ethyl methyl anthranilate
ethyl N-methylanthranilate
 
Notes:
Used as a food additive [EAFUS]
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ethyl 2-methylaminobenzoate (Click)
CAS Number: 35472-56-1Picture of molecule
FDA UNII: HQ8T25BTTC
Nikkaji Web: J169.109K
MDL: MFCD11174593
CoE Number: 632
XlogP3: 3.30 (est)
Molecular Weight: 179.21901000
Formula: C10 H13 N O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1546  ethyl N-methylanthranilate
Flavis Number: 09.765 (Old)
DG SANTE Food Flavourings: 09.765  ethyl N-methylanthranilate
FEMA Number: 4116  ethyl N-methylanthranilate
FDA Mainterm: ETHYL N-METHYLANTHRANILATE
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Physical Properties:
Appearance: pale yellow solid (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.12000 @  25.00 °C.
Refractive Index: 1.57200 @  25.00 °C.
Melting Point: 36.00 °C. @ 760.00 mm Hg
Boiling Point: 278.00 °C. @ 760.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.009000 mm/Hg @ 25.00 °C. (est)
Flash Point: 242.00 °F. TCC ( 116.67 °C. )
logP (o/w): 3.224 (est)
Soluble in:
 alcohol
 water, very slightly
 water, 83.89 mg/L @ 25 °C (est)
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Organoleptic Properties:
Odor Type: fruity
Odor Strength: medium
 sweet  mandarin  petitgrain  
Odor Description:
at 100.00 %. 
soft sweet mandarin petitgrain
  
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Cosmetic Information:
None found
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Suppliers:
Matrix Scientific
For experimental / research use only.
Ethyl 2-(methylamino)benzoate, 95+%
Parchem
ethyl methyl anthranilate
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for ethyl methyl anthranilate usage levels up to:
  4.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.028 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.04 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 2300 (μg/person/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: 22
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: 10.0000050.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: 5.0000025.00000
cheese: 7.0000035.00000
chewing gum: --
condiments / relishes: 2.0000025.00000
confectionery froastings: 10.0000050.00000
egg products: --
fats / oils: 5.0000025.00000
fish products: 2.0000010.00000
frozen dairy: 7.0000035.00000
fruit ices: 10.0000050.00000
gelatins / puddings: --
granulated sugar: --
gravies: 5.0000025.00000
hard candy: --
imitation dairy: 7.0000035.00000
instant coffee / tea: --
jams / jellies: --
meat products: 5.0000025.00000
milk products: 7.0000035.00000
nut products: --
other grains: 5.0000025.00000
poultry: 2.0000010.00000
processed fruits: 7.0000035.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 5.0000025.00000
snack foods: 20.00000100.00000
soft candy: --
soups: 5.0000025.00000
sugar substitutes: --
sweet sauces: 5.0000025.00000
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000
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Safety References:
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
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 101365
National Institute of Allergy and Infectious Diseases: Data
 ethyl 2-methylaminobenzoate
Chemidplus: 0035472561
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References:
 ethyl 2-methylaminobenzoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 35472-56-1
Pubchem (cid): 101365
Pubchem (sid): 135058656
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
HMDB (The Human Metabolome Database): HMDB33763
FooDB: FDB011905
Export Tariff Code: 2922.49.3800
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
For Odor
aldehydic
 mandarine undecenalFL/FR
 tridecanalFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
balsamic
 cinnamyl anthranilate 
citrus
 benzyl anthranilateFR
 curacao peel oilFL/FR
 dimethyl octenoneFR
2,4-dimethyl-3-cyclohexene-1-methanyl acetateFR
 grapefruit indeneFR
 grapefruit mercaptanFL/FR
 grapefruit nitrileFR
 grapefruit oil c.p. californiaFL/FR
 grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)FL/FR
 grapefruit oil terpenelessFL/FR
 grapefruit pentanolFR
 lime oil distilled terpenelessFL/FR
 mandarin oil italyFL/FR
 myrmac aldehydeFR
 nonyl anthranilate 
(+)-nootkatoneFL/FR
 rhubafuranFR
alpha-sinensalFL/FR
alpha-terpinyl methyl etherFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
 waxy nitrileFR
fatty
(E,Z)-2,6-dodecadienalFL/FR
floral
 allyl anthranilateFL/FR
 cassis oxime 10%FR
 decyl anthranilateFR
 ethyl anthranilateFL/FR
 gardenia amideFR
 gardenia decaloneFR
 gardenia pentyl acetateFR
 magnolia indeneFR
 neryl acetateFL/FR
 octanal / methyl anthranilate schiff's baseFR
bitter orangeflower water absoluteFL/FR
 peony acetonitrileFR
 petitgrain mandarin oilFL/FR
 petitgrain mandarin oil terpenelessFL/FR
 phenethyl anthranilateFL/FR
fruity
 apple crotonateFR
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
isobutyl isobutyrateFL/FR
isobutyl methyl anthranilateFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl propionateFL/FR
 fig crotonateFR
 grape butyrateFL/FR
 grapefruit acetalFR
3-hexanoneFL/FR
(Z)-3-hexen-1-yl anthranilateFL/FR
 methyl anthranilateFL/FR
 methyl formyl anthranilateFL/FR
isopropenyl acetateFL/FR
 propyl heptanoateFL/FR
green
 green carboxylateFR
(E)-2-hexen-1-yl isovalerateFL/FR
 hexyl isobutyrateFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
white cognac oilFL/FR
(E)-2-dodecenalFL/FR
3-octyl acetateFL/FR
naphthyl
beta-naphthyl ethyl etherFL/FR
spicy
 cinnamyl propionateFL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
 ethyl decanoateFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
 allyl anthranilateFL/FR
isobutyl methyl anthranilateFL/FR
 cinnamyl anthranilate 
 curacao peel oilFL/FR
 dihydronootkatoneFL
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl anthranilateFL/FR
 mandarine undecenalFL/FR
4-mercapto-4-methyl-2-pentanolFL
 methyl formyl anthranilateFL/FR
 nonyl anthranilate 
 phenethyl anthranilateFL/FR
alpha-sinensalFL/FR
bitter
 tridecanalFL/FR
citrus
 grapefruit mercaptanFL/FR
 grapefruit oil c.p. californiaFL/FR
 grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)FL/FR
 grapefruit oil terpenelessFL/FR
 lime oil distilled terpenelessFL/FR
 mandarin oil italyFL/FR
(+)-nootkatoneFL/FR
 petitgrain mandarin oilFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
ethereal
isopropenyl acetateFL/FR
fatty
(E,E)-2,4-dodecadienalFL
(E)-2-dodecenalFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
 cinnamyl propionateFL/FR
(Z)-3-hexen-1-yl anthranilateFL/FR
 neryl acetateFL/FR
bitter orangeflower water absoluteFL/FR
fruity
isobutyl anthranilateFL/FR
 butyl anthranilateFL/FR
isobutyl isobutyrateFL/FR
 ethyl propionateFL/FR
 furfuryl butyrateFL
3-hexanoneFL/FR
 methyl anthranilateFL/FR
 petitgrain mandarin oil terpenelessFL/FR
fusel
white cognac oilFL/FR
green
(E,Z)-2,6-dodecadienalFL/FR
 grape butyrateFL/FR
(E)-2-hexen-1-yl isovalerateFL/FR
 hexyl isobutyrateFL/FR
3-octyl acetateFL/FR
powdery
beta-naphthyl ethyl etherFL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
 ethyl decanoateFL/FR
 propyl heptanoateFL/FR
woody
alpha-terpinyl methyl etherFL/FR
 
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Potential Uses:
 fruitFR
 fruit tropical fruit 
 jasminFR
 mandarinFR
 neroliFR
 orange blossomFR
 petitgrainFL/FR
 topnotes 
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Occurrence (nature, food, other): note
 star fruit fruit
Search Trop  Picture
 star fruit fruit
Search Trop  Picture
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Synonyms:
 benzoic acid, 2-(methylamino)-, ethyl ester
 ethyl 2-(methyl amino) benzoate
 ethyl 2-(methylamino)benzoate
 ethyl 2-methylaminobenzoate
 ethyl N-methylanthranilate
2-(methyl amino) benzoic acid ethyl ester
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