..,.,~EO sr4" ~"" ~<S' l.slz. \ UNITED STATES ENVIRONMENTAL PROTECTION AGENCY 

'i "!" WASHINGTON D.c. I 2 04 6 0 ;.~ ~ "f-): r-<.."-

"1( PRO"'i~v 

OFFICE OF CHEMICAL SAFETY AND POLLUTION PREVENTION 

DP Barcode: 403747 

PC Code: 090098 

November 21, 2012 

MEMORANDUM 

SUBJECT: 

TO: 

FROM: 

THRU: 

Tier I Drinking Water Exposure Assessment for Cyantraniliprole in Support of 

New Chemical Registration on Various Crops 

Tom Harris, Risk Manager Reviewer 

Meredith Laws, Branch Chief 

Registration Division (7505P) 

Nancy Tsaur 

Meheret Neguisse 

Health Effects Division (7509P) 

Christopher M. Koper, Chemist 1tf. -t<A; 1/, ./1~ /'2..1 NO\.EU~~l~ 

Environmental Risk Branch I 

Environmental Fate and Effects Division ~ Qv _ cXL 1 y 1 j I 2 

Ed Odenkirchen, Ph.D., Acting Branch Sh~L · l ~ \ \ . ~ 

Sujatha Sankula, Ph.D., Lead Biologist ;~'-"-- )"-'. ~ t\ ~\ \:r--

Environmental Risk Branch I 

Environmental Fate and Effects Division 

EXECUTIVE SUMMARY 

Cyantraniliprole is under global review submitted jointly by DuPont and Syngenta. The 

registrants are seeking U.S. registrations on a multitude of commodities, including berries, 

brassica vegetables, bulb vegetables, canola, citrus, cotton, cucurbits, fruiting vegetables, leafy 

vegetables, ornamentals, pome fruit, potatoes, stone fruit, sunflower, tree nuts and turf. 

Application methods include foliar spray, drip irrigation, soil drench and seed treatment. 

Maximum single application rates range from 0.087 to 0.468 lbs. a.i./acre with maximum yearly 

application rates ranging from 0.175 to 0.468 lbs. a.i./acre. 

1 

, •••••••.• 

2088322 
Cyantraniliprole is a new systemic, cross-spectrum insecticide belonging to the diamide class of 

chemistry, moving both in the xylem and phloem. The specific mode of action is through 

cyantraniliprole binding with insect ryanodine receptors. This mode of action causes muscle 

contraction, which leads to paralysis and ultimately death of the insect. Cyantraniliprole is 

identical to chlorantraniliprole except the cyano for chloro-group substitution. 

This drinking water assessment was conducted on the parent cyantraniliprole including numerous 

degradates. It was decided at the Residues of Concern Knowledge base Subcommittee (ROCKS) 

meeting to include the degradates IN-J9Z38, IN-NXX69, IN-QKV54, IN-RNU71, IN-JSE76, INJCZ38, IN-K5A78, IN-K5A77, IN-K5A79, and IN-PLT97 into the tolerance expression. In the 

absence of toxicity data and similar analogs, these degradates are considered no more toxic than 

the parent compound and the total residue approach (TTR) was recommended for risk assessment 

purposes. Additional information is described in the ROCKS decision memorandum D404411 

dated 24 July 2012 (US EPA, 2012). 

The Estimated Drinking Water Concentrations (EDWCs) for use in the human health risk 

assessment are based on the maximum proposed application rates specified in the product labels. 

For reference, the product rate table can be found in Appendix III. 

Tier I screening models were employed for this assessment. For surface water, the FIRST 

(_EQPA Index Reservoir .S.creening Iool) Version1.1.1 model was used to estimate drinking water 

concentrations. For ground water, the SCI-GROW model (Screening Concentration in Ground 

Water Program Version 2.3 was used to predict the maximum acute and acute concentrations 

present in shallow ground water. Additional information regarding the exposure models can be 

found on the U.S. EPA Water Model's website at (http://www.epa.gov/oppefedllmodels/water/). 

Based on FIRST and SCI-GROW modeling, the surface and ground water EDWCs for the parent 

cyantraniliprole for various uses are presented in Table 1. 

2 
Table 1. Maximum Estimated Drinking Water Concentrations (EDWCs) resulting from applications of Cyantraniliprole 

for Various Uses 

Peak Day Annual 

Drinking Application Rate PCA Average 

Water Source Label Use Method (interval between Adjustment (acute) (chronic) 

(Model) applications) Factor 1 Concentration Concentration (IJ.g/L) (IJ.g/L) 

352-lLT Various Aerial 3 app@ O.I33 a.i./acre 40.77 23.I I 352-ILO Crops (5 days) 

352-IAN Citrus Chemigation I app@ 0.4 a.i.!acre 40.75 23.09 Vegetables (NA) 

Surface Water 352-ILI Canola Seed I app@ 0.4 a. i./acre I 40.75 23.09 (FIRST) Mustard Treatment (NA) 

352-IAE Fly Control Bait Stations 5 app @ 0.087 a.i./acre 43.14 24.45 (7 days) 

100-RUEN Potato Seed I app @ 0.468 a.i./acre 23.84 I3.5I IOO-RURI Treatment (NA) 

352-IL T Various Aerial 3 app@ O.I33 a.i./acre --- 5.40 5.40 

Ground Water 352-ILO Crops (5 days) 

(SCI-GROW) IOO-RUEN Potato Seed I app@ 0.468 a.i./acre --- 6.33 6.33 IOO-RURI Treatment (NA) 

Bold values denote maximum Estimated Drinking Water Concentrations (EDWCs) 1 Percent Cropped Area (PCA) Adjustment Factor= I following updated PCA guidance document (20 I 2). 

NA =Not Applicable 

For drinking water derived from surface water for the parent cyantraniliprole, the FIRST model 

estimated the acute and chronic (annual average) concentrations at 43.14 ug/L and 24.45 ug!L, 

respectively. For drinking water derived from groundwater for the parent cyantraniliprole, the 

SCI-GROW model estimated the ground water concentration at 6.33 ug!L. This concentration 

should be used for the acute, chronic and cancer-chronic values, respectively. 

Environmental Fate Summary 

Mobility 

Cyantraniliprole is soluble in water (14.2 mg/L at 20°C; MRID 48119901 ). The vapor pressure of 

3.85 x 10"17 mm Hg at 20°C(MRID 48122593) and Henry's Law constant of 1.7 x 10"18 

atm*m3 /mol at 20°C (MRID 48119907) indicate that cyantraniliprole is a non-volatile chemical. 

Batch equilibrium studies have been conducted with the same soils on cyantraniliprole and its 

degradates. Cyantraniliprole is characterized as being moderately mobile (Koc = 157 to 376 

mL/goc; MRID 48120073) in the test soils (FAO Classification; USEPA, 2006). 

Cyantraniliprole degradates have measured Koc values ranging from 14 to 32,152 mL/g 

indicating that some degradates are more mobile than the parent and some are less mobile than 

the parent (Table 2). 

3 
Table 2. F AO Mobility Classification of Cyantraniliprole and its Degradates 

Koc Range Mean 

Mobility Class Chemical ID Koc MRID (mL/goc) (mL/goc) 

Mobile IN-JSE76 14-65 30 48120067 

IN-K5A79 24-85 46 48120072 

IN-RNU71 104-181 146 48120088 

Moderately Mobile IN-JCZ38 124-482 239 48120066 

DPX-HGW86* 157-376 241 48120073 

Moderately Mobile- IN-K5A78 412-2545 1048 48120068 

Slightly Mobile IN-PLT97 701-5029 2044 48120075 

Slightly Mobile - IN-J9Z38 4500-18526 8705 48120065 

IN-K5A77 3707-25306 9611 48120069 Hardly Mobile 

IN-QKV54 8571-32152 14481 48120086 

* DPX-HGW86 represents the chemical ID for the parent cyantraniliprole. 

In terrestrial field studies, cyantraniliprole dissipated with DT50s ranging from 3.4 to 44 days 

(Table 3). Seven degradates formed as cyantraniliprole degraded including IN-J9Z38, INJCZ38, IN-JSE76, IN-K5A77, IN-K5A78, IN-K5A79 and IN-PLT97. The majority of residues 

detected was confined to the uppermost soil layers (0-2 to 2-6 inches) with a small amount of the 

parent or degradates detected below the 12 inch soil layer, indicating a general lack of downward 

mobility or leaching under the study conditions. The most common degradates formed were INJ9Z38 (~10%), IN-JCZ38 (~8%), IN-JSE76 (~10%), and IN-K5A78 (~10%). Aerobic soil 

metabolism studies have been conducted on most degradates. Table 3 illustrates the DT50 

profile. 

Table 3. Terrestrial Field Dissapation Half-Life Summaries 

Location DTso 

MRID Duration Plot T_y~>_e (day~ 

Bare Soil 10.2 

48120055 CA (539 days) Cropped Lettuce 3.5 

Bare Soil 9.7 

48120054 WA (534 days) Cropped Potato 3.4 

Bare Soil 44.0 

48120056 MO (541 days) Cropped Alfalfa 6.0 

48120053 NY (514 days) Bare Soil 21.6 

48120058 TX (539 days) Bare Soil 16.7 

48120057 CANADA (502 days) Bare Soil 13.5 

4 
Bioaccumulation data indicate that cyantraniliprole is not likely to bioaccumulate with a BCF 

value less than 1 in whole fish. In addition, non-extractable residues made up a significant 

amount of recovered applied radioactivity, with maximum levels ranging from 12.7 to 28.83% in 

various fate studies. Sufficient extraction procedures using appropriate solvents were utilized and 

adequate extraction efficiencies were demonstrated. 

Degradation 

Considering abiotic degradation, cyantraniliprole's hydrolytic degradation appears to be pH 

dependent, with degradation increasing with increasing pH. This is evident in the DT50 profile. 

The DT50 values decrease from 222 days (stable) at pH 4 to 31 days at pH 7 to 0.86 days at pH 9 

(T=25°C; MRID 48119905). 

Photodegradation appears to be a major degradation pathway in aqueous and moist soil 

environments. The aqueous photolysis study shows a phototransformation half-life of about 7.9 

hours or 0.33 days (MRID 48119906). Soil photolysis studies were conducted with both a moist 

soil where soil moisture was maintained and an air-dried soil where the soil was allowed to airdry over time. The moist-soil DT50 value was 12.5 days (MRID 48120082) whereas the 

compound was considered stable in the air-dried soil photolysis study since the extrapolated halflife was well beyond the duration of the study (MRID 48120046). 

Biodegradation is an effective dissipation pathway for cyantraniliprole, with anaerobic 

biotransformation occurring at a faster rate than aerobic biotransformation in terrestrial and 

aquatic environments. Illustrating this point, aerobic system DT50 values ranged from 16.2 days 

in a silty clay loam soil (pH 8.05) to 89.4 days in a sandy loam soil (pH 4.62) in an aerobic soil 

metabolism study conducted at 20°C (MRID 48120045). In addition, the DT50 values ranged 

from 3.9 days in a silt loam sediment-water system (pH 7.7) to 25.1 days in a loamy sand 

sediment-water system (pH 5.6) in an aerobic aquatic metabolism study conducted at 20°C 

(MRID 48120049). 

In anaerobic systems, the DT50 value was 4.3 days in a sandy loam soil (pH 8.05) conducted in an 

anaerobic soil metabolism study conducted at 20°C (MRID 48120047). In addition, the DT50 

values ranged from 2.4 days in a sandy loam sediment-water system (pH 6.9; MRID 48120071) 

to 12 days in a sandy sediment-water system (pH 6.6) in an anaerobic aquatic metabolism study 

conducted at 20°C (MRID 48120081). It is important to note, other than the degradate INJCZ38, all other aerobic soil metabolism degradation half life values are significantly longer than 

the parent cyantraniliprole (Table 4). 

Table 4. Aerobic Soil Metabolism Half-Life Summaries for Cyantraniliprole and its Degradates 

ChemicaiiD Soil Texture DTso (days! MRID 

Cyantraniliprole Gross-Umstadt Silt Loam 41.2 48120045 

Sassafras Sandy Loam 89.4 

Lleida Silty Clay Loam 16.2 

5 
Gross-Umstadt Silt Loam 118 

IN-J9Z38 Nambshiem Sandy Loam 77.1 48120060 

Sassafras Loam 200 

Lie ida Silty Clay Loam 104 

Tama Silty Clay Loam 179 

Gross-Umstadt Silt Loam 11.6 

IN-JCZ38 Nambshiem Sandy Loam 3.48 48120061 

Sassafras Loam 10.1 

Lie ida Silty Clay Loam 4.81 

Tama Silty Clay Loam 9.41 

Gross-Umstadt Silt Loam 219 

IN-JSE76 Nambshiem Sandy Loam 84.9 48120062 

Sassafras Loam 336 

Lleida Silty Clay Loam 157 

Tam a Silty Clay Loam 840 

Gross-U mstadt Silt Loam 294 

JN-K5A77 Nambshiem Sandy Loam 23.8 48120064 

Sassafras Loam 340 

Lie ida Silty Clay Loam 25.9 

Tam a Silty Clay Loam 78.6 

Gross-U mstadt Silt Loam 308 

JN-K5A78 Nambshiem Sandy Loam 1055 48120063 

Sassafras Loam 94 

Lleida Silty Clay Loam 517 

Tama Silty Clay Loam 241 

Gross-Umstadt Loam 46 

JN-K5A79 Nambshiem Loam 25 48120070 

Sassafras Sandy Loam 107 

Lleida Silty Clay 19 

Tam a Silty Clav 131 

Gross-Umstadt Loam 1638 

IN-PLT97 Nambshiem Sandy Loam 711 48120074 

Sassafras Loam 1837 

Lleida Silty Clay 439 

Tam a Silty Clav Loam 429 

Gross-Umstadt Loam 1187 

JN-QKV54 Nambshiem Sandy Loam 139 48120083 

Sassafras Loamy Sand 462 

Lleida Clay 58 

Tam a Silty Clay Loam 184 

Gross-Umstadt Loam 107 

JN-RNU71 Nambshiem Sandy Loam 42 48120087 

Sassafras Loamy Sand 400 

Lie ida Clay 43 

Tama Silty Clay Loam 28 

Rate of degradation in aerobic soils at 20 degrees C and 40-60% MWHC except for IN-K5A 79 which 

was studied at 19 degrees C (Sassafras) and 24 degrees C (all other soils) and 40-60% MWHC. 

Water Resources Summary 

A. Surface Water: 

Cyantraniliprole may move from the treated field to surface water through run-off which occurs 

shortly after application (i.e. rainfall events). Mobility and persistence of cyantraniliprole's 

6 
degradates may be of concern as Table 2 and Table 4 illustrates. The tier 1 drinking water 

concentrations derived from surface water for the parent cyantraniliprole were estimated 

using the FIRST model Version 1.1.1. Input values for the FIRST model are reported in Table 

5. Model outputs are included in Appendix I. 

Table 5: FIRST Input Parameters for Cyantraniliprole for Various Uses 

Parameter: Input Value: Data Source/Rationale: 1 

0.133 EPA Reg. No. 352-ILT and ILO 

Application Rate (lbs a. i./acre) 0.400 EPA Reg. No. 352-IAN 

0.400 EPA Reg. No. 352-ILI 

0.087 EPA Reg. No. 352-IAE 

0.468 EPA Reg. No. 100-RUEN and RURI 

3 EPA Reg. No. 352-ILT and ILO 

Maximum Number of I EPA Reg. No. 352-IAN 

Applications/Year I EPA Reg. No. 352-ILI 

5 EPA Reg. No. 352-IAE 

I EPA Reg. No. 100-RUEN and RURI 

5 EPA Reg. No. 352-ILT and ILO 

Application Interval (days) NA EPA Reg. No. 352-IAN 

NA EPA Reg. No. 352-ILI 

7 EPA Reg. No. 352-IAE 

NA EPA Reg. No. 1 00-RUEN and RURI 

Percent Crop Area (as decimal) 1.0 Represents mixed agriculture and nonagricultural uses 

Koc 14 Lowest Koc value among parent and degradates: 

MRID 48120067 (Table 2) 

Aerobic Soil Metabolism Half-life 358 value represents the upper 90% confidence limit 

(days) on the mean value of parent and degradate DT50 

values (Table 4). 

Is the pesticide wetted-in? No Chemical not known to be activated by water 

16 Aerial App. (352-ILT and ILO) 

Spray Drift(%) 0 Granular App. (all other labels- chemigation, fly 

bait and seed treatment) 

0 EPA Reg. No. 352-ILT and ILO 

Incorporation Depth (inches) 0 EPA Reg. No. 352-IAN 

0.125 (!/8") EPA Reg. No. 352-ILI 

0 EPA Reg. No. 352-IAE 

2 EPA Reg. No. 1 00-RUEN and RURI 

7 
Solubility (ppm) 14.2 MRID 48119901 

Aerobic Aquatic Metabolism 589 TTR value (MRID 48120049) 

Half-life (days) 

Photolysis Half-life (days) 88 TTR value (MRID 4811 9906) 

1 Input Parameters were selected in accordance with the Guidance for Selecting Input Parameters (Version II) 

dated February 28, 2002. NA =Not Applicable 

B. Groundwater 

Due to the stability and mobility cyantraniliprole's degradates, some compounds may move from 

the treated field to groundwater through leaching. Table 6 details the input parameters for the 

screening level groundwater model, SCI-GROW, for the parent cyantraniliprole only. Model 

outputs are included in Appendix II. 

Table 6: SCI-GROW Input Parameters for Cyantraniliprole 

Parameter: Input Value: Data Source/Rationale 1 

Application Rate (lbs a. i./acre) 0.133 EPA Reg. No. 352-ILT and ILO 

0.468 EPA Reg. No. I 00-RUEN and RURI 

Maximum Number of 3 EPA Reg. No. 352-ILT and ILO 

Applications/Year 1 EPA Reg. No. 100-RUEN and RURI 

Aerobic Soil Metabolism 112.5 Since there were greater than 4 half life 

Half-life (days) values, used the median half life value of all 

parent and degradate aerobic soil 

metabolism data (Table 4). 

Koc 14 Since there was more than a three-fold 

variation among values, used lowest Koc 

value among parent and degradates: MRID 

48120067 (Table 2) 

1 Input Parameters were selected in accordance with the Guidance for Selecting Input Parameters (Version II) 

dated February 28, 2002 

8 
A. Monitoring: 

Being a new chemical, currently there is no monitoring data on the concentrations of the parent 

cyantraniliprole in surface or groundwater. 

REFERENCES 

USEP A. 2006. Standardized Soil Mobility Classification Guidance. U.S. Environmental 

Protection Agency, Office of Prevention, Pesticides and Toxic Substances, Office of 

Pesticide Programs, Environmental Fate and Effects Division, Memorandum. April 21, 

2006. 

USEP A. 2012. Cyantraniliprole: Report of the Residues of Concern Knowledgebase 

Subcommittee (ROCKS). D404411 dated 24 July 2012. U.S. Environmental Protection 

Agency. Washington, DC. 

9 
Appendix I: 

Representative FIRST Output for Cyantraniliprole 

Cyantraniliprole- Fly Control Use- Bait Stations 

RUN No. 1 FOR Cyantraniliprole ON Fly Control * INPUT VALUES * 

RATE (#/AC) 

ONE(MULT) 

No.APPS & 

INTERVAL 

SOIL SOLUBIL APPL TYPE %CROPPED INCORP 

Koc (PPM ) (%DRIFT) AREA (IN) 

0.087( 0.423) 5 7 14.0 14.2 GRANUL( 0.0) 100.0 0.0 

FIELD AND RESERVOIR HALFLIFE VALUES (DAYS) 

METABOLIC DAYS UNTIL 

(FIELD) RAIN/RUNOFF 

358.00 2 

HYDROLYSIS 

(RESERVOIR) 

0.00 

PHOTOLYSIS 

(RES. -EFF) 

METABOLIC 

(RESER.) 

88.00-10912.00 589.00 

COMBINED 

(RESER.) 

558.84 

UNTREATED WATER CONC (MICROGRAMS/LITER (PPB)) Ver 1.1.1 MAR 26, 2008 

PEAK DAY (ACUTE) 

CONCENTRATION 

43.14 

ANNUAL AVERAGE (CHRONIC) 

CONCENTRATION 

24.45 

Appendix II: 

Representative SCI-GROW Output for Cyantraniliprole 

Cyantraniliprole - Potato Seed Treatment 

SciGrow version 2.3 

chemical :Cyantranil ipro le 

time is 11/19/2012 5:17:34 

Application Number of Total Use Koc Soil Aerobic 

rate (lb/acre) applications (lb/acre/yr) (mllg) metabolism (days) 

0.468 1.0 0.468 1.40E+01 112.5 

groundwater screening cond (ppb) = 6.33 

10 
Appendix III: 

Product Rate Table 

1\\tximum 

Single 1\\tximum 1\\tximum 

AwJication AwJication Nurmerof AwJication Rate 

EPA File Al AwJication lnterv.d: Rate: AwJications: per Year: 

PRODLCT: Syntlol: (%) ~thod: (dlys) (lbs. a.i.!acre) (year) (lbs a.iJacre) 

Aerial 

DuPont TM BeneviaTM 352-ILT 10.26 Gound 5. 7 0.133 3 0.400 

Chemigation 

DuPontTM E'(jrelTM 352-IW 10.20 Aerial 5. 7 0.133 3 0.400 Gound 

DuPontn1VerirmrkTM 352-IAN 18.66 Gound 5. 7 0.400 I 0.400 Chemigation 

DuPont TM Demncot® Z-1 03 352-IU 50.00 Seed 

Treatzrent 

NA 0.400 I 0.400 

DuPontT" HGW86 352-IAE 0.50 Fly Control 7 0.087 5 0.440 Bait 

DuPont TM HGW86 SC 352-IAI 18.66 Insect Control NA 0.400 I 0.400 

DuPontTMHGW86 T&O 352-IAL 18.66 Cround NA 0.313 I 0.313 

DuPont TM HGW86 G-I&N 352-IAG 18.66 Gound 

Chemigation 

NA 0.233 I 0.233 

A 169001BCP 100-RUER 20.00 

Foliar (A.G) 5. 7 0.0875 2 0.175 

Chemigation NA 0.175 I 0.175 

Mainspring Insecticide 100-RUEE 20.00 Gound 

Cbemigation 

14 0.131 2 0.262 

A 169018 Residential 100-RUEG 20.00 Gound 7 0.131 2 0.262 

A 169018 Turf 100-RUEU 20.00 Broadcast 30.45 0.1325 2 0.265 (Gound) 

A.I7960A ST 100-RUEN 48.80 Seed 

Treatzrent 

NA 0.468 I 0.468 

AI7960BST 100-RURI 48.80 Seed 

Treatzrent 

NA 0.468 I 0.468 

Uibel 352-IIA is for DuPontTM Cyazypyr TMfechnical (96. 7%) 

11