2562378-12-3
Chemical Structure
Methyl N-methylanthranilate-d3
- CAS No.: 2562378-12-3
- Formula:C9H8D3NO2
- Molecular Weight:168.21
InChIKey: GVOWHGSUZUUUDR-BMSJAHLVSA-N
SMILES: [2H]C([2H])([2H])OC(C1=C(C=CC=C1)NC)=O
Biological Activity: Methyl N-methylanthranilate-d3 is the deuterated-labeled Methyl N-methylanthranilate (HY-76705). Methyl N-methylanthranilate is an N-alkylated anthranilate with a sweet citrus aroma, which is commonly used in perfume manufacturing. Methyl N-methylanthranilate is the dominant component in the defensive secretion of the millipede Typhloiulus orpheus. Methyl N-methylanthranilate exhibits quorum sensing inhibition and anti-biofilm activity against P. aeruginosa; it interferes with PQS synthesis via competitive inhibition of PqsA, but lacks bactericidal activity. Methyl N-methylanthranilate is sensitive to UVA/sunlight in human skin cells, and generates O2•- through type I photodynamic reactions, leading to lysosomal/mitochondrial damage, double-strand DNA breaks and apoptosis, with potential phototoxicity[1][2][3].
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Methyl N-methylanthranilate-d3 | Methyl N-methylanthranilate-d3 is the deuterated-labeled Methyl N-methylanthranilate (HY-76705). Methyl N-methylanthranilate is an N-alkylated anthranilate with a sweet citrus aroma, which is commonly used in perfume manufacturing. Methyl N-methylanthranilate is the dominant component in the defensive secretion of the millipede Typhloiulus orpheus. Methyl N-methylanthranilate exhibits quorum sensing inhibition and anti-biofilm activity against P. aeruginosa; it interferes with PQS synthesis via competitive inhibition of PqsA, but lacks bactericidal activity. Methyl N-methylanthranilate is sensitive to UVA/sunlight in human skin cells, and generates O2•- through type I photodynamic reactions, leading to lysosomal/mitochondrial damage, double-strand DNA breaks and apoptosis, with potential phototoxicity. | |||||||||||||||||||||
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Methyl N-methylanthranilate (Standard) | ≥98% | Methyl N-methylanthranilate (Standard) is the analytical standard of Methyl N-methylanthranilate. This product is intended for research and analytical applications. Methyl N-methylanthranilate, a terpene, is a pungent compound that can be found in Citrus reticulate Blanco leaves. Methyl N-methylanthranilate has the potential for pain research. | ||||||||||||||||||||
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Methyl N-methylanthranilate | 99.92% | Methyl N-methylanthranilate, a terpene, is a pungent compound that can be found in Citrus reticulate Blanco leaves. Methyl N-methylanthranilate has the potential for pain research. | ||||||||||||||||||||
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References
- [1]. HY-76705-2.pdf
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[2]. Bodner M, et al. Methyl N-methylanthranilate: major compound in the defensive secretion of Typhloiulus orpheus (Diplopoda, Julida). Chemoecology. 2017;27(4):171-175.
- [3]. Chandra S, et al. UVR-induced phototoxicity mechanism of methyl N-methylanthranilate in human keratinocyte cell line. Toxicology in vitro : an international journal published in association with BIBRA. 2022 Apr;80:105322.
