Preferred name | methyl anthranilate |
Trivial Name | Methyl anthranilate |
Short Description | benzoic acid, 2-amino-, methyl ester |
Formula | C8 H9 N O2 |
CAS Number | 134-20-3 |
FEMA Number | 2682 |
Flavis Number | 9.715 |
ECHA Number | 205-132-4 |
FDA UNII | 981I0C1E5W |
Nikkaji Number | J2.018D |
Beilstein Number | 0606965 |
MDL | MFCD00007710 |
COE Number | 250 |
Bio Activity Summary | External link |
NMR Predictor | External link |
JECFA Food Flavoring | 1534 methyl anthranilate |
FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
FDA Mainterm | 134-20-3 ; METHYL ANTHRANILATE |
Synonyms |
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Google Scholar | Start search |
Google Books | Start search |
Google Patents | Start search |
Perfumer & Flavorists | Start search |
EU Patents | Start search |
PubMeb | Start search |
NCBI | Start search |
methyl 2-aminobenzoate | |
NIST Chemistry WebBook: | Search Inchi |
Canada Domestic Sub. List: | 134-20-3 |
Pubchem (cid): | 8635 |
Pubchem (sid): | 134974914 |
Flavornet: | 134-20-3 |
Pherobase: | View |
(IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
Videos: | The Periodic Table of Videos |
tgsc: | Atomic Weights use for this web site |
(IUPAC): | Periodic Table of the Elements |
FDA Substances Added to Food (formerly EAFUS): | View |
CHEBI: | View |
CHEMBL: | View |
KEGG (GenomeNet): | C20634 |
HMDB (The Human Metabolome Database): | HMDB29703 |
FooDB: | FDB000897 |
Export Tariff Code: | 2922.49.3700 |
Typical G.C. | |
VCF-Online: | VCF Volatile Compounds in Food |
ChemSpider: | View |
Wikipedia: | View |
Formulations/Preparations: •grades: technical; fcc. •usepaopp pesticide code 128725; trade names: bird shield repellant concentrate (26.4%), rejex-it ag-145 (14.5%), rejex-it ag-36 (14.5%), rejex-it ma (98.5%), rejex-it tp-40 (40%). |
Material listed in food chemical codex | Yes |
Molecular weight | 151.16513061523 |
Specific gravity | @ 25 °C |
Pounds per Gallon | 9.661 to 9.727 |
Refractive Index | 1.579 to 1.592 @ 20 °C |
Melting Point | 23 to 24.5°C @ 760 mm Hg |
Boiling Point | 238 to 241°C @ 760 mm Hg |
Boiling Point | 163 to 164°C @ 50 mm Hg |
Vapor Pressure | 0.016 mmHg @ 25 °C |
Vapor Density | 5.2 |
Flash Point TCC Value | 104.44 °C TCC |
logP (o/w) | 1.88 |
Shelf life | 12 months (or longer if stored properly.) |
Storage notes | Store in cool, dry place in tightly sealed containers, protected from heat and light. |
Solubility | |
alcohol | Yes |
dipropylene glycol | Yes |
fixed oils | Yes |
propylene glycol | Yes |
water, 2850 mg/L @ 25 °C (exp) | Yes |
paraffin oil | No |
glycerin | No |
Stability | |
alcoholic lotion | Unspecified |
antiperspirant | Unspecified |
deo stick | Unspecified |
detergent perborate | Unspecified |
fabric softener | Unspecified |
liquid detergent | Unspecified |
shampoo | Unspecified |
soap | Unspecified |
Odor Type: Fruity | |
fruity, grape, orangeflower, neroli, musty, floral, powdery | |
Odor strength | medium |
Substantivity | 88 hour(s) at 100.00 % |
Luebke, William tgsc, (1982) | At 100.00 %. fruity grape orangeflower neroli |
Mosciano, Gerard P&F 18, No. 2, 38, (1993) | Fruity, concord grape, musty with a floral powdery nuance |
Flavor Type: Fruity | |
sweet, fruity, grape, musty, berry | |
Mosciano, Gerard P&F 18, No. 2, 38, (1993) | At 25.00 ppm. Sweet, fruity, concord grape, with a musty and berry nuance |
Used in a wide variety of flavors including grape, plum, blueberry and cherry. | Sweet fruity |
General comment | Sweet fruity concord grape musty berry |
(data available) |
Applications | |
Odor purposes | Acacia , Almond , Banana , Bergamot , Bluebell , Blueberry , Bouquet , Bubble gum , Champaca , Cherry , Citrus , Clove , Cologne , Currant , Elder flower , Floral , Gardenia , Genet , Grape concord grape , Greenhouse , Habuba , Jasmin , Leather , Lemon , Lily , Melon , Mulberry , Neroli , Orange , Orange blossom , Oriental , Passion fruit , Petitgrain mandarin oil replacer , Pine forest , Pineapple , Plum , Quince , Sweet pea , Tangerine , Tuberose , Violet , Wallflower , Woodruff , Ylang ylang |
Flavoring purposes | Petitgrain mandarin oil replacer |
Other purposes | Chloe , Poison , Quelques fleurs |
Cosmetic purposes | Fragrance |
Preferred SDS: View | |
European information : | |
Most important hazard(s): | |
Xi - Irritant | |
R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 - Wear suitable gloves and eye/face protection. | |
Hazards identification | |
Classification of the substance or mixture | |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
Skin irritation (Category 2), H315 Eye irritation (Category 2A), H319 Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335 Acute aquatic toxicity (Category 2), H401 Chronic aquatic toxicity (Category 2), H411 | |
GHS Label elements, including precautionary statements | |
Pictogram | ![]() |
Signal word | Warning |
Hazard statement(s) | |
H315 - Causes skin irritation H319 - Causes serious eye irritation H335 - May cause respiratory irritation H401 - Toxic to aquatic life H411 - Toxic to aquatic life with long lasting effects | |
Precautionary statement(s) | |
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray. P264 - Wash skin thouroughly after handling. P271 - Use only outdoors or in a well-ventilated area. P273 - Avoid release to the environment. P280 - Wear protective gloves/protective clothing/eye protection/face protection. P302 + P352 - IF ON SKIN: wash with plenty of soap and water. P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P312 - Call a POISON CENTER or doctor/physician if you feel unwell. P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention. P337 + P313 - IF eye irritation persists: Get medical advice/attention. P362 - Take off contaminated clothing and wash before reuse. P391 - Collect spillage. Hazardous to the aquatic environment P403 + P233 - Store in a well-ventilated place. Keep container tightly closed. P405 - Store locked up. P501 - Dispose of contents/ container to an approved waste disposal plant. | |
Human Experience: | |
10 % solution: no irritation or sensitization. | |
Oral/Parenteral Toxicity: | |
oral-rat LD50 2910 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. oral-mouse LD50 3900 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. oral-guinea pig LD50 2780 mg/kg LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. | |
Dermal Toxicity: | |
skin-rabbit LD50 > 5000 mg/kg Food and Cosmetics Toxicology. Vol. 12, Pg. 935, 1974. | |
Inhalation Toxicity: | |
Not determined |
Category: | |||
flavor and fragrance agents | |||
RIFM Fragrance Material Safety Assessment: Search | |||
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice | |||
Recommendation for methyl anthranilate usage levels up to: | |||
10.0000 % in the fragrance concentrate. | |||
Maximised Survey-derived Daily Intakes (MSDI-EU): | 686.00 (μg/capita/day) | ||
Maximised Survey-derived Daily Intakes (MSDI-USA): | 3764.00 (μg/capita/day) | ||
Threshold of Concern: | 1800 (μg/person/day) | ||
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
publication number: 3. Update in publication number(s): 18 | |||
Click here to view publication 3 | |||
average usual ppm | average maximum ppm | ||
baked goods: | 38.00000 | 38.00000 | |
beverages(nonalcoholic): | 40.00000 | 40.00000 | |
beverages(alcoholic): | 0.20000 | 2.00000 | |
breakfast cereal: | - | - | |
cheese: | - | - | |
chewing gum: | 200.00000 | 1583.00000 | |
condiments / relishes: | - | - | |
confectionery froastings: | - | - | |
egg products: | - | - | |
fats / oils: | - | - | |
fish products: | - | - | |
frozen dairy: | 40.00000 | 40.00000 | |
fruit ices: | 40.00000 | 40.00000 | |
gelatins / puddings: | 20.00000 | 20.00000 | |
granulated sugar: | - | - | |
gravies: | - | - | |
hard candy: | 80.00000 | 161.00000 | |
imitation dairy: | - | - | |
instant coffee / tea: | - | - | |
jams / jellies: | 6.00000 | 6.00000 | |
meat products: | - | - | |
milk products: | - | - | |
nut products: | - | - | |
other grains: | - | - | |
poultry: | - | - | |
processed fruits: | - | - | |
processed vegetables: | - | - | |
reconstituted vegetables: | - | - | |
seasonings / flavors: | - | - | |
snack foods: | - | - | |
soft candy: | 80.00000 | 80.00000 | |
soups: | - | - | |
sugar substitutes: | - | - | |
sweet sauces: | - | - |
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Flavouring Group Evaluation 84, (FGE.84)[1] - Consideration of Anthranilate derivatives evaluated by JECFA (65th meeting) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food View page or View pdf |
Scientific Opinion on the safety and efficacy of anthranilate derivatives (chemical group 27) when used as flavourings for all animal species View page or View pdf |
EPI System: View |
Chemical Carcinogenesis Research Information System:Search |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA Substance Registry Services (TSCA):134-20-3 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :8635 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:1 |
methyl 2-aminobenzoate |
Chemidplus:0000134203 |
EPA/NOAA CAMEO:hazardous materials |
RTECS:CB3325000 for cas# 134-20-3 |