A substituted p-phenylenediamine
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IPPD

Item No. 40725

Technical Information
Formal Name
N1-(1-methylethyl)-N4-phenyl-1,4-benzenediamine
CAS Number
101-72-4
Synonyms
  • p-(Isopropylamino)diphenylamine
  • N-Isopropyl-N'-phenyl-p-phenylenediamine
  • NA 4010
  • NSC 41029
Molecular Formula
C15H18N2
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
CC(C)NC(C=C1)=CC=C1NC2=CC=CC=C2
InChi Code
InChI=1S/C15H18N2/c1-12(2)16-14-8-10-15(11-9-14)17-13-6-4-3-5-7-13/h3-12,16-17H,1-2H3
InChi Key
OUBMGJOQLXMSNT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    IPPD is an aromatic amino antioxidant and antiozonant.1,2 It reduces the activity of superoxide dismutase (SOD) and catalase (CAT) in zebrafish larvae.1 IPPD (300 µg/L) reduces heart rate and induces cardiac malformations in zebrafish embryos, and it reduces the swimming speed of zebrafish larvae when used at concentrations of 2 and 300 µg/L but not 20 µg/L. It has been found in rubber boots, particulate matter 2.5 (PM2.5), wastewater influent, effluent, and biosolids, and human breast milk.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rao, C., Chu, F., Fang, F., et alToxic effects and comparison of common amino antioxidants (AAOs) in the environment on zebrafish: A comprehensive analysis based on cells, embryos, and adult fish. Sci. Total Environ. 924, 171678 (2024).

    2. Huntink, N.M., Datta, R.N., Talma, A., et alOzonolysis of model olefins—efficiency of antiozonants. J. Appl. Polym. Sci. 100, 853–866 (2006).

    3. Ikarashi, Y., and Kaniwa, M. Determination of p-phenylenediamine and related antioxidants in rubber boots by high performance liquid chromatography. Development of an analytical method for N-(1-methylheptyl)-N'-pheny1-p-phenylenediamine. J. Health Sci. 46(6), 467-473 (2000).

    4. Wang, W., Cao, G., Zhang, J., et alBeyond substituted p-phenylenediamine antioxidants: Prevalence of their quinone derivatives in PM2.5. Environ. Sci. Technol. 56(15), 10629-10637 (2022).

    5. Cao, G., Wang, W., Zhang, J., et alOccurrence and fate of substituted p-phenylenediamine-derived quinones in Hong Kong wastewater treatment plants. Environ. Sci. Technol. 57(41), 15635-15643 (2023).

    6. Liang, B., Ge, J., Deng, Q., et alOccurrence of multiple classes of emerging synthetic antioxidants, including p-phenylenediamines, diphenylamines, naphthylamines, macromolecular hindered phenols, and organophosphites, in human milk: Implications for infant exposure. Environ. Sci. Technol. Lett. 11(3), 259–265 (2024).