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dimethyl anthranilate
General Material Information
| Preferred name | dimethyl anthranilate |
| Trivial Name | Methyl N-methylanthranilate |
| Short Description | methyl N-methylanthranilate |
| Formula | C9 H11 N O2 |
| CAS Number | 85-91-6 |
| FEMA Number | 2718 |
| ECHA Number | 201-642-6 |
| FDA UNII | 5Z37T562P9 |
| Nikkaji Number | J2.411B |
| Beilstein Number | 0607217 |
| MDL | MFCD00017183 |
| COE Number | 756 |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| JECFA Food Flavoring | 1545 methyl N-methylanthranilate |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 85-91-6 ; METHYL N-METHYLANTHRANILATE |
| Synonyms |
|
US / EU / FDA / JECFA / FEMA / Scholar / Patents
| 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 |
Literature & References
| methyl 2-methylaminobenzoate | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 85-91-6 |
| Pubchem (cid): | 6826 |
| Pubchem (sid): | 134970606 |
| Pherobase: | View |
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): | HMDB34169 |
| FooDB: | FDB012455 |
| Export Tariff Code: | 2922.49.1000 |
| Typical G.C. | |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
Suppliers
PhysChem Properties
| Material listed in food chemical codex | Yes |
| Molecular weight | 165.19206237793 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 9.361 to 9.403 |
| Refractive Index | 1.579 to 1.581 @ 20 °C |
| Melting Point | 17 to 19°C @ 760 mm Hg |
| Boiling Point | 255 to 256°C @ 760 mm Hg |
| Boiling Point | 130 to 131°C @ 13 mm Hg |
| Acid Value | 1 max KOH/g |
| Vapor Pressure | 0.007 mmHg @ 25 °C |
| Vapor Density | 1 |
| Flash Point TCC Value | 110 °C TCC |
| logP (o/w) | 2.531 est |
| Shelf life | 24 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 |
| water, 475 mg/L @ 20 °C (exp) | Yes |
| glycerin | No |
| Stability | |
| bath foam | Unspecified |
| cream | Unspecified |
| hair spray | Unspecified |
| lotion | Unspecified |
| powder | Unspecified |
| shampoo | Unspecified |
| soap | Unspecified |
Organoleptic Properties
| Odor Type: Floral | |
| fruity, musty, sweet, neroli, powdery, phenolic, winey, grape skin, clean, fresh, floral | |
| Odor strength | medium |
| Substantivity | 48 hour(s) at 100.00 % |
| Luebke, William tgsc, (1987) | At 100.00 %. fruity musty sweet neroli powdery phenolic wine |
| Mosciano, Gerard P&F 16, No. 1, 31, (1991) | Sweet, fruity anthranilate-like with a clean fresh floral nuance |
| Flavor Type: Fruity | |
| fruity, grape skin, woody, floral | |
| Mosciano, Gerard P&F 16, No. 1, 31, (1991) | At 10.00 ppm. Fruity grape skin, anthranilate-like with a woody and floral nuance |
| Used in concord grape, green apple, cherry and dried fruit (raisin, prune) flavors for pitty woody notes. | Fruity grape |
| General comment | Musty fruity grape berry citrus mandarin |
Occurrences
| (data available) |
Potential Uses
| Applications | |
| Odor purposes | Acacia, Amber, Apple green apple, Apricot, Berry, Blackberry, Cherry, Citrus, Cranberry, Currant, Fern, Floral, Gooseberry, Grape, Heather, Honey, Huckleberry, Hyacinth, Jasmin, Jonquil, Linden flower, Mandarin, Mimosa, Mulberry, Neroli, Orange blossom, Oriental, Peach, Petitgrain mandarin oil replacer, Petitgrain orange petitgrain, Petitgrain tangerine petitgrain, Plum, Raspberry, Root beer, Rue, Strawberry, Tangerine, Tuberose, Wintergreen, Wisteria |
| Flavoring purposes | Beer birch beer, Fruit punch, Petitgrain mandarin oil replacer, Petitgrain tangerine petitgrain, Rue, Sarsaparilla, Tea |
| Other purposes | Cabochard, Cinq fleurs forvil, Enhancer, Lux beauty shower soap |
Safety Information
Safety information
| Preferred SDS: View | |
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
| R 36/38 - Irritating to skin and eyes. R 42 - May cause sensitisation by inhalation. R 42/43 - May cause sensitization by inhalation and skin contact. R 43 - May cause sensitisation by skin contact. S 02 - Keep out of the reach of children. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing. | |
| 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 | |
| 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 | |
| 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. 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. 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 3380 mg/kg BEHAVIORAL: ANALGESIA BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Food and Cosmetics Toxicology. Vol. 8, Pg. 359, 1970. intravenous-mouse LD50 180 mg/kg U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07000 | |
| Dermal Toxicity: | |
| skin-rabbit LD50 5000 mg/kg U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07000 | |
| Inhalation Toxicity: | |
| Not determined | |
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: | |||
| Phototoxicity and potential for nitrosam | |||
| IFRA fragrance material specification: | |||
| For applications on areas of the skin exposed to sunlight, excluding bath preparations, soaps and other wash-off products, limit to 10% in the finished cosmetic product. Based on the phototoxic potential and on the observed no-effect level of approximately 2 mg/cm2 of the hairless mouse (Food and Chemical Toxicology 17, 273 (1979)). 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. | |||
| View the IFRA Standard | |||
| View IFRA Standards Library for complete information. | |||
| Please review Amendment 49 IFRA documentation for complete information. | |||
| IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%): | |||
| Category 1: Products applied to the lips | |||
| 0.10 % | |||
| Category 2: Products applied to the axillae | |||
| 0.10 % | |||
| Category 3: Products applied to the face/body using fingertips | |||
| 0.10 % | |||
| Category 4: Products related to fine fragrance | |||
| 0.10 % | |||
| Category 5: Products applied to the face and body using the hands (palms), primarily leave-on | |||
| Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on | |||
| 0.10 % | |||
| Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on | |||
| 0.10 % | |||
| Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on | |||
| 0.10 % | |||
| Category 5D: Baby Creams, baby Oils and baby talc | |||
| 0.10 % | |||
| Category 6: Products with oral and lip exposure | |||
| 0.10 % | |||
| Category 7: Products applied to the hair with some hand contact | |||
| Category 7A: Rinse-off products applied to the hair with some hand contact | |||
| No Restriction % | |||
| Category 7B: Leave-on products applied to the hair with some hand contact | |||
| 0.10 % | |||
| Category 8: Products with significant anogenital exposure | |||
| 0.10 % | |||
| Category 9: Products with body and hand exposure, primarily rinse off | |||
| No Restriction % | |||
| Category 10: Household care products with mostly hand contact | |||
| Category 10A: Household care excluding aerosol products (excluding aerosol/spray products) | |||
| No Restriction % | |||
| Category 10B: Household aerosol/spray products | |||
| 0.10 % | |||
| Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate | |||
| Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure | |||
| No Restriction % | |||
| Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure | |||
| 0.10 % | |||
| Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin | |||
| No Restriction | |||
| Notes: | |||
| IFRA FLAVOR REQUIREMENTS: | |||
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 51.00 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 120.00 (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 | |||
| Click here to view publication 3 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 17.00000 | |
| beverages(nonalcoholic): | - | 5.10000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 5.00000 | |
| fruit ices: | - | 5.00000 | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 18.00000 | |
| imitation dairy: | - | - | |
| instant coffee / tea: | - | - | |
| jams / jellies: | - | 4.00000 | |
| 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: | - | - | |
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 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):85-91-6 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :6826 |
| National Institute of Allergy and Infectious Diseases:Data |
| SCCNFP:opinion |
| WGK Germany:1 |
| methyl 2-methylaminobenzoate |
| Chemidplus:0000085916 |
| RTECS:CB3500000 for cas# 85-91-6 |