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104043

Sigma-Aldrich

N-Phenyl-1-naphthylamine

reagent grade, 98%

Synonym(s):

1-(N-phenylamino)naphthalene, N-(1-Naphthyl)aniline, NPN

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About This Item

Linear Formula:
C10H7NHC6H5
CAS Number:
90-30-2
Molecular Weight:
219.28
Beilstein/REAXYS Number:
2211174
EC Number:
201-983-0
MDL number:
MFCD00003878
UNSPSC Code:
12352100
PubChem Substance ID:
57646802
NACRES:
NA.22

grade

reagent grade

Quality Level

100

assay

98%

form

solid

bp

226 °C/15 mmHg (lit.)

mp

60-62 °C (lit.)

λmax

252 nm

SMILES string

N(c1ccccc1)c2cccc3ccccc23

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

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Application

N-Phenyl-1-naphthylamine can be used as fluorescent probe for the determination of critical micelle concentration of surfactants. N-Phenyl-1-naphthylamine was used in a method for determination of the concentration of organolithium and organomagnesium reagents. N-Phenyl-1-naphthylamine was used as hydrophobic probe to study the phase transitions of membrane lipids in whole cells .

Biochem/physiol Actions

N-Phenyl-1-naphthylamine turns fluorescent after binding to hydrophobic regions of cell membranes.

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B - STOT RE 2

target_organs

Blood

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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International journal of molecular sciences, 19(2) (2018-02-01)
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G M Halliday et al.
Journal of immunological methods, 28(3-4), 381-390 (1979-01-01)
N-phenyl-1-naphthylamine (NPN) becomes fluorescent after binding to hydrophobic regions of cell membranes. Rat and mouse lymphoid cell suspensions stained with NPN showed changes in fluorescence emission 30 min after stimulation with mitogen or antigen, detected by microfluorimetry. Incubation of NPN-labelled
Determination of the critical micelle concentration of surfactants using the fluorescent probe N-phenyl-1-naphthylamine.
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The Journal of Organic Chemistry, 46(1), 219-220 (1981)
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