Physical Properties:
Appearance: | pale yellow to dark yellow clear liquid to solid (est) |
Assay: | 99.00 to 100.00 %
|
Food Chemicals Codex Listed: | Yes |
Specific Gravity: | 1.16100 to 1.16900 @ 25.00 °C.
|
Pounds per Gallon - (est).: | 9.661 to 9.727
|
Refractive Index: | 1.57900 to 1.59200 @ 20.00 °C.
|
Melting Point: | 23.00 to 24.50 °C. @ 760.00 mm Hg
|
Boiling Point: | 238.00 to 241.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 163.00 to 164.00 °C. @ 50.00 mm Hg
|
Congealing Point: | 23.80 °C.
|
Saponification Value: | 98.00 to 102.00
|
Vapor Pressure: | 0.016000 mm/Hg @ 25.00 °C. (est) |
Vapor Density: | 5.2 ( Air = 1 ) |
Flash Point: | 220.00 °F. TCC ( 104.44 °C. )
|
logP (o/w): | 1.880 |
Shelf Life: | 12.00 month(s) or longer if stored properly. |
Storage: | store in cool, dry place in tightly sealed containers, protected from heat and light. |
Organoleptic Properties:
Odor Type: | fruity |
Odor Strength: | medium |
| fruity grape orangeflower neroli |
Odor Description: at 100.00 %. | fruity grape orangeflower neroli Luebke, William tgsc, (1982) |
| fruity grape musty floral powdery |
Odor Description:
| Fruity, concord grape, musty with a floral powdery nuance Mosciano, Gerard P&F 18, No. 2, 38, (1993) |
| sweet fruity grape musty berry |
Taste Description: at 25.00 ppm. | Sweet, fruity, concord grape, with a musty and berry nuance Mosciano, Gerard P&F 18, No. 2, 38, (1993) |
Substantivity: | 88 Hour(s) |
| |
Cosmetic Information:
Suppliers:
Aceto |
Methyl Anthranilate
|
Advanced Biotech |
METHYL ANTHRANILATE NATURAL EEC
|
Advanced Biotech |
METHYL ANTHRANILATE NATURAL
98% min. Odor: Fruity, Grape |
Alfrebro |
Methyl Anthranilate, Natural
Odor: Fruity Grape Orangeflower Neroli |
Anshul Specialty Molecules |
Methyl Anthranilate
|
Apiscent Labs |
METHYL ANTHRANILATE Natural
|
Astral Extracts |
Methyl Anthranilate
|
Augustus Oils |
Methyl Anthranilate
|
Aurochemicals |
METHYL ANTHRANILATE, Natural
|
Axxence Aromatic |
METHYL ANTHRANILATE Natural
Kosher |
Azelis |
METHYL ANTHRANILATE
|
Bedoukian Research |
METHYL ANTHRANILATE
≥98.0%, FCC, Kosher Odor: Characteristic concord grape, orange blossom aroma Use: A versatile material useful for its resemblance to orange flower. Flavor: sweet fruity Used in a wide variety of flavors including grape, plum, blueberry and cherry. |
Beijing Lys Chemicals |
Methyl anthranilate
|
Bell Flavors & Fragrances |
Methyl Anthranilate
|
Bell Flavors & Fragrances |
Natural Methyl Anthranilate
|
Bell Flavors & Fragrances |
Natural Natural Methyl Anthranilate (EU)
|
Berjé |
Methyl Anthranilate
|
CG Herbals |
Methyl Anthranilate Extra
Odor: Floral, Neroli, Warm, Sweet Use: Extensively used in many types of floral blends such as neroli and orange blossom, as well as in exotic compositions, gardenia, tuberose and jasmine, Methyl Anthranilate imparts warmth, volume and sweetness and is used in all types of perfumery. |
CG Herbals |
Methyl Anthranilate
|
Citrus and Allied Essences |
Methyl Anthranilate (natural)
|
Market Report |
Citrus and Allied Essences |
Methyl Anthranilate Extra FCC
|
Creatingperfume.com |
Methyl Anthranilate
Odor: Floral, Neroli, Warm, Sweet |
De Monchy Aromatics |
Methyl Anthranilate
|
ECSA Chemicals |
Methyl Antranilate
|
Company Profile |
Elan Inc. |
METHYL ANTHRANILATE
(natural), Kosher |
Ernesto Ventós |
METHYL ANTHRANILATE EXTRA
|
Ernesto Ventós |
METHYL ANTHRANILATE WITH BHT
|
Ernesto Ventós |
METHYL ANTHRANILATE
|
Excellentia International |
Methyl Anthranilate Natural
|
ExtraSynthese |
Anthranilic acid methylester (GC) ≥99%
|
For experimental / research use only. |
Fleurchem |
methyl anthranilate natural
|
Fleurchem |
methyl anthranilate
|
Foodchem International |
Methyl Anthranilate
|
Givaudan |
Methyl Anthranilate Extra
Odor: Floral, Neroli, Warm, Sweet Use: Extensively used in many types of floral blends such as neroli and orange blossom, as well as in exotic compositions, gardenia, tuberose and jasmine, Methyl Anthranilate imparts warmth, volume and sweetness and is used in all types of perfumery. |
Global Essence |
Methyl Anthranilate
|
H. Interdonati, Inc. |
Methyl anthranilate Natural, Kosher
|
IFF |
METHYLYL ANTHRANILATE
Odor: Fruity, floral, orange blossom, grape |
Indukern F&F |
METHYL ANTHRANILATE NATURAL
Odor: NEROLI, FLORAL, MEDICINAL |
Indukern F&F |
METHYL ANTHRANILATE
Odor: NEROLI, FLORAL, MEDICINAL |
Kelkar Group |
METHYL ANTHRANILATE
|
Kunshan Sainty |
Methyl Anthranilate, Kosher
|
Kunshan Sainty |
Methyl Anthranilate, Natural
|
Lansdowne Chemicals |
Methyl Anthranilate natural
|
Lansdowne Chemicals |
Methyl Anthranilate
|
Lluch Essence |
METHYL ANTHRANILATE NATURAL
|
Lluch Essence |
METHYL ANTHRANILATE
|
M&U International |
NAT. METHYL ANTHRANILATE
|
Moellhausen |
METHYL ANTHRANILATE 98%
Nature-identical Odor: floreal, flowers of orange, fruity Flavor: fruity, sweet |
Northwestern Extract |
Methyl Anthranilate FCC
|
PCW France |
Methyl Anthranilate
|
Pell Wall Perfumes |
Methyl Anthranilate
|
Penta International |
METHYL ANTHRANILATE, Kosher
|
Penta International |
METHYL ANTHRANILATE, NATURAL, Kosher
|
PerfumersWorld |
Methyl Anthranilate
Odor: grape orangeflower neroli orangeflower sweet fruity tangerine grape-note Musty-fruity Use: Blends-well-with - +Atractylis +Cangerana +Orangeflower +Petitgrain +Nonanal Dimethyl Acetal Anisaldehyde Citrus-notes Gums |
Phoenix Aromas & Essential Oils |
Methyl Anthranilate Natural
|
Phoenix Aromas & Essential Oils |
Methyl Anthranilate
|
Prodasynth |
ANTHRANILATE DE METHYLE
|
Reincke & Fichtner |
Methyl Anthranilate natural
|
Reincke & Fichtner |
Methyl Anthranilate
|
SAFC Global |
Methyl anthranilate natural (US)
≥99%, Halal, Kosher, FG Odor: chocolate; grape; grapefruit; jasmine; lemon; lime; musty; fruity; herbaceous; citrus; floral; strawberry; sweet; coffee; medicinal |
SAFC Global |
Methyl anthranilate
≥98%, FCC, Kosher, FG Odor: chocolate; grape; grapefruit; jasmine; lemon; lime; musty; fruity; herbaceous; citrus; floral; strawberry; sweet; coffee; medicinal |
SRS Aromatics |
METHYL ANTHRANILATE
|
SysKem Chemie |
Methyl Anthranilate
|
Taytonn |
Methyl Anthranilate
|
The Good Scents Company |
methyl anthranilate
Odor: fruity grape orangeflower neroli |
The John D. Walsh Company |
Methyl Anthranilate
|
The Perfumers Apprentice |
Methyl Anthranilate Extra FCC
Odor: Musty, fruity and dry floral odor reminiscent of concord grapes Use: Extensively used in many types of floral blends such as neroli and orange blossom, as well as in exotic compositions, gardenia, tuberose and jasmine, Methyl Anthranilate imparts warmth, volume and sweetness and is used in all types of perfumery. |
Treatt |
Methyl Anthranilate
|
Vigon International |
Methyl Anthranilate Extra BHT Free
|
Vigon International |
Methyl Anthranilate Extra FCC
|
Vigon International |
Methyl Anthranilate Natural
Odor: Floral, Neroli, Warm, Sweet |
Vigon International |
Methyl Anthranilate Pure
|
Vigon International |
Methyl Anthranilate Purified FCC
|
WEN International |
METHYL ANTHRANILATE Natural
|
Safety Information:
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
|
Safety in Use Information:
Category: | flavor and fragrance agents |
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: | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Natural Occurrence in: note
Synonyms:
o- | amino methyl benzoate | 2- | amino-benzoic acid methyl ester | 2- | aminobenzoic acid methyl ester | o- | aminobenzoic acid methyl ester | ortho- | aminobenzoic acid methyl ester | o- | aminomethyl benzoate | ortho- | aminomethyl benzoate | | anthranilic acid methyl ester | | anthranilic acid methylester | | benzoic acid, 2-amino-, methyl ester | 2- | carbomethoxyaniline | o- | carbomethoxyaniline | ortho- | carbomethoxyaniline | 2-( | methoxycarbonyl) aniline | 2-( | methoxycarbonyl)aniline | | methyl 2-aminobenzoate | | methyl aminobenzoate | | methyl anthranilate (natural) | | methyl anthranilate extra | | methyl anthranilate extra BHT free | | methyl anthranilate extra FCC | | methyl anthranilate FCC | | methyl anthranilate natural | | methyl anthranilate natural EEC | | methyl anthranilate purified FCC | | methyl anthranilate, natural | | methyl o-aminobenzoate | | methyl ortho-aminobenzoate | | nevoli oil |
Articles:
Info: | anthranilate derivatives |
PubMed: | Heat and noxious chemical sensor, chicken TRPA1, as a target of bird repellents and identification of its structural determinants by multispecies functional comparison. |
PubMed: | Methyl anthranilate and γ-decalactone inhibit strawberry pathogen growth and Achene Germination. |
PubMed: | Comparative analysis of flower volatiles from nine citrus at three blooming stages. |
PubMed: | Electrochemical preparation of polyaniline-polypyrrole solid-phase microextraction coating and its application in the GC determination of several esters. |
PubMed: | Electrodeposition of poly(3,4-ethylenedioxythiophene) on a stainless steel wire for solid phase microextraction and GC determination of some esters with high boiling points. |
PubMed: | Piracetam, an AMPAkine drug, facilitates memory consolidation in the day-old chick. |
PubMed: | Methyl 2-(thio-phene-2-carboxamido)-benzoate. |
PubMed: | Assessing the effects of three potential chemical repellents to prevent bird damage to corn seeds and seedlings. |
PubMed: | Induced release of a plant-defense volatile 'deceptively' attracts insect vectors to plants infected with a bacterial pathogen. |
PubMed: | Liquid CO2 extraction of Jasminum grandiflorum and comparison with conventional processes. |
PubMed: | Memantine facilitates memory consolidation and reconsolidation in the day-old chick. |
PubMed: | Assessment of the validity of maturity metrics for predicting the volatile composition of Concord grape juice. |
PubMed: | [Study on constituents of essential oil from Lonicera fulvotomentosa in different collected periods]. |
PubMed: | Evaluation of volatiles from two subtropical strawberry cultivars using GC-olfactometry, GC-MS odor activity values, and sensory analysis. |
PubMed: | A novel attractant for Anastrepha ludens (Diptera: Tephritidae) from a Concord grape product. |
PubMed: | Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species. |
PubMed: | Comparison of silica gel modified with three different functional groups with C-18 and styrene-divinylbenzene adsorbents for the analysis of selected volatile flavor compounds. |
PubMed: | A four-enzyme pathway for 3,5-dihydroxy-4-methylanthranilic acid formation and incorporation into the antitumor antibiotic sibiromycin. |
PubMed: | Antiandrogenic activity of anthranilic acid ester derivatives as novel lead structures to inhibit prostate cancer cell proliferation. |
PubMed: | Reconciling sensory cues and varied consequences of avian repellents. |
PubMed: | A solid-phase microextraction gas chromatography/ion trap tandem mass spectrometry method for simultaneous determination of 'foxy smelling compounds' and 3-alkyl-2-methoxypyrazines in grape juice. |
PubMed: | Herbivore-induced SABATH methyltransferases of maize that methylate anthranilic acid using s-adenosyl-L-methionine. |
PubMed: | Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia. |
PubMed: | Different isolation methods for determination of composition of volatiles from Nigella damascena L. seeds. |
PubMed: | Enzymatic, expression and structural divergences among carboxyl O-methyltransferases after gene duplication and speciation in Nicotiana. |
PubMed: | An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state. |
PubMed: | Localized auxin biosynthesis and postembryonic root development in Arabidopsis. |
PubMed: | A comparison of citrus blossom volatiles. |
PubMed: | Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks. |
PubMed: | Reducing honey bee defensive responses and social wasp colonization with methyl anthranilate. |
PubMed: | Synthesis of some novel pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine derivatives bearing 5,6-diphenyl-1,2,4-triazine moiety as potential antimicrobial agents. |
PubMed: | Room-temperature palladium-catalyzed C-H activation: ortho-carbonylation of aniline derivatives. |
PubMed: | 2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate. |
PubMed: | The type 4 phosphodiesterase inhibitors rolipram and YM976 facilitate recall of the weak version of the passive avoidance task in the day-old chick. |
PubMed: | Learning ability of 1-d-old partridges (Alectoris rufa) from eggs laid by hens fed with different n-3 fatty acid concentrations. |
PubMed: | A comparison of protocols for passive and discriminative avoidance learning tasks in the domestic chick. |
PubMed: | Microwave-assisted efficient and convenient synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolines. |
PubMed: | A phosphine-mediated through-space exchange coupling pathway for unpaired electrons in a heterobimetallic lanthanide-transition metal complex. |
PubMed: | Synthesis and antihypertensive activity of novel 3-benzyl-2-substituted-3H-[1,2,4]triazolo[5,1-b]quinazolin-9-ones. |
PubMed: | Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes. |
PubMed: | Astrocytic energy metabolism consolidates memory in young chicks. |
PubMed: | Passive avoidance training decreases synapse density in the hippocampus of the domestic chick. |
PubMed: | Production of natural methyl anthranilate by microbial N-demethylation of N-methyl methyl anthranilate by the topsoil-isolated bacterium Bacillus megaterium. |
PubMed: | The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate. |
PubMed: | Antifungal activity of tuberose absolute and some of its constituents. |
PubMed: | Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects. |
PubMed: | The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes. |
PubMed: | Field capture of northern and western corn rootworm beetles relative to attractant structure and volatility. |
PubMed: | Effects of purinenucleotide analogues on microtubule assembly. |
PubMed: | Facilitation of a weak training experience in the 1-day-old chick using diphenylhydantoin: a pharmacological and biochemical study. |
PubMed: | Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin. |
PubMed: | Facilitation and disruption of memory for the passive avoidance task in the day-old chick using dopamine D1 receptor compounds. |
PubMed: | Conjugate additions of o-iodoanilines and methyl anthranilates to acetylenic sulfones. A new route to quinolones including first syntheses of two alkaloids from the medicinal herb Ruta chalepensis. |
PubMed: | Passive avoidance training enhances cell proliferation in 1-day-old chicks. |
PubMed: | Identification of potent odorants in Chinese jasmine green tea scented with flowers of Jasminum sambac. |
PubMed: | Assessment of strawberry aroma through SPME/GC and ANN methods. Classification and discrimination of varieties. |
PubMed: | Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity. |
PubMed: | Interference with Pseudomonas quinolone signal synthesis inhibits virulence factor expression by Pseudomonas aeruginosa. |
PubMed: | Palatability of bird repellents to Rattus norvegicus. |
PubMed: | Aversion of the feral pigeon and the house sparrow to pellets and sprouts treated with commercial formulations of methyl anthranilate. |
PubMed: | High-performance liquid chromatographic determination of methyl anthranilate, hydroxymethylfurfural and related compounds in honey. |
PubMed: | Dielectric properties of some components of fruit aroma in carbon tetrachloride solution at 298.15 K. |
PubMed: | Influence of packaging on the aroma stability of strawberry syrup during shelf life. |
PubMed: | Liquid chromatographic determination of methyl anthranilate in artificially flavored nonalcoholic beverages. |
PubMed: | Substrate-induced fit of the ATP binding site of cytidine monophosphate kinase from Escherichia coli: time-resolved fluorescence of 3'-anthraniloyl-2'-deoxy-ADP and molecular modeling. |
PubMed: | Determination of methyl anthranilate in food samples by coupling stopped-flow mixing technique and time-resolved luminescence detection. |
PubMed: | Comparison of methyl anthranilate and denatonium benzoate as aversants for learning in chicks. |
PubMed: | Passive avoidance training results in increased responsiveness of voltage- and ligand-gated calcium channels in chick brain synaptoneurosomes. |
PubMed: | Synthesis and evaluation of anthranilic acid-based transthyretin amyloid fibril inhibitors. |
PubMed: | Passive avoidance learning involves alpha2-noradrenergic receptors in a day old chick. |
PubMed: | Relative importance of odour and taste in the one-trial passive avoidance learning bead task. |
PubMed: | Response of domestic chicks to methyl anthranilate odour |
PubMed: | D-cycloserine causes transient enhancement of memory for a weak aversive stimulus in day-old chicks (Gallus domesticus). |
PubMed: | Passive avoidance learning in the day-old chick is modulated by GABAergic agents. |
PubMed: | Partial G protein activation by fluorescent guanine nucleotide analogs. Evidence for a triphosphate-bound but inactive state. |
PubMed: | Electrophysiological correlates of prior training: an in vitro study of an area of the avian brain which is essential for early learning. |
PubMed: | The involvement of dopamine in the striatum in passive avoidance training in the chick. |
PubMed: | Involvement of AMPA receptors in maintenance of memory for a passive avoidance task in day-old domestic chicks (Gallus domesticus). |
PubMed: | Increases in NMDA receptor binding are specifically related to memory formation for a passive avoidance task in the chick: a quantitative autoradiographic study. |
PubMed: | Volatile secretions of old world army antAenictus rotundatus and chemotaxonomic implications of army ant dufour gland chemistry. |
PubMed: | Dendritic spine density in the lobus parolfactorius of the domestic chick is increased 24 h after one-trial passive avoidance training. |
PubMed: | Corticosterone enhances long-term retention in one-day-old chicks trained in a weak passive avoidance learning paradigm. |
PubMed: | Transient benzodiazepine-GABAA receptor increase after a passive avoidance learning in synaptosomal membranes from chick forebrain. |
PubMed: | Tests and refinements of a general structure-activity model for avian repellents. |
PubMed: | Na+,K(+)-ATPase activity in young chicks after taste stimulation. |
PubMed: | Training-induced increases in neuronal activity recorded from the forebrain of the day-old chick are time dependent. |
PubMed: | Nonlethal rodent repellents: Differences in chemical structure and efficacy from nonlethal bird repellent. |
PubMed: | 7-Chlorokynurenate, an antagonist of the glycine binding site on the NMDA receptor, inhibits memory formation in day-old chicks (Gallus domesticus). |
PubMed: | Quantitative autoradiographic demonstration of changes in binding to delta opioid, but not mu or kappa receptors, in chick forebrain 30 minutes after passive avoidance training. |
PubMed: | New quinoline derivatives: synthesis and evaluation for antiinflammatory and analgesic properties--Note II. |
PubMed: | Spatial re-arrangement of the vesicle apparatus in forebrain synapses of chicks 30 min after passive avoidance training. |
PubMed: | Long-term increases in the numerical density of synapses in the chick lobus parolfactorius after passive avoidance training. |
PubMed: | Avoidance of bird repellents by mice (Mus musculus). |
PubMed: | Tryptophan analog resistance mutations in Chlamydomonas reinhardtii. |
PubMed: | Fluorescent N-methylanthranilyl (Mantyl) tag for peptides: its application in subpicomole determination of kinins. |
PubMed: | Role of electronic factors in binding and reduction of azo dyes by hepatic microsomes. |
PubMed: | Quantitative Autoradiographic Demonstration of Changes in Binding to NMDA-sensitive [3H]Glutamate and [3H]MK801, but not [3H]AMPA Receptors in Chick Forebrain 30 min After Passive Avoidance Training. |
PubMed: | Forebrain noradrenaline concentration following weakly reinforced training. |
PubMed: | Possible noradrenergic involvement in training stimulus intensity. |
PubMed: | Cerebral Glycoprotein Synthesis and Long-term Memory Formation in the Chick (Gallus domesticus) Following Passive Avoidance Training Depends on the Nature of the Aversive Stimulus. |
PubMed: | Memory consolidation of weak training experiences by hormonal treatments. |
PubMed: | New quinoline derivatives: synthesis and evaluation for antiinflammatory and analgesic properties--Note I. |
PubMed: | Sex differences in response to the odor of alpha androstenone. |
PubMed: | Chemistry of mandibular and Dufour's gland secretions of ants in genusMyrmecocystus. |
PubMed: | Effect of retraining trials on memory consolidation in weakly reinforced learning. |
PubMed: | Memory formation processes in weakly reinforced learning. |
PubMed: | Alterations in synaptic structure in the paleostriatal complex of the domestic chick, Gallus domesticus, following passive avoidance training. |
PubMed: | Cyclization under mild conditions of anthraniloyl- and N-methyl-anthraniloyl dipeptides. |
PubMed: | Lasting changes in spontaneous multi-unit activity in the chick brain following passive avoidance training. |
PubMed: | CGS 9343B, a novel, potent, and selective inhibitor of calmodulin activity. |
PubMed: | Analysis of anthranilic acid by liquid chromatography. |
PubMed: | Passive avoidance training increases fucose incorporation into glycoproteins in chick forebrain slices in vitro. |
PubMed: | Prostaglandin anthrylmethyl ester: a membrane-permeant fluorescent analogue of prostaglandin with enhanced cell growth inhibitory activity. |
PubMed: | Human (Homo sapiens) responses to the pig (Sus scrofa) sex pheromone 5 alpha-androst-16-en-3-one. |
PubMed: | Sensitive fluorographic detection of 3H and 14C on chromatograms using methyl anthranilate as a scintillant. |
PubMed: | Characterization of impurities in commercial lots of sodium saccharin produced by the Sherwin-Williams process. I. Chemistry. |
PubMed: | Studies on bacterial chemotaxis. III. Effect of methyl esters on the chemotactic response of Escherichia coli. |
PubMed: | Kidney and liver tumors in rats from 4,4'-methylene bis (2-carbomethoxyaniline). |
PubMed: | The hydrolysis of flavouring esters by artificial gastrointestinal juices and rat tissue preparations. |
PubMed: | A fluorescence detector for high-pressure liquid chromatography. |
PubMed: | [Reaction of furfural with methyl anthranilate and methyl 2-aminonicotinate (author's transl)]. |
PubMed: | Media dependence of commitment in Bacillus subtilis. |
PubMed: | Initiation of spore germination in Bacillus subtilis: relationship to inhibition of L-alanine metabolism. |
PubMed: | Caste-specific compounds in male carpenter ants. |
PubMed: | Acute and short-term toxicity of methyl-N-methyl anthranilate in rats. |
PubMed: | Methyl anthranilate, an inhibitor for thegermination of spores of aerobic bacilli. |
PubMed: | [Research on methyl anthranilate in Spanish honey from orange flower by thin-layer chromatography]. |
PubMed: | Assessment of the validity of maturity metrics for predicting the volatile composition of Concord grape juice. |
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click on the picture(s) below to interact with the 3D model |
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Soluble in: |
| alcohol | | dipropylene glycol | | fixed oils | | propylene glycol | | water, 2850 mg/L @ 25 °C (exp) |
Insoluble in: |
| paraffin oil | | glycerin | | water |
Stability: |
| alcoholic lotion | | antiperspirant | | deo stick | | detergent perborate | | fabric softener | | liquid detergent | | shampoo | | soap |
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