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Sigma-Aldrich

Dansylhydrazine

98%

Synonym(s):

5-(Dimethylamino)-1-naphthalenesulfonic hydrazide, 5-(Dimethylamino)naphthalene-1-sulfono­hydra­zide, Dns-Hz

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About This Item

Linear Formula:
(CH3)2NC10H6SO2NHNH2
CAS Number:
33008-06-9
Molecular Weight:
265.33
Beilstein:
2868662
EC Number:
251-337-7
MDL number:
MFCD00003986
UNSPSC Code:
12352100
PubChem Substance ID:
24882742
NACRES:
NA.22

Assay

98%

mp

126-130 °C (lit.)

SMILES string

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

InChI

1S/C12H15N3O2S/c1-15(2)11-7-3-6-10-9(11)5-4-8-12(10)18(16,17)14-13/h3-8,14H,13H2,1-2H3

InChI key

KPQYDVAFRDWIBW-UHFFFAOYSA-N

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Application

Dansylhydrazine can exhibit fluorescence, which can be used for the following:
  • monitoring air pollution by detection of the hydrazones formed by acid-catalyzed derivatization of the carbonyl compounds
  • detection of the separated glycoproteins via sodium dodecyl sulfate polyacrylamide gel electrophoresis(SDS-PAGE)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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"Optimizing a dansylhydrazine (DNSH) based method for measuring airborne acrolein and other unsaturated carbonyls"
Herrington J, et al.
Journal of Environmental Monitoring, 7(10), 969- 976 (2005)
"Analytical reliability of carbonyl compound determination using 1, 5-dansylhydrazine-derivatization"
Binding N, et al.
Fresenius Journal of Analytical Chemistry, 362(03), 270-273 (1998)
"Prestaining of glycoproteins in sodium dodecyl sulfate polyacrylamide gels by dansylhydrazine"
Wang Y, et al.
Proteomics, 14(11), 1322-1327 (2014)
Wenbin Zeng et al.
Bioorganic & medicinal chemistry letters, 18(12), 3573-3577 (2008-05-21)
To develop a small molecule-based tracer for in vivo apoptosis imaging, dansylhydrazone (DFNSH) was synthesized in 93% yield in less than 30 min. The biological evaluation showed that DFNSH selectively binds to paclitaxel-induced apoptotic cancer cells. The high magnification fluorescent
M Tillian et al.
Arzneimittel-Forschung, 46(6), 640-642 (1996-06-01)
A selective cytostatic effect is demonstrated for systemic application of the Michael adduct of crotonal (CAS 4170-30-3) with cysteine (CAS 52-90-4). As in earlier studies, our initial model was the Ehrlich ascites tumor (EAT) in mouse. Tablets containing 150 mg
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