55032-39-8

Basic information

• Product Name: 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL-N-BUTYLAMIDE
• Synonyms: 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL-N-BUTYLAMIDE;5-(DIMETHYLAMINO)NAPHTHALENE-1-SULFONYL-N-BUTYLAMIDE;N-butyl-5-dimethylaminonaphthalene-1-sulfonamide
• CAS NO: 55032-39-8
• Molecular Formula: C₁₆H₂₂N₂O₂S
• Molecular Weight: 306.42
• Mol File: 55032-39-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 449.3±37.0 °C(Predicted)
• Appearance: /
• Density: 1.171±0.06 g/cm3(Predicted)
• PKA: 12.05±0.50(Predicted)
• CAS DataBase Reference: 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL-N-BUTYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL-N-BUTYLAMIDE(55032-39-8)
• EPA Substance Registry System: 5-DIMETHYLAMINO-1-NAPHTHALENESULFONYL-N-BUTYLAMIDE(55032-39-8)

Safety Data

• Hazardous Substances Data: 55032-39-8(Hazardous Substances Data)

Upstream product

• 605-65-2 5-(dimethylamino)naphth-1-ylsulfonyl chloride 
• 109-73-9 N-butylamine 

Relevant articles and documents

N-(3-Imidazolyl)propyl dansylamide as a selective Hg2+ sensor in aqueous media through electron transfer

Abstract N-Imidazolylpropyl dansylamide 1 was synthesized for the sensing of metal ions and found to be selective and sensitive toward Hg2+ ions in a PBS-EtOH (1:4, pH = 7.4) solution. The sensing ability of probe 1 was examined by UV-Vis, fluorescence, and 1H NMR spectroscopy. The sensing of Hg2+ exhibited a quenching of emission band at λmax = 515 nm of probe 1, which was associated with quenching of green fluorescence emission under 365 nm illumination. Probe 1 showed a good association constant with Hg2+ (Ka = 6.48 × 104 M-1) with a stoichiometry of 1:1 in PBS-EtOH (1:4, pH = 7.4) having the lowest detection limit of 1 μM for Hg2+; on the other hand, probe 2, which has no imidazole moiety, was not able to detect any metal ion. In the case of probe 1, electrons on the imidazole nitrogen are available for electron transfer (ET), which was responsible for its green emission band that was quenched on addition of Hg2+; this clearly indicates that these electrons were used for the formation of a coordinate bond with Hg2+ and that ET was switched off.

Fluorescence ratiometric selective recognition of Cu2+ ions by dansyl-naphthalimide dyads

(Chemical Equation Presented) Chimeric dyads 1a and 1b based on dansyl and naphthalimide units linked through the polymethylene group were synthesized, and their photophysical and interactions with various metal ions were investigated under different conditions. These dyads showed dual emission centered at around 375 and 525 nm, respectively, due to the locally excited state of the naphthalimide chromophore and energy-transfer-mediated emission (FRET) from the dansylmoiety. When titrated with various metal ions, these systems exhibited unusual selectivity for Cu2+ ions as compared to Na+, Li+, K+, Zn2+, Pb2+, Hg 2+, Co2+, Fe2+, Cd2+, Mg 2+, and Ba2+ ions and signaled the binding event through inhibition of FRET mediated emission at 525 nm with concurrent enhancement in the emission intensity of the naphthalimide chromophore at 375 nm. The uniqueness of these dyads is that they form stable 2:1 stoichiometric complexes involving sulfonamide functionality and act as visual fluorescence ratiometric probes for the selective recognition of Cu2+ ions.

Methods and Compounds for Detection of Medical Disorders

The invention provides methods for detection of medical disorders, associated with cellular oxidative stress, cell degeneration and/or cell death. The invention further relates to compounds comprising a thiol (—SH) group, for detecting cells undergoing ox