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134-20-3,MFCD00007710
Catalog No.:AA00355R

134-20-3 | Methyl Anthranilate

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00355R
Chemical Name:
Methyl Anthranilate
CAS Number:
134-20-3
Molecular Formula:
C8H9NO2
Molecular Weight:
151.1626
MDL Number:
MFCD00007710
SMILES:
COC(=O)c1ccccc1N
NSC Number:
3109
FEMA Number:
2682
Properties
Properties
 
BP:
256°C at 760 mmHg  
Form:
Liquid  
MP:
24 °C  
Refractive Index:
n20/D 1.582(lit.)  
Solubility:
alcohol: freely soluble(lit.)  
Stability:
Air Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
147  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
1.9  

Literature

Title: Methyl 2-(thio-phene-2-carboxamido)-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20120601

Title: Memantine facilitates memory consolidation and reconsolidation in the day-old chick.

Journal: Neurobiology of learning and memory 20120501

Title: Assessment of the validity of maturity metrics for predicting the volatile composition of Concord grape juice.

Journal: Journal of food science 20120301

Title: Induced release of a plant-defense volatile 'deceptively' attracts insect vectors to plants infected with a bacterial pathogen.

Journal: PLoS pathogens 20120301

Title: Liquid CO2 extraction of Jasminum grandiflorum and comparison with conventional processes.

Journal: Natural product communications 20120101

Title: Functional analysis of general odorant binding protein 2 from the meadow moth, Loxostege sticticalis L. (Lepidoptera: Pyralidae).

Journal: PloS one 20120101

Title: Chemical Composition, Toxicity and Vasodilatation Effect of the Flowers Extract of Jasminum sambac (L.) Ait. 'G. Duke of Tuscany'.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Evaluation of volatiles from two subtropical strawberry cultivars using GC-olfactometry, GC-MS odor activity values, and sensory analysis.

Journal: Journal of agricultural and food chemistry 20111214

Title: Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species.

Journal: Journal of agricultural and food chemistry 20111012

Title: 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.

Journal: Analytica chimica acta 20110805

Title: A novel attractant for Anastrepha ludens (Diptera: Tephritidae) from a Concord grape product.

Journal: Journal of economic entomology 20110801

Title: [Study on constituents of essential oil from Lonicera fulvotomentosa in different collected periods].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110801

Title: A four-enzyme pathway for 3,5-dihydroxy-4-methylanthranilic acid formation and incorporation into the antitumor antibiotic sibiromycin.

Journal: Biochemistry 20110628

Title: Antiandrogenic activity of anthranilic acid ester derivatives as novel lead structures to inhibit prostate cancer cell proliferation.

Journal: Chemical biology & drug design 20110601

Title: Methyl 2-(4-acetamido-benzene-sulfon-amido)-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20110401

Title: Reconciling sensory cues and varied consequences of avian repellents.

Journal: Physiology & behavior 20110201

Title: New noncovalent inhibitors of penicillin-binding proteins from penicillin-resistant bacteria.

Journal: PloS one 20110101

Title: Use of essential oils to inhibit alicyclobacillus acidoterrestris: a short overview of the literature.

Journal: Frontiers in microbiology 20110101

Title: Methyl 2-(methylthio)benzoate: a sex attractant for the June beetles, Phyllophaga tristis and P. apicata.

Journal: Journal of insect science (Online) 20110101

Title: Volatile compounds in honey: a review on their involvement in aroma, botanical origin determination and potential biomedical activities.

Journal: International journal of molecular sciences 20110101

Title: Methyl 2-(4-chloro-benzamido)-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20101201

Title: Herbivore-induced SABATH methyltransferases of maize that methylate anthranilic acid using s-adenosyl-L-methionine.

Journal: Plant physiology 20100801

Title: Methyl 2-benzene-sulfonamido-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20100801

Title: 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.

Journal: Rapid communications in mass spectrometry : RCM 20100730

Title: Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia.

Journal: Natural product research 20100501

Title: Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks.

Journal: Bioelectromagnetics 20100201

Title: Enzymatic, expression and structural divergences among carboxyl O-methyltransferases after gene duplication and speciation in Nicotiana.

Journal: Plant molecular biology 20100201

Title: Methyl 2-(p-toluene-sulfonamido)benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20100201

Title: A tritrophic signal that attracts parasitoids to host-damaged plants withstands disruption by non-host herbivores.

Journal: BMC plant biology 20100101

Title: Semantic knowledge influences prewired hedonic responses to odors.

Journal: PloS one 20100101

Title: An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state.

Journal: Carbohydrate research 20091214

Title: 2-Carboxy-anilinium bromide monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: 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.

Journal: European journal of medicinal chemistry 20091101

Title: Different isolation methods for determination of composition of volatiles from Nigella damascena L. seeds.

Journal: Natural product communications 20091101

Title: Field attractants for Pachnoda interrupta selected by means of GC-EAD and single sensillum screening.

Journal: Journal of chemical ecology 20090901

Title: 2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate.

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: Reducing honey bee defensive responses and social wasp colonization with methyl anthranilate.

Journal: Journal of medical entomology 20090701

Title: The type 4 phosphodiesterase inhibitors rolipram and YM976 facilitate recall of the weak version of the passive avoidance task in the day-old chick.

Journal: Pharmacology, biochemistry, and behavior 20090401

Title: Room-temperature palladium-catalyzed C-H activation: ortho-carbonylation of aniline derivatives.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: A comparison of citrus blossom volatiles.

Journal: Phytochemistry 20090101

Title: A comparison of protocols for passive and discriminative avoidance learning tasks in the domestic chick.

Journal: Brain research bulletin 20080615

Title: Methyl 2-(N-ethyl-methane-sulfonamido)benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Microwave-assisted efficient and convenient synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolines.

Journal: Journal of combinatorial chemistry 20080101

Title: Antibacterial potential assessment of jasmine essential oil against e. Coli.

Journal: Indian journal of pharmaceutical sciences 20080101

Title: Cytotoxic metabolites from the wood-decayed fungus Xylaria sp. BCC 9653.

Journal: Chemical & pharmaceutical bulletin 20071101

Title: 4-pyridyl carbonyl and related compounds as thrips lures: effectiveness for onion thrips and new zealand flower thrips in field experiments.

Journal: Journal of agricultural and food chemistry 20070725

Title: Synthesis and antihypertensive activity of novel 3-benzyl-2-substituted-3H-[1,2,4]triazolo[5,1-b]quinazolin-9-ones.

Journal: Bioorganic & medicinal chemistry 20070515

Title: Antimicrobial Study of Newly Synthesized Lanthanide(III) Complexes of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one.

Journal: Metal-based drugs 20070101

Title: Passive avoidance training decreases synapse density in the hippocampus of the domestic chick.

Journal: The European journal of neuroscience 20060201

Title: Production of natural methyl anthranilate by microbial N-demethylation of N-methyl methyl anthranilate by the topsoil-isolated bacterium Bacillus megaterium.

Journal: Journal of agricultural and food chemistry 20051130

Title: The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.

Journal: The Plant journal : for cell and molecular biology 20051101

Title: Antifungal activity of tuberose absolute and some of its constituents.

Journal: Phytotherapy research : PTR 20050501

Title: Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects.

Journal: Journal of chemical ecology 20050301

Title: The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.

Journal: Journal of agricultural and food chemistry 20050126

Title: Field capture of northern and western corn rootworm beetles relative to attractant structure and volatility.

Journal: Journal of chemical ecology 20040901

Title: Facilitation of a weak training experience in the 1-day-old chick using diphenylhydantoin: a pharmacological and biochemical study.

Journal: Pharmacology, biochemistry, and behavior 20040401

Title: Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin.

Journal: The Journal of experimental biology 20040201

Title: 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.

Journal: The Journal of organic chemistry 20030321

Title: Passive avoidance training enhances cell proliferation in 1-day-old chicks.

Journal: The European journal of neuroscience 20021001

Title: Identification of potent odorants in Chinese jasmine green tea scented with flowers of Jasminum sambac.

Journal: Journal of agricultural and food chemistry 20020814

Title: Assessment of strawberry aroma through SPME/GC and ANN methods. Classification and discrimination of varieties.

Journal: Journal of agricultural and food chemistry 20020522

Title: Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity.

Journal: Journal of inorganic biochemistry 20020410

Title: Palatability of bird repellents to Rattus norvegicus.

Journal: Pest management science 20010701

Title: High-performance liquid chromatographic determination of methyl anthranilate, hydroxymethylfurfural and related compounds in honey.

Journal: Journal of chromatography. A 20010511

Title: Influence of packaging on the aroma stability of strawberry syrup during shelf life.

Journal: Journal of agricultural and food chemistry 20010501

Title: Aversion of the feral pigeon and the house sparrow to pellets and sprouts treated with commercial formulations of methyl anthranilate.

Journal: Pest management science 20010301

Title: Liquid chromatographic determination of methyl anthranilate in artificially flavored nonalcoholic beverages.

Journal: Journal of AOAC International 20010101

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