Methyl Anthranilate Case #: 6056

128725

Product Chemistry—Registration Review

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, D.C. 20460

August 9, 2011

OFFICE OF CHEMICAL SAFETY AND POLLUTION PREVENTION

MEMORANDUM

SUBJECT: Product Chemistry Scoping Document for the Registration Review of Methyl 

Anthranilate. 

Registration Review Case #: 6070

PC Code: 128725 

CAS Numbers: 134-20-3

Chemical Class: Biochemical

FROM: Jacob Moore, Chemist /s/ 08/09/2011

Biochemical Pesticides Branch

Biopesticides & Pollution Prevention Division (7511P)

TO: Chris Pfeifer, Regulatory Action Leader

Biochemical Pesticides Branch

Biopesticides & Pollution Prevention Division (7511P) 

ACTION REQUESTED

A preliminary assessment of available information on product chemistry data associated with 

the biopesticide methyl anthranilate and its biochemical products in support of the development 

of a Registration Review Work Plan.
Methyl Anthranilate Case #: 6056

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Introduction

The EPA has made the determination that there is adequate information available on methyl 

anthranilate and does not foresee the need to require additional data from products currently

registered that contain methyl anthranilate as the active ingredient. Methyl anthranilate is used as 

a bird repellent of various sites including golf courses and airports. Methyl anthranilate products 

have been registered with the EPA since 1994. Having a sweet aromatic odor, methyl 

anthranilate is found naturally in some grape varieties and is commonly used as a flavoring agent. 

Currently there are 10 active registrations containing methyl anthranilate, consisting of one 

technical grade active ingredient registration, eight end-use or manufacturing-use products, and 

one experimental use permit. The registered technical contains 98.5% methyl anthranilate and 

related impurities. According to 40 CFR §180.1143, the Agency exempts methyl anthranilate

from the requirement of a tolerance in or on all food commodities, when used in accordance with 

good agricultural practices.

Concerning the product chemistry of methyl anthranilate, all biochemical pesticide data 

requirements for the technical grade active ingredient are summarized in Tables 1 and 2

Table 1. Product Identity and Composition for Methyl Anthranilate

Common Name Methyl Anthranilate

Chemical Name, IUPAC 2-aminobenzoic acid methyl ester

Molecular Weight 151.2 g/mol

PC Code 128725

CAS Registry Number 134-20-3

Empirical Formula C8H9NO2

Registration Review Case Number 6070

Chemical Structure
Methyl Anthranilate Case #: 6056

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Product Chemistry Summary

The Agency has conducted a review of the available product chemistry data and information. 

These data are summarized below.

Table 2. Biochemical Pesticides Product Chemistry Data Requirements for Methyl 

Anthranilate.

Guideline No. Physical and Chemical 

Properties

Status1 Value

830.1100 Product Identity and 

Composition

A Refer to Table 1.

830.1200 Description of starting materials, 

production and formulation 

process

A CBI

830.1400 Discussion of formation of 

impurities

A CBI

830.1700 Preliminary analysis A CBI

830.6302 Color A Pale Yellow

830.6303 Physical state A Liquid or crystals

830.6304 Odor A Orange blossoms; Grapes

830.6313 Stability to normal and elevated 

temperatures, metals and metal 

ions

A No degradation observed.

830.7000 pH N/A N/A; pH testing done on end-use 

products.

830.7050 UV/Visible light absorption

λ

al = 248, 341 nm

A

5012 M

-1

cm-1

830.7200 Melting point/melting range A 24-25°C

830.7220 Boiling point/boiling range A 256°C

830.7300 Density A 1.168 g/mL

830.7520 Particle size, fiber length, and 

diameter distribution

N/A N/A; water soluble

830.7550

830.7560

830.7570

Partition coefficient (nOctanol/Water)A Log Kow = 1.88

830.7840 Water solubility A 0.29 g/100mL

830.7950 Vapor pressure A 0.012 mm (20°C)

1. A=Acceptable. N/A=Not Applicable.
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References

C.Hansch, A. Leo and D. Hoekman, Exploring QSAR: hydrophobic, electronic and steric 

constants, American Chemical Society, Washington (1995).

CRC Handbook of Chemistry and Physics. 80th ed. CRC Press: Boca Raton, FL, 1979-9180; p. 

C-181.

EPA. Selected Mammal and Bird Repellents. 

http://www.epa.gov/pesticides/biopesticides/ingredients/factsheets/factsheet_mam-birdrepel.htm. 07/26/2011.

Merck Index, Online. 07/19/2011.

Primus, T.M., Griffin, D.L., Avery, M.L., Johnston, J.J. Liquid Chromatographic Method for the 

Determination of Methyl Anthranilate in Liquid Formulation and Residues on Formulated 

Rice See Bait. J. Agric. Food Chem. 1995, 43(12), pp 3052-3056.

PubChem. http://pubchem.ncbi.nlm.nih.gov/summary/summary.chi?cid=6434508. 07/25/2011.