Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

N8381

Sigma-Aldrich

2-Naphthylamine

powder

Synonym(s):

β-Naphthylamine, 2-Aminonaphthalene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C10H7NH2
CAS Number:
91-59-8
Molecular Weight:
143.19
Beilstein:
3939429
EC Number:
202-080-4
MDL number:
MFCD00004112
UNSPSC Code:
12352103
PubChem Substance ID:
24897863
NACRES:
NA.25

form

powder

bp

306 °C (lit.)

mp

111-113 °C (lit.)

density

1.061 g/mL at 25 °C (lit.)

SMILES string

Nc1ccc2ccccc2c1

InChI

1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2

InChI key

JBIJLHTVPXGSAM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2-Naphthylamine is a bladder carcinogen, which is mainly present in cigarette smoke.

Application

2-Naphthylamine has been used as a substrate for measuring aminopeptidase A and aminopeptidase N activity.

Biochem/physiol Actions

Environmental carcinogen; induces bladder cancer.

Signal Word

Danger

Hazard Statements

H302,H350,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 1A

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Y Yasunaga et al.
Laboratory investigation; a journal of technical methods and pathology, 77(6), 677-684 (1998-01-14)
Epidemiologic studies have revealed an increased risk for development of transitional cell carcinoma (TCC) among dye workers/painters occupationally exposed to aromatic amines such as benzidine, beta-naphthylamine, orthotoluidine, and aniline. In the present study, p53 gene mutations in 26 patients with
Shiho Ohnishi et al.
Japanese journal of cancer research : Gann, 93(7), 736-743 (2002-08-01)
2-Naphthylamine (2-NA), a bladder carcinogen, is contained in cigarette smoke. DNA adduct formation is thought to be a major cause of DNA damage by carcinogenic aromatic amines. We have investigated whether a metabolite of 2-NA, 2-nitroso-1-naphthol (NO-naphthol) causes oxidative DNA
A Fernández-Atucha et al.
Biology of sex differences, 8, 5-5 (2017-02-09)
Serum peptidases, such as angiotensin-converting enzyme (ACE), angiotensin-converting enzyme-2 (ACE2), neutral endopeptidase (NEP), aminopeptidase N (APN), and aminopeptidase A (APA), are important elements of the renin-angiotensin system (RAS). Dysregulation of these enzymes has been associated with hypertension and cardiovascular risk.
Carlos de la Haba et al.
Biochimica et biophysica acta, 1838(1 Pt B), 148-157 (2013-08-21)
Receptor-ligand binding is an essential interaction for biological function. Oxidative stress can modify receptors and/or membrane lipid dynamics, thus altering cell physiological functions. The aim of this study is to analyze how oxidative stress may alter receptor-ligand binding and lipid
Carlos de la Haba et al.
Biochimica et biophysica acta, 1828(2), 357-364 (2012-09-04)
Plasma membrane is one of the preferential targets of reactive oxygen species which cause lipid peroxidation. This process modifies membrane properties such as membrane fluidity, a very important physical feature known to modulate membrane protein localization and function. The aim
View All Related Papers

Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Protocols

US EPA Method 8270 (Appendix IX): GC Analysis of Semivolatiles on Equity®-5 (30 m x 0.25 mm I.D., 0.50 μm)

US EPA Method 8270 (Appendix IX): GC Analysis of Semivolatiles on Equity®-5 (30 m x 0.25 mm I.D., 0.50 μm)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service