Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### UNITED STATES ENVIRONMENTAL PROTECTION AGENCY
WASHINGTON, D.C. 20460

O ffice of Chemical Safety & Pollution Prevention Office of Pesticide Programs



### MEMORANDUM March 16 , 2015

SUBJECT : Science Review in Support of the Registration of Checkmate VMB

- F, An End-Use Product (EP) Containing 19.35% 2-Butenoic, 3- Methyl -, 5- Methyl -2- (1

- Methylethenyl) -4- hexenyl Ester ( Lavandul yl Senecioate; Vine Mealy Bug Pheromone). Review of New Food Use.

EPA Reg. No.: 56336

- AT

Tolerance Petition No.: 4F8292

Decision No s .: 492433

DP Nos. : 424659

Chemical Class: Biochemical

PC Codes: 036005

CAS Nos. 23960

- 07 -8

MRIDs: 494132

- 01 to -0 5; 494803

- 01 & 495193

- 01



### FROM : Russell S. Jones, Ph.D., Senior Scienti st /s/ 03/16/2015

Biochemical Pesticides Branch Biopesticide & Pollution Prevention Division (7511P)

THRU: Colin Walsh, Regulatory Action Leader /s/ 03/16/2015

Biochemical Pesticides Branch Biopesticide & Pollution Prevention Division (7511P)

Action Requested

On behalf of Suterra LLC , T. Tipton requests registration of Checkmate VMB-F (EPA File Symbol No. 56336- AT ), cont aining 1 9.35% Vine Mealyb ug ( Planococcus ficus ) pheromone as its active ingredient (a.i.)

. This is a new food use application. The produc t is intended for use in disruptin g the mating activities of the Vine M ealybug in raisin, table, and wine grape vineyards. In support of the registration, the applicant has submitted product chemistry information and rationales in support of the Tier I Human

health and Tier I non- target organism data requirements.Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### RECOMMENDATIONS AND CONCLUSIONS

1a. The product chemistry sub mission is ACCEPTABLE . No additional information is required. Storage Stability and Corrosion Characteristics studies are in progress and will be submitted for review upon completion.

1b. The Confidential Statement of Formula (dated 06/12/2014) is

ACCEP TABLE

.

2a. The rationales submitted in support of the TGAI and EP human health data requirements are ACCEPTABLE and support the New Food Use for Vine Mealy Bug pheromone. A human health assessment for the Vine M ealy Bug pheromone (Lavandulyl Senecioate) is contained in the Lavandulyl Senecioate BRAD, dated 01/20/2010.

2b. Vine Mealy Bug pheromone is classified in Toxicity Category IV for acute oral toxicity, acute dermal toxicity, and primary eye irritation; and Toxicity Category III for primary dermal irritation (see Table 1 below).

2c. Vine Mealy Bug pheromone is not considered to have subchronic (90- day) toxicity by any route of exposure (oral, dermal, inhalation), is not a mutagen, and is not a developmental toxicant. These conclusions are based on the following (see discussion in Section II A below for details):

i. low acute toxicity (see Table 1 below);

ii. a low application rate of no more than10 grams a.i. per acre per application;

iii. a low estimated maximum emission rate of 0.48 gra ms (480 mg) a.i. per acre per day over a 21 day period; iv. an Estimated Environmental Concentration (EEC) of 0.0000486 mg/L (or ppm; within a simulated grape orchard); and v. the high volatility and rapid degradation of arthropod pheromones in

the e nvironment (OECD, 2002), resulting in extremely low exposure to

humans and the environment.

There are no dietary concerns for Lavandulyl Senecioate when applied in

accord with EPA -approved label use directions, based upon extremely low application rate, extremely low potential for residues, minimal toxicity, and the extremely low likelihood of oral exposure to the pheromone due to its high volatility and rapid biodegradation. All intentionally added inert ingredients in the end-use product (EP) are clea red for food use under 40 CFR 180.910; 180.920; and/or 180.950.

3a. Non -target organism studies are not required for non-target organisms when applied at no more tha t 150 g a.i. per acre per year [ 40 CFR 158.2060 (a)(2)].Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### 3b. There are no concerns for n on- target organisms as a result of exposure to the sprayable end -use product (see Conclusion 2c above).

STUDY SUMMARIES

I. Product Chemistry (MRIDs 494132-01 to -03)

A. Product Identit y and Composition (MRID 49413201, Confidential Appendix, p. 7; OCS PP 830.1550/880.1100) : Checkmate VMB

- F (EPA File Symbol

No. 56336- AT), is an end -use product (EP) containing 19.35% Vine Mealy Bug pheromone. The product is an aqueous, flowable, sprayable, microbead formulation, with each microbead encapsulating synthesized components of the naturally -occurring vine mealybug ( Planococcus ficus ) pheromone (lavanduyl senecioate). The source of the active ingredient in the EP is VMB Technical Pheromone (EPA Reg. No. 56336-55). All intentionally added inert ingredients are cleared for food use under 40 CFR 180.910; 180.920; and/or 180.950 (see CSF dated 06/12/2014 for the identity of the intentionally added inert ingredients; and MRID 49413201, Confidential Appendix pp. 15- 89).

Active Ingredient: Lavanduyl Senecioat e (19.35%) Synonyms: Vine Mealy Bug pheromone; 5- Methyl -2- (1

- methylethenyl) -4- hexenyl -3- ethyl -2-butonate

CAS No.: 23960-07-8 Mol Wgt: approx 236

Inert Ingredients: 80.65%

Structure of Lavandulyl Senecioate

B. Starting Materials, Manufacturing Process, and Formulation Process (OCSPP 830.1600, 830.1620, &830.1650/880.1200) : (See Confidential Appendix)

For a detailed description of the manufacturing process see MRID 49413201, Confidential Appendix, pp. 90-94. All MSDS for ingredient s are contained in

MRID 49413201.Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers

Table 1 . Physical and Chemical Properties for CheckMate® VMB

- F (56336

- AT)

Guideline Reference No./Property Description of Result Methods

830.6302 Color Not required for EP

-

830.6303 Physical State Clear liquid Visual inspe ction

830.6304 Odor Not required for EP

-

830.6313 Stability Not required for EP

-

830.6315 Flammability Not applicable; product is an aqueous suspension -

830.6317 Storage Stability Study is in progress

-

830.6319 Miscibility Not Applica ble; product is not an emulsifiable liquid and is not diluted with petroleum solvents -

830.6320 Corrosion Characteristics Study is in progress

-

830.7000 pH Not applicable; product is a solid microbead in aqueous suspension -

830.7050 UV/Visible Abs orption Not required for EP

-

830.7100 Viscosity Not applicable; product is a solid microbead in aqueous suspension -

830.7200 Melting Range Not required for EP

-

830.7220 Boiling Range Not required for EP

-

830.7300 Density/Relative Density/Bulk

D ensity 0.98 g/cm 3 Method JIS K 2249

MRID 47595803

830.7520 Particle Size Not required for EP

-

830.7550 Partition Coefficient Not required for EP

-

830.7840 Water Solubility Not required for EP

-

830.7950 Vapor Pressure Not required for EP

-



### Classification: ACCEPTABLE

II. TGAI: Tier I Human Hea lth Assessment (MRIDs 49480301 & 49413204) : The acute toxicity database for the active ingredient, Lavandulyl Senecioate, has

been previously reviewed and deemed Acceptable by the Agency (see Lavandul yl Senecioate BRAD, dated 01/20/2010). The active ingredient is classified in Toxicity Category IV for acute oral toxicity, acute dermal toxicity, and primary eye irritation; and Toxicity Category III for primary dermal irritation. Studies were not submitted for acute inhalation toxicity, dermal sensitization, subchronic testing, developmental toxicity, and mutagenicity. The data requirements for acute inhalation toxicity, dermal sensitization, and mutagenicity were based onVine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### rationales demonstrating low application rates and low exposure due to the product being contained in a retrievable dispenser.

The subject product is applied as a microbead formulation and, therefore, is not exempt from all of the Tier I Human Health data requirements under 40 CFR 158.2050(d). In support of the remaining data requirements and the new food use, applicant submitted additional information in support of the data requirements for acute inhalation toxicity, primary eye irritation, primary dermal irritation, dermal

sensit ization , subchronic (90-day) studies for oral, dermal, and inhalation toxicity.

Table 1. Toxicity Profile for Lavandulyl Senecioate TGAI Study Type/OCSPP Guideline LD50/LC50/Results Toxicity Category MRID

Acute Oral Toxicity/870.1100 >5000 mg/Kg IV 475 95804 1
Acute Dermal Toxicity/870.1200 >5000 mg/Kg IV 47595804 1
Acute Inhalation Toxicity/870.1300 >5.21 mg/L IV 49413204 , pp . 50

- 66 Primary Eye Irritation/870.2400 Minimally Irritating IV 47595804 1
Primary Dermal Irritation/870.2500 Moderately Ir ritating III 47595804 1

Dermal Sensitization/870.2600 Not a sensitizer

- 49413204, pp. 67

- 82;

49 519301

90

- Day Oral Toxicity(rat)/870.3100 No subchronic oral toxicity

based on credible scientific rationale (see below) - 49413204 , pp. 36

- 45 90

- Day Dermal Toxicity/870.3250

- 90

- Day Inhalation Toxicity/870.3465

- Prenatal Developmental Toxicity/870.3700 Not a developmental toxicant toxicity based on credible scientific rationale (see below) - 49413204, pp. 46

- 48

B acterial Reverse Mutation/870.51 00 N ot a mutagen

- 49413204, pp. 81

- 123

In Vitro Mammalian Cell Gene Mutation Assay/870.5300 Not a mutagen

- 49413204, pp. 124

- 173

In Vivo Mammalian Cytogenetics/870.5395 Not a mutagen

- 49413204, pp. 174

- 215

1 cited in Lavandulyl Senecioate BRAD, dated 01/ 20/2010



### Classification: ACCEPTABLE

A. 90- day Oral Toxicity (rat) ; 90- Day Dermal Toxicity; 90- Day Inhalation Toxicity (OCSPP 870.3100; 870.3250; 870.3465; MRID 49413204, pp. 36-45) : In lieu of Guideline studies, the applicant submitted individual

scie ntific rationale s in support of the data requirements. The rationale s are essentially the same and are summarized and discussed together below.

The rationales are base d on the following:

1. The acute oral LD50 is >5000 ; the acute inhalation LC50 is >5.21 mg/L; and the acute dermal LD50 is >5000 mg/kg

2. The maximum application rate is no more than 10 grams a.i. per acre per application (see calculations in MRID 49413204, p 42) ;Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### 3. The maximum estimated emission rate from the microbeads is 0.48

grams (480 mg) a.i. per acre per day over a 21 day period; ( see calculations in MRID 49413204, p 43);

4. The Estimated Environmental Concentration (EEC) within a treated grape orchard is 0.0000486 mg/L , assuming

a. An average grape orchard heig ht = 8 ft and a calculated cubic area = 348, 480 ft 3 

### , or 9,869 m 3 

### ; b. All of the daily pheromone emission (480 mg/A/day) remains within the orchard;

c. the product is applied at the maximum label rate (10 g a.i. per acre per application; and (s ee all calculations in MRID 49413204, p 43) NOTE: A hypothetical grape orchard was chosen as the basis for the EEC calculations because the product label specifies that the product is intended for use on grapes.

5. The pheromone a.i. volatilizes an d dissipates rapidly in the atmosphere rapidly after emission from the microbead. 6. The pheromone a.i. readily biodegrades in the environment.

7. Lavandulyl senecioate is already present in the environment wherever Vine Mealy Bugs are present and mating, and humans are already exposed on a repeated basis; 8. Significant direct exposure to the active ingredient is highly unlikely. The active ingredient is encapsulated in a microbead, from which it is emitted slowly, over a period of 21 days. The microbead is a polymer cleared for food use under 40 CFR 180.960; 9. The mode of action of the pheromone a.i. is non- toxic. It is a mating pheromone of the Vine Mealy Bug.

Conclusions: Repeated oral and dermal exposure is highly unlikely, based on

th e extremely low application rate (10 g a.i. per acre per application ), low emission rate (480 mg a.i. per acre per day ), rapid volatilization after emission from the microbeads and rapid biodegradation. Residues on edible commodities are highly unlikely. In addition, the calculated atmospheric EEC (0.0000486 mg/L, or 0.0000486 ppm ) is over

100000x less than the non- definitive acute inhalation endpoint of >5.21 mg/L.

Classification: ACCEPTABLE

B. Prenatal Development

– Developmental Toxicity (OCSPP 870.3700 ; MRID 49413204, pp. 46-48) : In lieu of a Guideline study, the applicant

submitted individual scientific rationales in support of the dataVine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### requirements. The rationale is essentially the same as discussed above for the 90-day subchronic toxicity data requirements.

Conclusions : Based on the low application rate (10 g a.i. per acre per application), low mission rate (480 mg a.i. per acre per day), extremely low atmospheric EEC (0.0000486 mg/L, or 0.0000486 ppm), rapid

volatilization after emissio n from the microbeads and rapid biodegradation, it is highly unlikely that there will be significant exposure to female humans following application of the product according to approved EPA- label rates.

Classification: ACCEPTABLE

III. EP: Tier I Hum an Health Assessment (MRIDs 49480301 & 49413204) : Acute toxicity studies were not submitted for the end-use product (CheckMate®

VMB -F; EPA File Symbol No. 56336- AT) . In lieu of studies, the applican t submitted rationales based on information used to supp ort currently EPA

registered , sprayable, end -use products, registered by the same applicant, including:

Checkmate® CM

- F (EPA Reg. No. 56336-37; cites MRID 45375701 & 45428301)

Checkmate® WPCM -F (EPA Reg. No. 56336-40; cites 45858901)

Checkmate® PTB

- F (E PA Reg. No. 56336-41; cites 45891701)

Checkmate® BAW -F (EPA Reg. No. 56336-43; cites 46019001)

All of the aforementioned end-use products, including the subject product (CheckMate® VMB -F; EPA File Symbol No. 56336- AT) are comprised of slow

release micr obeads that contain the pheromone active ingredient. The microbeads containing the Vine Mealy Bug pheromone (Lavandulyl Senecioate) active ingredient are composed of the same that is used in the currently EPA

- registered , CheckMate® flow able end -use products. The MRID (45428301) cited for Checkmate® CM-F (EPA Reg. No. 56336-37) contains a complete human health toxicology discussion relating t o the acute toxicity of sprayable, pheromone-containing, microbead products formulated by Suterra.

In addition, the registrant cites a BPB review of a substantially similar product [CheckMate® CM

- F ( EPA Reg. No. 56336-36) see Memorandum from R. S. Jones, through F. Toghrol, to T. Peterson, dated 03/06/2002]. The Agency

concluded that the information contained in the aforementioned memorandum was Acceptable to support the human health and non- target organism data requirements for CheckMate® CM

- F. For a complete discussion of the rationales

for each end -use product data requirements, see MRID 49480301, Confidential Appendix.Vine Mealy Bug Pheromone DP Numbers: 424659

PC Codes: 036005 EPA Reg. No.: 56336

- AT Review Type: Produc t Chemistry , Tier I Tox & Non

- target Organism W aivers



### Conclusion: The information submitted in support of currently EPA

- registered, CheckMate® sprayable, pheromone- containing, end

- use products is Acceptable for use in bridging to support the acute toxicity and non- target organism data requirements for CheckMate® VMB -F (EPA File Symbol No. 56336- AT). No additional information is required.

Classification: ACCEPTABLE

REFERENCES

Memorandum from R. S. Jones, through F. Toghrol, to T. Peterson. Science Review in Support of the Registration of CheckMate® CM-F (056336- GT) Containing 14.40% E, E-8, 10- Dodecadien -1-ol (Chemical No. 129028) As Its Active Ingredient. Review of Product Chemistry Studies and Waiver Requests for Acute Toxicity and Non- Target Organism Studies. DP Barcode D276198; Case No. 070281; Submission No. S599411; MRIDs 453757-01 to -04; and 454283-01. Dated March 6, 2002.

OECD, 2002. Guidance for Registration Requirements for Pheromones and Other Semiochemicals Used for Arthropod Pest Control. OECD Series on Pes ticides, Number 12. ENV/JM/MOMO(2001)12

cc: C. Walsh , R.S. Jones, BPPD Subject File/IHAD R. S. Jones, Ph.D., Sr. Scientist, Acting Assoc. Branch Chief, FT, OPY: 03/16/2015