A phenyl-substituted p-phenylenediamine
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4-Aminodiphenylamine

Item No. 40726

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-phenyl-1,4-benzenediamine
CAS Number
101-54-2
Synonyms
  • 4-ADPA
  • N-Phenyl-1,4-phenylenediamine
  • N-Phenyl-p-phenylenediamine
  • NSC 3401
  • NSC 37074
  • S 789
Molecular Formula
C12H12N2
Formula Weight
184.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
NC(C=C1)=CC=C1NC2=CC=CC=C2
InChi Code
InChI=1S/C12H12N2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,14H,13H2
InChi Key
ATGUVEKSASEFFO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 g

    $32

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    250 g

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    Cayman Chemical
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    Product Description

    4-Aminodiphenylamine (4-ADPA) is a phenyl-substituted p-phenylenediamine.1 It has been used in the synthesis of biodegradable electroactive hydrogels for increasing the viability of cardiomyocytes via electrical stimulation in vitro and supporting exogenous cardiomyocyte survival in vivo. 4-ADPA is also a starting material in the synthesis, as well as an oxidative degradation product, of the substituted p-phenylenediamine 6-PPD (Item No. 38246).2,3 It has been found as a contaminant in roadway runoff and urban creeks.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cui, H., Liu, Y., Cheng, Y., et al. In vitro study of electroactive tetraaniline-containing thermosensitive hydrogels for cardiac tissue engineering. Biomacromolecules 15(4), 1115-1123 (2014).

    2. Ushmarin, N.F., and Kavun, S.M. New antiozonants for rubber compounds based on oxyalkylated derivatives of 4-aminodiphenylamine. Intern. Polymer Sci. Tech. 44(11), 36-41 (2016).

    3. Zhao, H.N., Hu, X., Tian, Z., et al. Transformation products of tire rubber antioxidant 6PPD in heterogeneous gas-phase ozonation: Identification and environmental occurrence. Environ. Sci. Technol. 57(14), 5621-5632 (2023).