beta-naphthyl anthranilate
anthranilic acid, 2-naphthyl ester
 
Notes:
Flavouring ingredient for beverages, baked goods and candies
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      Product(s):
      63449-68-3 2-AMINOBENZOIC ACID NAPHTHALEN-2-YL ESTER 95%
       
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      14-02000 NAPHTHYL ANTHRANILATE, BETA
       
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CAS Number: 63449-68-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 264-155-8
FDA UNII: QXZ17SDD9L
Nikkaji Web: J349.182J
CoE Number: 11862
XlogP3-AA: 4.50 (est)
Molecular Weight: 263.29601000
Formula: C17 H13 N O2
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
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1544  beta-naphthyl anthranilate
DG SANTE Food Flavourings: 09.801  2-naphthyl anthranilate
FEMA Number: 2767 beta-naphthyl anthranilate
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):63449-68-3 ; BETA-NAPHTHYL ANTHRANILATE
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Physical Properties:
Appearance: colorless to pale yellow liquid to powder (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.30000 to 1.30800 @  25.00 °C.
Pounds per Gallon - (est).: 10.817 to 10.884
Refractive Index: 1.53100 to 1.53900 @  20.00 °C.
Boiling Point: 340.00 °C. @ 760.00 mm Hg
Acid Value: 2.00 max. KOH/g
Flash Point: 551.00 °F. TCC ( 288.33 °C. )
logP (o/w): 3.851 (est)
Soluble in:
 alcohol
 water, 2.1 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: floral
 
 floral  neroli  grape  
Odor Description:
at 100.00 %. 
floral neroli grape
 
 sweet  grape  candy  fruity  berry  floral  winey  
Odor Description:
at 1.00 %.  
sweet concord grape anthranilate-like with a slight candy syrupy fruity berry aftertaste and slight floral and winey nuances
Mosciano, Gerard, (2009)
 
 
Flavor Type: fruity
 
 grape  naphthyl  candy  cherry  berry  winey  
Taste Description:
anthranilate concord grape, with slight naphthyl nuances and deep candy cherry, berry and winey nuances
Mosciano, Gerard, (2009)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
2-AMINOBENZOIC ACID NAPHTHALEN-2-YL ESTER 95%
Penta International
NAPHTHYL ANTHRANILATE, BETA
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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
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for beta-naphthyl anthranilate usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 1.30 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 2.00 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
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
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -19.00000
beverages(nonalcoholic): -2.30000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.10000
fruit ices: -1.10000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -16.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
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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
Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 63449-68-3
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 62217
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 naphthalen-2-yl 2-aminobenzoate
Chemidplus: 0063449683
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References:
 naphthalen-2-yl 2-aminobenzoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 63449-68-3
Pubchem (cid): 62217
Pubchem (sid): 135019553
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Other Information:
(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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB39873
FooDB: FDB019532
Export Tariff Code: 2922.49.3800
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
aldehydic
 mandarine undecenalFL/FR
 tridecanalFL/FR
2-tridecenalFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
balsamic
 linalyl cinnamateFL/FR
berry
sec-butyl ethyl etherFL/FR
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
blood orange oil italyFL/FR
 rhubafuranFR
alpha-sinensalFL/FR
 tangerine acetateFR
 tangerine nitrileFR
 tangerine oil americaFL/FR
 tangerine oil terpenelessFL/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
 amyl anthranilateFL/FR
 benzyl formateFL/FR
 bigarade oxideFR
 cassis oxime 10%FR
 citronellyl anthranilateFL/FR
 cyclamen aldehyde / methyl anthranilate schiff's baseFR
 decyl anthranilateFR
 dimethyl anthranilateFL/FR
 ethyl anthranilateFL/FR
 ethyl ethyl anthranilateFL/FR
 gardenia amideFR
 gardenia decaloneFR
 gardenia pentyl acetateFR
 geranyl anthranilateFR
 geranyl formateFL/FR
 hibiscus sabdariffa flower extractFL/FR
 linalyl phenyl acetateFL/FR
 magnolia indeneFR
 methyl ionyl acetateFL/FR
beta-naphthyl methyl ketoneFL/FR
alpha-naphthyl methyl ketoneFL/FR
 nerolFL/FR
 nerolidyl acetateFL/FR
 neryl acetateFL/FR
 octanal / methyl anthranilate schiff's baseFR
 orris rhizome absolute (iris germanica)FL/FR
 orris rhizome absolute (iris pallida)FL/FR
 orris rhizome oil (iris germanica)FL/FR
 peony acetonitrileFR
 petitgrain mandarin oilFL/FR
 petitgrain mandarin oil terpenelessFL/FR
 petitgrain oil paraguayFL/FR
 phenethyl anthranilateFL/FR
(E)-2-phenyl-1(2)-propene-1-yl acetateFR
isopropyl anthranilateFL/FR
 tetrahydroionyl acetateFR
 ylang ylang flower oilFL/FR
fruity
 apple crotonateFR
 butyl 2-naphthyl etherFL/FR
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
isobutyl butyrateFL/FR
isobutyl isobutyrateFL/FR
isobutyl methyl anthranilateFL/FR
 cyclohexyl anthranilateFL/FR
(E)-beta-damasconeFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl benzoyl acetateFL/FR
 ethyl methyl anthranilateFL/FR
 ethyl para-methyl-beta-phenyl glycidateFR
 ethyl propionateFL/FR
(E)-ethyl tiglateFL/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
 neryl propionateFL/FR
isopropenyl acetateFL/FR
 propyl heptanoateFL/FR
green
 green carboxylateFR
(E)-2-hexen-1-yl isovalerateFL/FR
 hexyl isobutyrateFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
(S)-campholene acetateFL/FR
(E)-2-dodecenalFL/FR
3-octyl acetateFL/FR
medicinal
meta-dimethyl hydroquinoneFL/FR
naphthyl
beta-naphthyl ethyl etherFL/FR
beta-naphthyl methyl etherFL/FR
spicy
 cinnamyl propionateFL/FR
sulfurous
 grapefruit menthaneFL/FR
terpenic
 cassis bud oilFL/FR
waxy
 decanal dimethyl acetalFL/FR
 ethyl decanoateFL/FR
 orris rhizome oil CO2 extractFL/FR
(E)-2-tridecenalFL/FR
woody
 convolvulus scoparius wood oilFR
alpha-farneseneFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
 allyl anthranilateFL/FR
 amyl anthranilateFL/FR
 butyl 2-naphthyl etherFL/FR
sec-butyl ethyl etherFL/FR
isobutyl methyl anthranilateFL/FR
 curacao peel oilFL/FR
 decanal dimethyl acetalFL/FR
 dihydronootkatoneFL
 ethyl ethyl anthranilateFL/FR
 ethyl methyl anthranilateFL/FR
 linalyl phenyl acetateFL/FR
4-mercapto-4-methyl-2-pentanolFL
 methyl formyl anthranilateFL/FR
alpha-naphthyl methyl ketoneFL/FR
 nerolidyl acetateFL/FR
 nonyl anthranilate 
isopropyl anthranilateFL/FR
alpha-sinensalFL/FR
aldehydic
2-tridecenalFL/FR
berry
 hibiscus sabdariffa flower extractFL/FR
chemical
meta-dimethyl hydroquinoneFL/FR
citrus
 dehydronootkatoneFL
 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
 nerolFL/FR
(+)-nootkatoneFL/FR
blood orange oil italyFL/FR
 petitgrain mandarin oilFL/FR
 tangerine oil americaFL/FR
 tangerine oil terpenelessFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
ethereal
isopropenyl acetateFL/FR
fatty
(E,E)-2,4-dodecadienalFL
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
 cinnamyl propionateFL/FR
(Z)-3-hexen-1-yl anthranilateFL/FR
beta-naphthyl methyl ketoneFL/FR
 neryl acetateFL/FR
 orris rhizome oil (iris germanica)FL/FR
 phenethyl anthranilateFL/FR
 ylang ylang flower oilFL/FR
fruity
 benzyl formateFL/FR
isobutyl anthranilateFL/FR
 butyl anthranilateFL/FR
isobutyl butyrateFL/FR
isobutyl isobutyrateFL/FR
 cassis bud oilFL/FR
 citronellyl anthranilateFL/FR
 cyclohexyl anthranilateFL/FR
(E)-beta-damasconeFL/FR
 dimethyl anthranilateFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl anthranilateFL/FR
 ethyl benzoyl acetateFL/FR
 ethyl propionateFL/FR
(E)-ethyl tiglateFL/FR
 furfuryl butyrateFL
3-hexanoneFL/FR
 linalyl cinnamateFL/FR
 methyl anthranilateFL/FR
 petitgrain mandarin oil terpenelessFL/FR
green
(E,Z)-2,6-dodecadienalFL/FR
alpha-farneseneFL/FR
 geranyl formateFL/FR
 grape butyrateFL/FR
(E)-2-hexen-1-yl isovalerateFL/FR
 hexyl isobutyrateFL/FR
 neryl propionateFL/FR
3-octyl acetateFL/FR
herbal
 petitgrain oil paraguayFL/FR
jammy
(S)-campholene acetateFL/FR
naphthyl
beta-naphthyl methyl etherFL/FR
powdery
beta-naphthyl ethyl etherFL/FR
sulfurous
 grapefruit menthaneFL/FR
sweet
 orris rhizome absolute (iris germanica)FL/FR
 orris rhizome absolute (iris pallida)FL/FR
waxy
(E)-2-dodecenalFL/FR
 ethyl decanoateFL/FR
 mandarine undecenalFL/FR
 propyl heptanoateFL/FR
 tridecanalFL/FR
(E)-2-tridecenalFL/FR
woody
 methyl ionyl acetateFL/FR
 orris rhizome oil CO2 extractFL/FR
alpha-terpinyl methyl etherFL/FR
 
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Potential Uses:
 floralFR
 neroliFR
 orange blossomFR
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-aminobenzoic acid naphthalen-2-yl ester
2-aminobenzoyl 2-naphthalenol
 anthranilic acid 2-naphthyl ester
 anthranilic acid beta-naphthyl ester
 anthranilic acid, 2-naphthyl ester
 naphthalen-2-yl 2-aminobenzoate
2-naphthalenol, 2-aminobenzoate
2-naphthalenol, 2-aminobenzoyl ester
2-naphthalenol,2-aminobenzoate
2-naphthyl 2-aminobenzoate
2-naphthyl anthranilate
 naphthyl anthranilate, beta
2-naphthyl o-aminobenzoate
2-naphthyl ortho-aminobenzoate
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