Stereochemistry | ACHIRAL |
Molecular Formula | C6H8N2 |
Molecular Weight | 108.1411 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=CC=C(N)C=C1
InChI
InChIKey=CBCKQZAAMUWICA-UHFFFAOYSA-N
InChI=1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2
p-Phenylenediamine is one of the simplest aromatic diamine primarily used as a component of engineering polymers, composites, dye intermediate and as a hair dye. p-Phenylenediamine is easily oxidized, and for this reason derivatives of p-Phenylenediamine are used as antiozonants in the production of rubber products. The substituents, naphthyl, isopropyl etc. affect the effectiveness of their antioxidant roles as well as their properties as skin irritants. Acute (short-term) exposure to high levels of p-phenylenediamine may cause severe dermatitis, eye irritation and asthma, gastritis, renal failure, vertigo, tremors, convulsions, and coma in humans. Eczematoid contact dermatitis may result from chronic (long-term) exposure in humans. In rats and mice chronically exposed to p-phenylenediamine in their diet, depressed body weights, but no other clinical signs of toxicity were observed in several studies. No information is available on the reproductive, developmental, or carcinogenic effects of p-phenylenediamine in humans. EPA has not classified p-phenylenediamine with respect to carcinogenicity.
Originator
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Patents
Sample Use Guides
EPA has calculated a provisional Reference Dose (RfD) of 0.19 milligrams per kilogram body weight per day (mg/kg/d) based on whole body effects in rats.
Route of Administration:
Other
To assess the protective effects of the test compound (p-Phenylenediamine), viability of HT22 cells were determined after exposure to glutamate (5 mM) and varying concentrations of test compound for 24 h. Glutamate (5 mM) reduced viability of HT22 cells to 10% or less after this time.