Synonym
C.I. 44050; α-Naphthylphenylamine; NPN; NSC 2622; PNA; N-Phenyl-1-naphthylamine
IUPAC/Chemical Name
N-phenylnaphthalen-1-amine
InChi Key
XQVWYOYUZDUNRW-UHFFFAOYSA-N
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
SMILES Code
C1(NC2=CC=CC3=C2C=CC=C3)=CC=CC=C1
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
219.29
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Cheng L, He Y, Tian Y, Liu B, Zhang Y, Zhou Q, Wu Z. Comparative biotoxicity
of N-Phenyl-1-naphthylamine and N-Phenyl-2-naphthylamine on cyanobacteria
Microcystis aeruginosa. Chemosphere. 2017 Jun;176:183-191. doi:
10.1016/j.chemosphere.2017.02.110. Epub 2017 Feb 24. PMID: 28260658.
2: Colson TL, de Solla SR, Balakrishnan VK, Toito J, Langlois VS.
N-phenyl-1-naphthylamine (PNA) Accumulates in Snapping Turtle (Chelydra
serpentina) Liver Activating the Detoxification Pathway. Bull Environ Contam
Toxicol. 2020 Dec;105(6):813-818. doi: 10.1007/s00128-020-03043-0. Epub 2020 Nov
19. PMID: 33211131; PMCID: PMC7716939.
3: Maniyazagan M, Mohandoss S, Sivakumar K, Stalin T.
N-phenyl-1-naphthylamine/β-cyclodextrin inclusion complex as a new fluorescent
probe for rapid and visual detection of Pd(2+). Spectrochim Acta A Mol Biomol
Spectrosc. 2014 Dec 10;133:73-9. doi: 10.1016/j.saa.2014.04.183. Epub 2014 May
29. PMID: 24929318.
4: Wang HW, Wang D, Dzeng RW. Carcinogenicity of N-phenyl-1-naphthylamine and
N-phenyl-2-naphthylamine in mice. Cancer Res. 1984 Jul;44(7):3098-100. PMID:
6327034.
5: Dow XY, Gao Q, Sperduto JL, Wen X, Thai C, Zhang L, McCoy MA. High-Throughput
Fluorometric Assay For Quantifying Polysorbate In Biopharmaceutical Products
Using Micelle Activated Fluorescence Probe N-Phenyl-1-Naphthylamine. Pharm Res.
2024 Jul;41(7):1455-1473. doi: 10.1007/s11095-024-03723-0. Epub 2024 Jul 2.
PMID: 38955997.
6: Du S, Wang X, Wang R, Lu L, Luo Y, You G, Wu S. Machine-learning-assisted
molecular design of phenylnaphthylamine-type antioxidants. Phys Chem Chem Phys.
2022 Jun 1;24(21):13399-13410. doi: 10.1039/d2cp00083k. PMID: 35608602.
7: Mäntsälä. Binding of the Fluorescent probes 1-anilinonaphthalene-8-sulfonate
and N-phenyl-1-naphthylamine to bacteria. Acta Chem Scand B. 1975;29(7):733-40.
doi: 10.3891/acta.chem.scand.29b-0733. PMID: 811030.
8: Matayoshi ED, Kleinfeld AM. Emission-wavelength-dependent decay of the
fluorescent probe N-phenyl-1-naphthylamine. Biochim Biophys Acta. 1981 Jun
22;644(2):233-43. doi: 10.1016/0005-2736(81)90380-1. PMID: 7196261.
9: Gao YN, Ge FJ, Zhang LP, He Y, Lu ZY, Zhang YY, Liu BY, Zhou QH, Wu ZB.
Enhanced toxicity to the cyanobacterium Microcystis aeruginosa by low-dosage
repeated exposure to the allelochemical N-phenyl-1-naphthylamine. Chemosphere.
2017 May;174:732-738. doi: 10.1016/j.chemosphere.2017.01.102. Epub 2017 Jan 21.
PMID: 28213307.
10: Lapelosa M, Patapoff TW, Zarraga IE. Molecular simulations of micellar
aggregation of polysorbate 20 ester fractions and their interaction with
N-phenyl-1-naphthylamine dye. Biophys Chem. 2016 Jun;213:17-24. doi:
10.1016/j.bpc.2016.03.003. Epub 2016 Apr 4. PMID: 27085143.
