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W268224

Sigma-Aldrich

Methyl anthranilate

natural, ≥98%, FG

Synonym(s):

Methyl 2-aminobenzoate, Methyl anthranilate

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About This Item

Linear Formula:
2-(H2N)C6H4CO2CH3
CAS Number:
Molecular Weight:
151.16
FEMA Number:
2682
Beilstein/REAXYS Number:
606965
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
9.715
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

vapor pressure

1 mmHg ( 20 °C)

assay

≥98%

autoignition temp.

986 °F

refractive index

n20/D 1.582 (lit.)

bp

256 °C (lit.)

mp

24 °C (lit.)

density

1.168 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

grape; musty; fruity; sweet; wine-like

SMILES string

COC(=O)c1ccccc1N

InChI

1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3

InChI key

VAMXMNNIEUEQDV-UHFFFAOYSA-N

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Application


  • Functionalization of seawater reverse osmosis membrane with quorum sensing inhibitor to regulate microbial community and mitigate membrane biofouling.: This study investigates the application of methyl anthranilate as a quorum sensing inhibitor in the functionalization of seawater reverse osmosis membranes. The addition of this compound has shown to effectively regulate microbial community dynamics and mitigate membrane biofouling, offering a promising solution to enhance the efficiency and longevity of water treatment systems (Chen et al., 2024).

  • Methyl N,N-dimethylanthranilate and ethyl propionate: repellents effective against spotted wing drosophila, Drosophila suzukii.: Research demonstrates that methyl anthranilate, when combined with ethyl propionate, serves as an effective repellent against the pest Drosophila suzukii. This finding is crucial for developing environmentally friendly pest management strategies in agriculture (Conroy et al., 2024).

  • Methylanthranilate, a Food Fragrance Attenuates Skin Pigmentation through Downregulation of Melanogenic Enzymes by cAMP Suppression.: This article explores the use of methyl anthranilate in cosmetic formulations, highlighting its efficacy in reducing skin pigmentation by modulating the cellular signaling pathways involved in melanin synthesis. The findings support its potential use in dermatological products aimed at skin lightening and pigmentation correction (Park et al., 2024).

Other Notes

Natural occurrence: Cocoa, coffee, grape, grapefruit, jasmine, lemon, lime, mandarin, strawberry and tangerine.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

262.4 °F - closed cup

flash_point_c

128 °C - closed cup


Certificates of Analysis (COA)

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