A naphthalene-substituted phenylamine
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N-Phenyl-1-naphthylamine

Item No. 42579

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-phenyl-1-naphthalenamine
CAS Number
90-30-2
Synonyms
  • C.I. 44050
  • α-Naphthylphenylamine
  • NPN
  • NSC 2622
  • PNA
Molecular Formula
C16H13N
Formula Weight
219.3
Purity
≥98%
Emission
405 nm
Excitation
355 nm
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
C1(NC2=CC=CC3=C2C=CC=C3)=CC=CC=C1
InChi Code
InChI=1S/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H
InChi Key
XQVWYOYUZDUNRW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

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    500 g

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    Cayman Chemical
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    Product Description

    N-Phenyl-1-naphthylamine (PNA) is a naphthalene-substituted phenylamine.1 It is toxic to the aquatic bacteria M. aeruginosa (EC50 = 16.62 µM). PNA (500 mg/kg per day) increases serum levels of albumin and bilirubin, decreases blood levels of erythrocytes and hemoglobin, increases liver weight, and induces hepatocyte hypertrophy in male mice.2 It has been found in human breastmilk.3 PNA displays excitation/emission maxima at 355/405 nm, respectively.4 It has been used as a probe in studies assessing membrane permeability in Gram-negative bacteria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cheng, L., He, Y., Tian, Y., et al. Comparative biotoxicity of N-phenyl-1-naphthylamine and N-Phenyl-2-naphthylamine on cyanobacteria Microcystis aeruginosa. Chemosphere 176, 183-191 (2017).

    2. Tanabe, S., Ohara, M., Ito, M., et al. Toxicity in repeated 28-day oral administration of N-phenyl-1-naphthylamine in rats. Fundam. Toxicol. Sci. 4(5), 207-218 (2017).

    3. Liang, B., Ge, J., Deng, Q., et al. Occurrence 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).

    4. Helander, I.M., and Mattila-Sandholm, T. Fluorometric assessment of gram-negative bacterial permeabilization. J. Appl. Microbiol. 88(2), 213-219 (2000).