Skip to Content
MilliporeSigma
All Photos(1)

Documents

524794

Sigma-Aldrich

3-Aminophthalimide

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
2518-24-3
Molecular Weight:
162.15
MDL number:
MFCD00041853
UNSPSC Code:
12352100
PubChem Substance ID:
24874444

assay

97%

mp

268.5-273.5 °C (lit.)

SMILES string

Nc1cccc2C(=O)NC(=O)c12

InChI

1S/C8H6N2O2/c9-5-3-1-2-4-6(5)8(12)10-7(4)11/h1-3H,9H2,(H,10,11,12)

InChI key

GQBONCZDJQXPLV-UHFFFAOYSA-N

General description

3-Aminophthalimide (API) is a stable precursor of luminol. API can be prepared by the hydrogenation of 3-nitrophthalimide and methanol in the presence of 10% Pd-C.

Application

3-Aminophthalimide may be used in direct chemiluminescent cellular bioassays. It may also be used in the preparation of 3-bromopthalimide.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Demetra Mavri-Damelin et al.
Bioconjugate chemistry, 20(2), 266-273 (2009-01-15)
We present a labeling system for direct chemiluminescence-based cellular bioassays using the stable pro-chemiluminescent, luminol precursor, 3-aminophthalimide (API). API-coupled reporter molecules are detected chemiluminometrically after treatment with hydrazine, which converts the API label to luminol. API derivatives containing a variety
A Study of the Aminophthalimidoacetic Acids1.
Caswell LR and Atkinson PC.
The Journal of Organic Chemistry, 29(11), 3151-3154 (1964)
177. Chemiluminescent organic compounds. Part VII. Substituted phthalaz-1: 4-diones. Effect of substituents on the luminescent power.
Drew HDK and Garwood RF.
Journal of the Chemical Society, 836-837 (1939)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service