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Methyl anthranilate, also known as MA, methyl 2-aminobenzoate, or carbomethoxyaniline, is an ester of anthranilic acid. Its chemical formula is C 8 H 9 NO 2 . It has a strong and fruity grape smell, and one of its key uses is as a flavoring agent.
Anthranilic acid is biosynthesized from chorismic acid by the action of anthranilate synthase. In organisms capable of tryptophan synthesis, anthranilate is a precursor to the amino acid tryptophan via the attachment of phosphoribosyl pyrophosphate to the amine group. After then, cyclization occurs to produce indole.
Anthranilate-based insect repellents include methyl anthranilate, N,N-dimethylanthranilic acid (DMA), ethyl anthranilate (EA), and butyl anthranilate (BA). Chemically, they are esters of anthranilic acid .
methyl 2-(1,3-benzodioxol-5-yl)-3-oxobutanoate MDMA: N-Methylformamide: amphetamine, methamphetamine Organomagnesium halides (Grignard reagents) (e.g. ethylmagnesium bromide and phenylmagnesium bromide) phencyclidine ortho-Toluidine: methaqualone: 2-Phenylethyl bromide: fentanyl: Phenylethanolamine and its salts Phosphorus pentachloride
Methyl anthranilate and other anthranilate-based insect repellents; Metofluthrin; Permethrin is a contact insecticide rather than a repellent; SS220 is a repellent being researched that has shown promise to provide significantly better protection than DEET; Tricyclodecenyl allyl ether, a compound often found in synthetic perfumes [32] [33]
Anthranilate 1,2-dioxygenase (deaminating, decarboxylating) Anthranilate 3-monooxygenase; Anthranilate 3-monooxygenase (deaminating) Anthranilate 3-monooxygenase (FAD) Anthranilate N-benzoyltransferase; Anthranilate N-methyltransferase; Anthranilate phosphoribosyltransferase; Anthranilate synthase; Anthranilate-based insect repellents ...
The purple-skinned Concord grape is the most common grape used for juice in North America due to its durability to its environment and its labrusca flavor that comes from its methyl anthranilate properties. [14] This type of grape can also be used for wines and jelly.
Menthyl anthranilate (meradimate) is a sunscreening agent. It is one of the 17 ingredients approved by the Food and Drug Administration for use in over-the-counter sunscreen products. [ 1 ] [ 2 ] [ 3 ]