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Key Documents

V900601

Sigma-Aldrich

Methyl 2-aminobenzoate

Vetec, reagent grade, 98%

Synonym(s):

Methyl anthranilate

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About This Item

Linear Formula:
2-(H2N)C6H4CO2CH3
CAS Number:
Molecular Weight:
151.16
Beilstein:
606965
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

reagent grade

vapor pressure

1 mmHg ( 20 °C)

product line

Vetec

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.)

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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Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup


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M W Calfee et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(20), 11633-11637 (2001-09-27)
Pseudomonas aeruginosa is an opportunistic pathogen that controls numerous virulence factors through intercellular signals. This bacterium has two quorum-sensing systems (las and rhl), which act through the intercellular signals N-(3-oxododecanoyl)-l-homoserine lactone (3-oxo-C(12)-HSL) and N-butyryl-l-homoserine lactone (C(4)-HSL), respectively. P. aeruginosa also
Huaying Sun et al.
Bioelectromagnetics, 31(2), 150-155 (2009-09-10)
We investigated memory impairment in newly hatched chicks following in ovo exposure to a 50-Hz magnetic field (MF) of 2 mT (60 min/day) on embryonic days 12-18. Isolated and paired chicks were used to test the effect of stress during
Marie E Gibbs et al.
Brain research bulletin, 76(3), 198-207 (2008-05-24)
A one-trial learning task, where chicks learn that a bead of a particular shape and/or colour has a bitter taste (because it has been coated in 100% methyl anthranilate, MeA) and subsequently avoids it on test, has been widely used
Jihong Wang et al.
The Plant journal : for cell and molecular biology, 44(4), 606-619 (2005-11-03)
The biosynthesis of methyl anthranilate, the volatile compound responsible for the distinctive 'foxy' aroma and flavor of the Washington Concord grape (Vitis labrusca), involves an alcohol acyltransferase that catalyzes the formation of methyl anthranilate from anthraniloyl-coenzyme A (CoA) and methanol.
Michael L Kirifides et al.
The Journal of experimental biology, 207(Pt 5), 715-722 (2004-01-30)
Using digital fluorescence imaging, we determined the effects of methyl anthranilate (MA), an avian irritant, and capsaicin (CAP), a mammalian irritant, on intracellular calcium ([Ca(2+)](i)) in chicken trigeminal neurons. Concentration-response functions indicated that the threshold for inducing increases in [Ca(2+)](i)

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