U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C8H7N3O2
Molecular Weight 177.1601
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUMINOL

SMILES

NC1=CC=CC2=C1C(=O)NNC2=O

InChI

InChIKey=HWYHZTIRURJOHG-UHFFFAOYSA-N
InChI=1S/C8H7N3O2/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12/h1-3H,9H2,(H,10,12)(H,11,13)

HIDE SMILES / InChI

Description

Luminol (5-amino-2,3-dihydro-1,4-phthalazinedione) is a yellow-colored crystalline solid powder and soluble in most polar organic solvents, but insoluble in water. An alkaline solution of luminol oxidized by oxidizing agents exhibits chemiluminescence. Luminol was first synthesized by Schmitz in 1902, the chemiluminescence property of luminol was first discovered by Albrecht in 1928. Luminol is one of the most widely used chemiluminescent compounds because of its availability and low cost. Luminol-based methods are used in environmental monitoring as biosensors, in the pharmaceutical industry for cellular localization and as biological tracers, and in reporter gene-based assays and several other immunoassays.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Intraperitoneal injection of luminol (5-amino-2,3-dihydro-1,4-phthalazinedione, sodium salt) enables detection of acute inflammation largely mediated by tissue-infiltrating neutrophils. While the animal is still under anesthesia, intraperitoneally (i.p.) inject the luminol solution (10 mg/ml) for acute inflammation imaging. The final dosage is 100 mg/kg for luminol.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Presumptive test for blood: Sodium perborate (3.5 g of Aldrich product number 24,412-0) is added to 500 mL distilled water and thoroughly dissolved. Sodium carbonate (25 g) and luminol (9.5 g) are then added and dissolved. The solution is allowed to stand for five minutes to allow any undissolved chemicals to settle. The solution is then decanted into a plastic spray bottle and is ready to use. It should be applied as a fine mist on the surface to be tested. True bloodstains will luminesce with an even glow that will last for several seconds; for better viewing, the scene should be as dark as possible. It is significant to note that this test is only presumptive, since it is the iron in the heme which catalyzes the oxidation and subsequent light emission. The presence of copper as a contaminant will accelerate oxidation. Try the spray on a freshly cleaned copper penny.