An oxidized derivative of DPPD
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DPPD-Q

Item No. 40826

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-bis(phenylamino)-2,5-cyclohexadiene-1,4-dione
CAS Number
3421-08-7
Synonyms
  • C.I. 56000
  • 2,5-Dianilino-1,4-benzoquinone
  • 2,5-Dianilino-p-benzoquinone
  • 2,5-Dianilino-para-benzoquinone
  • N,N′-Diphenyl-1,4-phenylenediamine quinone
  • N,N′-Diphenyl-p-phenylenediamine quinone
  • N,N′-Diphenyl-para-phenylenediamine quinone
  • NSC 11397
  • NSC 46456
Molecular Formula
C18H14N2O2
Formula Weight
290.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/mlTrifluoroacetic acid: Soluble
SMILES
O=C1C=C(C(C=C1NC2=CC=CC=C2)=O)NC3=CC=CC=C3
InChi Code
InChI=1S/C18H14N2O2/c21-17-12-16(20-14-9-5-2-6-10-14)18(22)11-15(17)19-13-7-3-1-4-8-13/h1-12,19-20H
InChi Key
GETDOINCEIMJDH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    DPPD-Q is an oxidized derivative of the antioxidant and substituted p-phenylenediamine DPPD.1,2,3 It inhibits jack bean urease by 91.4% when used at a concentration of 5 µM.4 DPPD-Q is less toxic to the aquatic bacterium V. fischeri than DPPD (EC50 = 1.76 mg/ml).5 It has been found in tire wear particles and crumb rubber, particulate matter 2.5 (PM2.5), and wastewater influent and effluent.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhao, H.N., Hu, X., Gonzalez, M., et al. Screening p-phenylenediamine antioxidants, their transformation products, and industrial chemical additives in crumb rubber and elastomeric consumer products. Environ. Sci. Technol. 57(7), 2779-2791 (2023).

    2. 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).

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

    4. Nain-Perez, A., Barbosa, L.C.A., Rodríguez-Hernández, D., et al. Antiureolytic activity of substituted 2,5-diaminobenzoquinones. Chem. Biodivers. 16(12), e1900503 (2019).

    5. 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).