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Merck
CN

218898

5-(Dimethylamino)-1-naphthalenesulfonamide

99%

Synonym(s):

DNSA, Dansyl amide

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About This Item

Linear Formula:
(CH3)2NC10H6SO2NH2
CAS Number:
1431-39-6
Molecular Weight:
250.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853099
EC Number:
215-854-1
Beilstein/REAXYS Number:
2217203
MDL number:
MFCD00004000

Key Documents

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Product Name

5-(Dimethylamino)-1-naphthalenesulfonamide, 99%

InChI key

TYNBFJJKZPTRKS-UHFFFAOYSA-N

InChI

1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)

SMILES string

CN(C)c1cccc2c(cccc12)S(N)(=O)=O

assay

99%

mp

218-221 °C (lit.)

fluorescence

λex 280 nm; λem 470 nm (bound to carbon anhydrase)
λem 580 in ethanol

functional group

amine

Quality Level

200

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Application

5-(Dimethylamino)-1-naphthalenesulfonamide (DNSA) was used as starting reagent in the synthesis of 2,6-disubstituted pyridines, 6-substituted 2,2′-bipyridines and 6,6′-disubstituted 2,2′-bipyridines. It was also used as fluorescent probe in the determination of concentration of human carbonic anhydrase II-DNSA in solutions.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000406575
0000406575
0000264415
0000264415
0000191949

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Raymond Ziessel et al.
Organic letters, 5(14), 2397-2400 (2003-07-05)
[structure: see text] 2,6-Disubstituted pyridines, 6-substituted 2,2'-bipyridines, and 6,6'-disubstituted 2,2'-bipyridines are readily prepared under mild conditions from 5-(dimethylamino)-1-naphthalenesulfonamide chloride (DANS-Cl) and chloromethyl-nitronyl nitroxide (CH(2)Cl-NIT) starting materials and adequately functionalized building blocks. The syntheses of the pyridine molecules bearing two radicals
Yasmina S N Day et al.
Protein science : a publication of the Protein Society, 11(5), 1017-1025 (2002-04-23)
The binding interactions of small molecules with carbonic anhydrase II were used as model systems to compare the reaction constants determined from surface- and solution-based biophysical methods. Interaction data were collected for two arylsulfonamide compounds, 4-carboxybenzenesulfonamide (CBS) and 5-dimethyl-amino-1-naphthalene-sulfonamide (DNSA)
Konstantinos Kavallieratos et al.
Journal of the American Chemical Society, 127(18), 6514-6515 (2005-05-05)
The (bis)dansylated sulfonamide 1,2-C6H4(NHSO2C10H6-5-N(CH3)2)2 (1) extracted Pb(II) selectively from water into 1,2-dichloroethane via an ion-exchange mechanism and showed fluorescence quenching upon Pb(II) extraction. The distribution ratios for metal extraction (determined by ICP-MS) for Pb(II) were 133-1410 times higher than those
K Yamasaki et al.
Biochimica et biophysica acta, 1432(2), 313-323 (1999-07-17)
The relationship between the two principal ligand binding sites, sites I and II, on human serum albumin (HSA) was quantitatively and qualitatively examined by equilibrium dialysis and fluorescence spectroscopy. Among the three subsite markers to site I, only the binding
Wenying Zhong et al.
Journal of pharmaceutical sciences, 93(4), 1039-1046 (2004-03-05)
SU-118 is a newly synthesized antidiabetic agent and shows the best hypoglycemic effect among a series of analogs. Its binding properties and binding sites located on human serum albumin (HSA) have been studied using UV absorption and fluorescence spectroscopy. The
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