isobutyl methyl anthranilate
isobutyl N-methylanthranilate
 
Notes:
Possible flavour ingredient; reported in food additive surveys
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      65505-24-0 isoButyl 2-(methylamino)benzoate 95%
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
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      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      Product(s):
      09-43990 ISOBUTYL-N-METHYL ANTHRANILATE
       
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CAS Number: 65505-24-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 265-798-7
FDA UNII: IO2PZH1T3A
Nikkaji Web: J307.422F
CoE Number: 649
XlogP3-AA: 3.60 (est)
Molecular Weight: 207.27289000
Formula: C12 H17 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: 1548  isobutyl N-methylanthranilate
DG SANTE Food Flavourings: 09.769  isobutyl N-methylanthranilate
FEMA Number: 4149 isobutyl N-methylanthranilate
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):65505-24-0 ; ISOBUTYL N-METHYLANTHRANILATE
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Physical Properties:
Appearance: pale yellow solid (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 70.00 °C. @ 760.00 mm Hg
Boiling Point: 296.00 to  297.00 °C. @ 760.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.001000 mmHg @ 25.00 °C. (est)
Flash Point: 272.00 °F. TCC ( 133.33 °C. )
logP (o/w): 4.078 (est)
Soluble in:
 alcohol
 water, very slightly
 water, 10.15 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: fruity
 
 fruity  grapefruit  grape  
Odor Description:
at 100.00 %. 
fruity grapefruit grape
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
BOC Sciences
For experimental / research use only.
isoButyl 2-(methylamino)benzoate 95%
Jalor-Chem
For experimental / research use only.
IsoButyl 2-(methylamino)benzoate
Parchem
isobutyl methyl anthranilate
Penta International
ISOBUTYL-N-METHYL ANTHRANILATE
Seqens
isoButyl Methyl Anthranilate
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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
IFRA Critical Effect: Potential of nitrosamine formation
IFRA fragrance material specification:
 The material has been identified for having the potential of forming nitrosamines in nitrosating systems. Downstream users therefore have to be notified of the presence of the material and its potential to be able to consider adequate protective measures.
IFRA: View Standard
Recommendation for isobutyl methyl anthranilate usage levels up to:
  3.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.06 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.09 (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
Chewing gum (05.0): --
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
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 65505-24-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 522171
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-methylpropyl 2-(methylamino)benzoate
Chemidplus: 0065505240
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References:
 2-methylpropyl 2-(methylamino)benzoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 65505-24-0
Pubchem (cid): 522171
Pubchem (sid): 135267700
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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
HMDB (The Human Metabolome Database): HMDB37697
FooDB: FDB016825
Export Tariff Code: 2922.49.3800
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
aldehydic
 tridecanalFL/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
5-mercapto-5-methyl-3-hexanoneFL/FR
 myrmac aldehydeFR
(+)-nootkatoneFL/FR
 petitgrain mandarin oil replacerFL/FR
 rhubafuranFR
alpha-terpinyl methyl etherFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
ethereal
2-methyl valeraldehydeFL/FR
floral
 cassis oxime 10%FR
2,4-dimethyl cyclohexyl methyl acetateFR
 ethyl anthranilateFL/FR
 gardenia amideFR
 gardenia decaloneFR
 gardenia pentyl acetateFR
 magnolia indeneFR
 neryl acetateFL/FR
 peony acetonitrileFR
 petitgrain mandarin oilFL/FR
fruity
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
 cyclohexyl anthranilateFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 grape butyrateFL/FR
 grapefruit acetalFR
(Z)-3-hexen-1-yl anthranilateFL/FR
 methyl anthranilateFL/FR
 methyl formyl anthranilateFL/FR
green
4-mercapto-5-nonanone 
herbal
6-acetoxydihydrotheaspiraneFL/FR
3-octyl acetateFL/FR
sulfurous
 ethyl 3-mercaptopropionateFL/FR
 grapefruit menthaneFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
 cinnamyl anthranilate 
 curacao peel oilFL/FR
 dihydronootkatoneFL
 ethyl 3-mercaptopropionateFL/FR
4-mercapto-4-methyl-2-pentanolFL
5-mercapto-5-methyl-3-hexanoneFL/FR
4-mercapto-5-nonanone 
 methyl formyl anthranilateFL/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
(+)-nootkatoneFL/FR
 petitgrain mandarin oilFL/FR
 petitgrain mandarin oil replacerFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
earthy
(±)-2-mercapto-5-methylheptan-4-oneFL
fatty
(E,E)-2,4-dodecadienalFL
floral
(Z)-3-hexen-1-yl anthranilateFL/FR
 neryl acetateFL/FR
fruity
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
 cyclohexyl anthranilateFL/FR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl anthranilateFL/FR
 furfuryl butyrateFL
 methyl anthranilateFL/FR
green
 grape butyrateFL/FR
3-octyl acetateFL/FR
sulfurous
 grapefruit menthaneFL/FR
vegetable
2-methyl valeraldehydeFL/FR
waxy
 tridecanalFL/FR
woody
alpha-terpinyl methyl etherFL/FR
 
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Potential Uses:
 fruitFR
 grapeFR
 grapefruitFR
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 benzoic acid, 2-(methylamino)-, 2-methylpropyl ester
isobutyl 2-(methyl amino) benzoate
isobutyl 2-(methylamino)benzoate
isobutyl 2-N-methylaminobenzoate
isobutyl methyl aminobenzoate
isobutyl methyl anthranilate
isobutyl N-methyl anthranilate
isobutyl N-methylanthranilate
2-methyl propyl 2-(methyl amino) benzoate
2-methyl propyl 2-N-methyl aminobenzoate
2-methylpropyl 2-(methylamino)benzoate
2-methylpropyl 2-methylaminobenzoate
2-methylpropyl 2-N-methylaminobenzoate
2-methylpropyl N-methyl-2-aminobenzoate
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