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Metarylpicoxamid (Ref: XDE-747)
Last updated: 12/11/2025
(Also known as: X 12690747; XR 747)

SUMMARY
Hazard alerts

The following Pesticide Hazard Tricolour (PHT) alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. The alerts for Highly Hazardous Pesticides (HHPs) are based on applying the FAO/WHO (Type 1) and the PAN (Type II) criteria to PPDB data. Further details on the HHP indicators are given in the tables below. Neither the PHT nor the HHP hazard alerts take account of usage patterns or exposure, thus they do not represent risk.

PHT: Environmental fate PHT: Ecotoxicity PHT: Human health Highly Hazardous Pesticide
Environmental fate
Moderate alert:
Drainflow: Moderately mobile
Ecotoxicity
High alert:
Fish acute ecotoxicity: High
Human health
Low alert
Highly Hazardous Pesticide (HHP)
Type II alert
GENERAL INFORMATION
Description
A novel broad-spectrum, protective, third generation picolinamide fungicide
Example pests controlled
Alternaria diseases; Grey mold (Botrytis spp); Molds (Phytophthora spp.); Leaf spots (Pseudoperonospora spps.); Damping off and rots (Pythium) spp.
Example applications
Cereals; Soybean
Efficacy & activity
-
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
GB LERAP status
No UK approval for use as a plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
No applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
                 
Additional information
Also used in
-
Chemical structure
Isomerism
Metarylpicoxamid isomerism is primarily optical, due to the presence of multiple chiral centres in its molecular structure.
Chemical formula
C₂₄H₃₀N₂O₆
Canonical SMILES
COC1=C(C(=NC=C1)C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)C1=C(C=CC=C1)C)OC(CC)=O
Isomeric SMILES
-
International Chemical Identifier key (InChIKey)
CAUHWGTUUBORAX-IKGGRYGDSA-N
International Chemical Identifier (InChI)
InChI=1S/C24H30N2O6/c1-7-20(27)32-22-19(30-6)12-13-25-21(22)23(28)26-16(4)24(29)31-17(5)15(3)18-11-9-8-10-14(18)2/h8-13,15-17H,7H2,1-6H3,(H,26,28)/t15-,16+,17+/m1/s1
2D structure diagram/image available?
Yes
General status
Pesticide type
Fungicide
Substance groups
Picolinamide fungicide
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Complex III or MET III electron transport inhibition, QiI (quinone inside Inhibition)
CAS RN
2376210-14-7
EC number
No data found
CIPAC number
None allocated
US EPA chemical code
-
PubChem CID
139473168
CLP index number
No data found
Molecular mass
442.51
PIN (Preferred Identification Name)
(2S,3S)-3-(o-tolyl)butan-2-yl N-{[4-methoxy-3-(propanoyloxy)-2-pyridyl]carbonyl}-L-alaninate
IUPAC name
(2S,3S)-3-(o-tolyl)butan-2-yl N-{[4-methoxy-3-(propanoyloxy)-2-pyridyl]carbonyl}-L-alaninate
CAS name
(1S,2S)-1-methyl-2-(2-methylphenyl)propyl N-[[4-methoxy-3-(1-oxopropoxy)-2-pyridinyl]carbonyl]-L-alaninate
Global Governance status: Listed (✓) under
UK Poisons List Order 1972 Rotterdam Convention Montreal Protocol
Stockholm Convention OSPAR EU Water Framework Directive
Relevant Environmental Water Quality Standards
-
Forever chemical
-
Highly Hazardous Pesticide (HHP)
Type I
-
Type II
Yes [
R09 Rule 9: Pesticide active ingredients that have demonstrated a high aquatic toxicity (where acute ecotoxicity for fish, invertebrates or algae =< 0.1 mg l⁻¹)
]
Other status information
-
Herbicide Resistance Class (HRAC MoA class)
Not applicable
Herbicide Resistance Class (WSSA MoA class)
Not applicable
Insecticide Resistance Class (IRAC MoA class)
Not applicable
Fungicide Resistance Class (FRAC MOA class)
21
Examples of recorded resistance
-
Physical state
White to light beige coloured, odourless solid
Commercial
Property
Value
Availability status
Novel
Introduction & key dates
2019, discovered; 2021, introduced; 2025, registration started Australia
Example manufacturers & suppliers of products using this active now or historically
  • Corteva Agriscience
Example products using this active
  • Vicroya Ora
Formulation and application details
Fomulated as an emulsifiable concentrate used asa foliar spray
Commercial production
Metarylpicoxamid is produced commercially through a scalable total chemical synthesis inspired by the natural product UK-2A. This non-macrocyclic structure, featuring fewer stereogenic centers than its predecessors like fenpicoxamid, facilitates efficient large-scale manufacturing by simplifying stereoselective steps, such as the tosylation of meso-2,3-butanediol to form a tosylate intermediate, followed by conversion to (2S,3S)-2,3-epoxybutane for amine moiety assembly, and subsequent coupling with a picolinic acid derivative.
Impact on climate of production and use
Metarylpicoxamid lacks published life cycle assessment data, however, based on available data for similar complex organic fungicides manufacturing emissions are estimated at 15–25 kg CO₂-e per kg of active compound. This range accounts for energy-intensive stereoselective synthesis steps (e.g., epoxide formation and coupling), raw material extraction and solvent use.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C at pH 7 (mg l⁻¹)
3.6
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
250000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Acetone
-
250000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Ethyl acetate
-
250000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Xylene
-
195000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Methanol
-
Melting point (°C)
89.5
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Boiling point (°C)
256
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
7.94 X 1003 Calculated -
Log P
3.9
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
High
Fat solubility of residues
Solubility
- - -
Data type
- - -
Density (g ml⁻¹)
0.65
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Dissociation constant pKa) at 25 °C
2.05
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
pKa(II) = 10.5
Vapour pressure at 20 °C (mPa)
4.0 X 10-04
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
- - -
Volatilisation as max % of applied dose lost
From plant surface
- - -
From soil surface
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
Neutral soln: 271nm=2620
Acid soln: 243nm=8360; 264nm=6030
Basic soln: 272nm=3390; 340nm=11500
A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications )
5 = Verified data used for regulatory purposes
-
Surface tension (mN m⁻¹)
59.0
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
at 20 °C 2.4 mg l⁻¹ water
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
0.35
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
0.35
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Non-persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Rapid degradation via photolysis DT₅₀ 8.4 hrs.
Dissipation rate RL₅₀ (days) on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
- - -
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
- - -
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
42.0
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Moderately persistent
Note
DT₅₀ 0.93 days at pH9, 68.0 days at pH 4
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Sediment phase only DT₅₀ (days)
- - -
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
- - -
Koc (mL g⁻¹)
-
Notes and range
-
Freundlich
Kf (mL g⁻¹)
15.7
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Moderately mobile
Kfoc (mL g⁻¹)
290
1/n
0.9
Notes and range
Australia 2025 dossier: Kf range 4.2-23.0 L/kg, Kfoc range 84.0-499 L/kg, 1/n=0.9, Soils=7
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
-0.70 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
7.08 X 10-05 Calculated -
Note
-
Potential for particle bound transport index
Low Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
10.5
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr. EU trigger for long-range transport is DT₅₀ in air <2 days.
Below the level of concern for long-range air transport
Bio-concentration factor
BCF (l kg⁻¹)
97
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Low potential
CT₅₀ (days)
ND -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
Ref: X12644507
Major fraction 0.834 -
Ref: X12485473
Major fraction 0.145 -
Ref: X696476
Major fraction 0.314 -
Ref: X12797571
Minor fraction - -
Ref: X12781133
Minor fraction - -
Ref: X12673457
Minor fraction - -
Ref: X12648727
Minor fraction - -
Known groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Ref: X12644507 - Plants; Animal; Surface water; Sediment -
Ref: X12648727 - Plants; Surface water; Sediment -
Ref: X12774135 - Plants -
Ref: X12777891 - Plants -
Ref: X12771309 - Animal -
Ref: X12851221 - Animal -
Ref: X12485473 - Animal; Surface water -
Ref: X12827475 - Plants -
Ref: X12797595 - Plants -
Ref: X12781133 - Plants -
Ref: X12801717 - Plants -
Ref: X12728263 - Plants -
Ref: X12734587 - Plants -
Ref: X12764267 - Plants -
Ref: X12728845 - Plants -
Ref: X12826475 - Animal -
Ref: XDE-747-MW-418 - Animal -
Ref: X12777919 - Animal -
Ref: X12771593 - Animal -
Ref: X12764795 - Animal -
Ref: X12745065 - Animal -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 609
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Anas platyrhynchos
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
> 1330
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Colinus virginians as LDD₅₀
Low
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹ dw soil)
> 500
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Eisenia foetida corr
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹ dw soil)
- - -
Soil micro-organisms
Soil mineralisation: No observed effects
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes

Dose: 0.82 mg/Soil Dw
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
Vegetative vigour ER₅₀ (g ha⁻¹)
> 120
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
10 plants tested
-
Seedling emergence ER₅₀ (g ha⁻¹)
> 120
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
9 plants tested
-
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 200
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Apis mellifera
Low
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 55.0
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Apis mellifera
Moderate
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Chronic
- - -
Notes
-
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Beneficial insects (Ladybirds)
- - -
Beneficial insects (Lacewings) ER₅₀, Extended lab study
> 138
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Chrysoperla carnea
-
Beneficial insects (Parasitic wasps) ER₅₀ Mortality, Glass plate
17.3
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Aphidius rhopalosphi
-
Beneficial insects (Predatory mites) LR₅₀ Mortality, Glass plate
414
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Typhlodromus pyri
Low
Beneficial insects (Ground beetles) ER₅₀, Extended lab study
> 138
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Aleochara bilineata
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.0055
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Pimephales promelas
High
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
- - -
Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
0.011
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
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)
6.7
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Chironomus riparius
Moderate
Aquatic Plants (free-floating, fonds growth, fresh) - 7 day (mg l⁻¹) (ErC₅₀)
> 0.37
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Lemna gibba
Moderate
Aquatic plants (rooted, growth rate, fresh) - 14 day (mg l⁻¹)
- - -
Algae - Acute (growth rate, fresh; mg l⁻¹) (ErC₅₀)
1.7
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Skeletonema costatum
Moderate
Algae - Chronic (growth rate, fresh; mg l⁻¹)
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
Marine bivalves
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
- - -
Mammals - Inhalation LC₅₀ (mg l⁻¹)
- - -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.4
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Rat SF=100
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
None allocated
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
0.68
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
Low risk of exposure for bystanders
Occupational
Low to moderate risk for operators and other farm workers
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
Eliminated via bile 45-78% within 48 hrs
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Health issues
Specific human health issues (hazard-based)
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
?Possibly, status not identified
?Possibly, status not identified
Yes, known to cause a problem
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
No information available
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
Not highly flammable; Not expected to auto-ignite
CLP classification 2013
Environment: H400, H411
WHO Classification
Not listed (Not listed)
UN Number
-
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
Stable under cool, dry conditions for around 2 yrs
TRANSLATIONS
Language
Name
English
metarylpicoxamid
French
métarylpicoxamide
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-
Norwegian
-

Record last updated: 12/11/2025
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242