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250619

Sigma-Aldrich

4-Amino-1-naphthalenesulfonic acid

97%

Synonym(s):

1-Naphthylamine-4-sulfonic acid, Naphthionic acid

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About This Item

Linear Formula:
H2NC10H6SO3H
CAS Number:
84-86-6
Molecular Weight:
223.25
Beilstein:
1971299
EC Number:
201-567-9
MDL number:
MFCD00004027
UNSPSC Code:
12352100
PubChem Substance ID:
24855065
NACRES:
NA.22

Assay

97%

form

powder

mp

≥300 °C (lit.)

solubility

water: very slightly soluble(lit.)

SMILES string

Nc1ccc(c2ccccc12)S(O)(=O)=O

InChI

1S/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)

InChI key

NRZRRZAVMCAKEP-UHFFFAOYSA-N

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General description

4-Amino-1-naphthalenesulfonic acid is a diazo compound. It is also known as Piria′s acid.

Application

4-Amino-1-naphthalenesulfonic acid has potent therapeutic applications. Its sodium salt has been used as non-toxic hemostatic.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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Tracing polar benzene-and naphthalenesulfonates in untreated industrial effluents and water treatment works by ion-pair chromatography-fluorescence and electrospray-mass spectrometry.
Alonso MC and Barcelo D.
Analytica Chimica Acta, 400(1), 211-231 (1999)
I Lindh et al.
Rapid communications in mass spectrometry : RCM, 8(10), 797-803 (1994-10-01)
A series of small peptides has been studied by negative-ion fast-atom bombardment mass spectrometry with collision-induced dissociation. It has been found that by derivatizing peptides with 4-aminonaphthalenesulphonic acid in a peptide linkage at the C-terminus, negative-ion formation can be enhanced
C Juárez-Ramírez et al.
Journal of industrial microbiology & biotechnology, 39(8), 1169-1177 (2012-04-12)
By decolorization of azo dyes, caused by reductive cleavage of the azo linkage, toxic or recalcitrant amines are generated. The present study deals with the effect of the inflowing medium composition (C:N ratio) on the kinetic behavior of a bacterial
Circulating naphthionic acid in nonpregnant and pregnant rats after feeding amaranth.
R F Willes et al.
Toxicology and applied pharmacology, 54(2), 276-284 (1980-06-30)
David E Lefebvre et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 110, 395-401 (2017-11-07)
The chemical amaranth (AM) is permitted as a colouring agent in a variety of foods. Safety was established based on chronic rodent studies. AM and its metabolite naphthionic acid (NA) can be absorbed through the intestine, exposing circulating immune cells
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