16 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 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 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 pH 2: maxima at 2.09nm and 245nm
pH 7: maxima at 214nm and 276nm
pH 10: maxima at 211nm and 327nm
- -
Surface tension (mN m-1) - - -

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 Generally considered not to be readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 3.5 A5 Non-persistent
DT50 (lab at 20oC) 3.5 A5 Non-persistent
DT50 (field) 9.91 A5 Non-persistent
DT90 (lab at 20oC) 12.7 A5 -
DT90 (field) 68.4 A5 -
DT50 modelling endpoint 3.5 A5 -
Note EU 2018 dossier: Lab studies DT50 range 2.0-6.0 days, DT90 range 6.8-19.8 days, Soils=4; Field studies DT50 range 4.1-50.9 days, DT90 range 17.8-194.0 days, Soils =5
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 0.35 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 0.92 A4 - @25 degC Non-persistent
Note pH 4: 7.1 days @ 25 degC, pH 9: 0.024 days @ 25 degC
Water-sediment DT50 (days) 0.76 A5 Fast
Water phase only DT50 (days) 0.26 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 786 A5 Non-mobile
Koc 53233
Notes and range EU 2018 dossier: Kd range 349-1278 mL/g, Kdoc range 8961-134720 mL/g, Soils=7
Freundlich Kf 470.8 A5 Non-mobile
Kfoc 19731
1/n 0.820
Notes and range EU 2018 dossier: Kf range 9.36-2472 mL/g, Kfoc range 936-63394 mL/g, 1/n range 0.608-1.066, Soils=7
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-hydroxy-4-methoxypyridine-2-carboxylic acid (Ref: X696476) This metabolite may cause environmental pollution, click here for further information Soil   0.434   Major fraction; Relevant
(3S,6S,7R,8R)-8-benzyl-3-(((3-hydroxy-4-methoxypyridin-2-yl)carbonyl)amino)-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate (Ref: X642188) This metabolite may cause environmental pollution, click here for further information Soil   0.389   Major fraction; Relevant
N-((3-hydroxy-4-methoxypyridin-2-yl)carbonyl)serine (Ref: X12264475) This metabolite may cause environmental pollution, click here for further information Soil   0.354   Major fraction; Relevant
N-((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-1,5-dioxonan-3-yl)-3-hydroxy-4-methoxypyridine-2-carboxamide (Ref: X696872) This metabolite may cause environmental pollution, click here for further information Soil   0.160   Major fraction; Relevant
3-hydroxy-4-methoxypyridine-2-carboximide (Ref: X12313581) This metabolite may cause environmental pollution, click here for further information Soil   0.101   Major fraction; Relevant
(3R,4R,5S)-3-benzyl-4-hydroxy-5-methyldihydrofuran-2(3H)-one (Ref: X119634522) This metabolite may cause environmental pollution, click here for further information Soil   0.107   Major fraction; Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- X763024 Soil - -
(3R,4R,5S)-3-benzyl-4-hydroxy-5-methyldihydrofuran-2(3H)-one
Note: Transient metabolite
X11963422 Soil - -


ECOTOXICOLOGY

for fenpicoxamid

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) 18.36 A4 Low potential
CT50 (days) No data -
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 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.0022 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.00037 A4 Pimephales promelas, 32 days High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00093 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.15 A4 Chironomus riparius, 48 hr Moderate
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 > 2.0 A5 Oats
Vegetative vigour, ER50
as g/ha
-
> 2.0 A5 Sunflower
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.522 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 202.4 A5 Apis mellifera Low
Oral acute 48 hour LD50 (μg bee-1) > 303 A5 Apis mellifera 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) 19.85 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 400 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 129 =
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen transformation: No significant adverse effect A5
Dose: 0.438 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenpicoxamid

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) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.53 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Mice, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 1.8 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.2 A5 Rabbit, SF=833 corr -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.05 A5 Mice, SF=833 corr -
Dermal penetration studies (%) 0.2-6.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No significant risks anticipated for proposed patterns of use
Occupational Estimated risks acceptable, PPE/PPC recommended
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 Possible liver and kidney toxicant

: 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
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases -
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification - -
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for fenpicoxamid

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

Record last updated: Friday 26 April 2019
Contact: aeru@herts.ac.uk