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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:
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.

Signal Word

Warning

Hazard Statements

H302,H317,H373,H410

Hazard Classifications

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

Target Organs

Blood

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV0353
0000286359
0000237396
MKCS8611
MKCQ9154

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Steffen Lippold et al.
Journal of pharmaceutical and biomedical analysis, 132, 24-34 (2016-10-04)
Determination of excipient content in drug formulation is an important aspect of pharmaceutical formulation development and for analytical testing of the formulation. In this study, the influence of polysorbate subspecies, in particular mono- and poly-esters, for determining polysorbate (PS) content
Liisa J Nohynek et al.
Nutrition and cancer, 54(1), 18-32 (2006-06-28)
Antimicrobial activity and mechanisms of phenolic extracts of 12 Nordic berries were studied against selected human pathogenic microbes. The most sensitive bacteria on berry phenolics were Helicobacter pylori and Bacillus cereus. Campylobacter jejuni and Candida albicans were inhibited only with
R N Reusch et al.
Proceedings of the National Academy of Sciences of the United States of America, 85(12), 4176-4180 (1988-06-01)
A poly-beta-hydroxybutyrate complex extracted from the plasma membranes of genetically competent Escherichia coli contained polyhydroxybutyrate:polyphosphate:calcium in molar ratios approximating 1:1:0.5. The chain length of the polyhydroxybutyrate was estimated as 120-200 subunits, and that of the polyphosphate was estimated as 130-170
Sasitorn Chusri et al.
The Journal of antimicrobial chemotherapy, 64(6), 1203-1211 (2009-10-29)
The emergence of antibiotic resistance has seriously diminished antibiotic efficacy and an increasing number of infections are becoming difficult to treat. One approach to the restoration of antibiotic activity is to administer them in conjunction with non-antibiotic compounds that depress
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
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