A p-phenylenediamine and non-oxidized version of DPPD-Q
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N,N'-Diphenyl-1,4-phenylenediamine

Item No. 40727

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1,N4-diphenyl-1,4-benzenediamine
CAS Number
74-31-7
Synonyms
  • N,N'-Diphenyl-p-phenylenediamine
  • DPPD
  • NSC 5761
Molecular Formula
C18H16N2
Formula Weight
260.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
C1(NC2=CC=C(NC3=CC=CC=C3)C=C2)=CC=CC=C1
InChi Code
InChI=1S/C18H16N2/c1-3-7-15(8-4-1)19-17-11-13-18(14-12-17)20-16-9-5-2-6-10-16/h1-14,19-20H
InChi Key
UTGQNNCQYDRXCH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    50 g

    $43

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    100 g

    $77

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    250 g

    $140

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    500 g

    $258

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    Cayman Chemical
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    Product Description

    N,N'-Diphenyl-1,4-phenylenediamine (DPPD) is a p-phenylenediamine and non-oxidized version of DPPD-Q (Item No. 40826). It is toxic to the aquatic bacterium V. fischeri (EC50 = 0.02 mg/L).1 DPPD (10 µg/L) reduces the viability of HepG2 hepatocellular carcinoma cells.2 It decreases urinary protein levels and serum levels of bilirubin in male rats when administered at a dose of 100 mg/kg per day.3 DPPD (50 and 300 mg/kg per day) increases the time in gestation for female rats when administered to pregnant dams. It has been found in water treatment plant influent, biosolids, and landfill leachates, indoor dust, and in fine particulate matter 2.5 (PM2.5) samples collected in cities and by roadsides.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, W., Chen, Y., Fang, J., et al. Toxicity of substituted p-phenylenediamine antioxidants and their derived novel quinones on aquatic bacterium: Acute effects and mechanistic insights. J. Hazard. Mater. 469:133900, (2024).

    2. Guo, Z., Cheng, Z., Zhang, S., et al. Unexpected exposure risks to emerging aromatic amine antioxidants and p-phenylenediamine quinones to residents: Evidence from external and internal exposure as well as hepatotoxicity evaluation. Environ. Health Online ahead of print, (2024).

    3. Matsumoto, M., Yamaguchi, M., Yoshida, Y., et al. An antioxidant, N,N'-diphenyl-p-phenylenediamine (DPPD), affects labor and delivery in rats: A 28-day repeated dose test and reproduction/developmental toxicity test. Food Chem. Toxicol. 56, 290-296 (2013).

    4. Zhang, Z.-F., Zhang, X., Zhang, X., et al. Diphenylamine antioxidants in wastewater influent, effluent, biosolids and landfill leachate: Contribution to environmental releases. Water Res. 189, 116602 (2021).

    5. Kopin, A.S., Wheeler, M.B., and Leiter, A.B. Secretin: Structure of the precursor and tissue distribution of the mRNA. Proc. Natl. Acad. Sci. USA 87(6), 2299-2303 (1990).

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