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A89855

Sigma-Aldrich

Anthranilic acid

reagent grade, ≥98%

Synonym(s):

2-AA, 2-Aminobenzoic acid

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About This Item

Linear Formula:
2-(H2N)C6H4CO2H
CAS Number:
118-92-3
Molecular Weight:
137.14
Beilstein:
471803
EC Number:
204-287-5
MDL number:
MFCD00007712
UNSPSC Code:
12352100
PubChem Substance ID:
57653893
NACRES:
NA.21

grade

reagent grade

Quality Level

100

vapor density

4.7 (vs air)

Assay

≥98%

form

powder

mp

144-148 °C (lit.)

functional group

carboxylic acid

SMILES string

Nc1ccccc1C(O)=O

InChI

1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

InChI key

RWZYAGGXGHYGMB-UHFFFAOYSA-N

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General description

Anthranilic acid (2-AA) is an aromatic acid having amino group. It is of medical importance as it plays an important part in generating quinolinic acid in the brain. The crystalline structure of 2-AA has been studied by neutron diffraction. The chemisorption of 2-AA on silver nano-particles have been investigated by Raman and surface-enhanced Raman scattering (SERS) studies.

Application

Anthranilic acid may be used to synthesize 3-imino-2,3-dihydro-4,1-benzoxazepin-5(1H)-one and 9(10H)-acridone.
Used for non-selective, efficient fluorescent labeling of glycans.

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Product No.
Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7353
STBK5971
STBK3441
STBJ8598
STBJ0725

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Interaction of anthranilic acid with silver nanoparticles: A Raman, surface-enhanced Raman scattering and density functional theoretical study.
Chadha R, et al.
Journal of Molecular Structure, 1076, 35-41 (2014)
Generation of 9(10H)-Acridone from Anthranilic Acid.
Ho TL and Jou DG.
J. Chin. Chem. Soc., 48(1), 81-82 (2001)
Cyanomethylation of anthranilic acid.
Mitchell MO and Hurley AR.
Journal of Heterocyclic Chemistry, 40(3), 553-554 (2003)
Anthranilic acid, C7H7NO2, by neutron diffraction.
Brown CJ and Ehrenberg M.
Acta Crystallographica Section C, Crystal Structure Communications, 41(3), 441-443 (1985)
Jun Soma et al.
Nephron, 92(3), 693-698 (2002-10-10)
Tranilast, N-(3,4-dimethoxycinnamoyl) anthranilic acid, suppresses collagen synthesis by various cells, including macrophages and fibroblasts, by interfering with the actions of transforming growth factor-beta 1. We investigated the effect of tranilast on progression of diabetic nephropathy (DN), since this process is
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Protocols

Mass Spectrometry of Glycans

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies.

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