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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:
Molecular Weight:
137.14
Beilstein:
471803
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

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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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A89855-25KG:
A89855-500G:
A89855-100G:
A89855-25G:
A89855-5MG:
A89855-VAR:
A89855-2KG:
A89855-BULK:


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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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