5043-05-0

Basic information

• Product Name: 2-Naphthalenecarboxylic acid, 6-(dimethylamino)-
• CAS NO: 5043-05-0
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Mol File: 5043-05-0.mol

Chemical Properties

• CAS DataBase Reference: 2-Naphthalenecarboxylic acid, 6-(dimethylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthalenecarboxylic acid, 6-(dimethylamino)-(5043-05-0)
• EPA Substance Registry System: 2-Naphthalenecarboxylic acid, 6-(dimethylamino)-(5043-05-0)

Safety Data

• Hazardous Substances Data: 5043-05-0(Hazardous Substances Data)

Usage

Uses

Used in Medical and Research Applications:
2-Naphthalenecarboxylic acid, 6-(dimethylamino)-, is used as a fluorescent dye in medical and research applications due to its ability to emit light when exposed to specific wavelengths. This property allows it to be used in imaging techniques, such as fluorescence microscopy, to visualize cellular structures and processes.
Used in Pharmaceutical Preparation:
2-Naphthalenecarboxylic acid, 6-(dimethylamino)is utilized in the preparation of pharmaceuticals as a precursor for the synthesis of other compounds. Its unique structure and properties make it a valuable building block for the development of new medications with potential therapeutic applications.
Used in Chemical Reactions as a pH Indicator:
2-Naphthalenecarboxylic acid, 6-(dimethylamino)-, is also used as a pH indicator in chemical reactions. Its ability to change color in response to changes in pH allows it to be used in monitoring the progress of reactions and ensuring the desired conditions are maintained.
Used in Biochemical Studies:
2-Naphthalenecarboxylic acid, 6-(dimethylamino)has potential applications in various biochemical studies, where its unique structure and properties can be leveraged to investigate biological processes and interactions. This can contribute to a better understanding of molecular mechanisms and the development of novel therapeutic strategies.

Upstream product

• 2471-70-7 2-methoxy-6-naphthoic acid 
• 67-56-1 methanol 
• 116668-47-4 6-amino-2-naphthoic acid 
• 124-38-9 carbon dioxide 
• 5043-03-8 6?bromo?N,N?dimethylnaphthalen?2?amine 
• 50-00-0 formaldehyd 
• 91-59-8 naphthalen-2-ylamine 
• 13720-04-2 1,6-dibromonaphthalen-2-amine 
• 7499-66-3 6-Bromonaphthalen-2-amine 
• 58601-32-4 6-methoxy-2-naphthoyl chloride 
• 159429-50-2 2-(6-methoxy-naphthalen-2-yl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 68520-00-3 1-(6-(dimethylamino)naphthalen-2-yl)ethan-1-one 
• 5043-04-9 2-(dimethylamino)-6-naphthonitrile 

Downstream Products

• 5043-06-1 methyl 6-(dimethylamino)-2-naphthoate 
• 891491-99-9 6-(dimethylamino)naphthalene-2-methanol 
• 872419-13-1 6-Dimethylamino-naphthalene-2-carboxylic acid (2-{9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-ylamino}-ethyl)-amide 
• 872419-08-4 6-Dimethylamino-naphthalene-2-carboxylic acid [2-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-ethyl]-amide 
• 872419-12-0 6-Dimethylamino-naphthalene-2-carboxylic acid (2-{9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-ylamino}-ethyl)-amide 
• 872419-11-9 6-dimethylamino-naphthalene-2-carboxylic acid (2-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-ylamino}-ethyl)-amide 
• 742106-44-1 methyl 4-({[6-(dimethylamino)-2-naphthoyl]amino}methyl)benzoate 

Relevant articles and documents

A benzothioate native chemical ligation-based cysteine-selective fluorescent probe

A turn-on fluorescent probe for the detection of cysteine (Cys), an essential amino acid in biological systems, is developed based on Cys-mediated O-phenyl benzothioate native chemical ligation (NCL) for the first time. Cys plays important roles in many p

A Ratiometric Fluorescent Probe Based on a Through-Bond Energy Transfer (TBET) System for Imaging HOCl in Living Cells

A simple ratiometric probe (Naph-Rh) has been designed and synthesized based on a through-bond energy transfer (TBET) system for sensing HOCl. In this probe, rhodamine thiohydrazide and naphthalene formyl were connected by simple synthesis methods to construct a structure of monothio-bishydrazide. Free probe Naph-Rh showed only the emission of naphthalene. When probe Naph-Rh reacted with HOCl, monothio-bishydrazide could be converted into 1,2,4-oxadiazole, which not only ensured that the donor and the acceptor were connected with electronically conjugated bonds, but also resulted in the spiro-ring opening and the emission of rhodamine. Therefore, a typical TBET process took place. The probe possessed high-energy transfer efficiency and large pseudo-Stokes shifts. As the first TBET probe for HOCl, Naph-Rh showed excellent selectivity and sensitivity toward HOCl over other reactive oxygen species (ROS)/reactive nitrogen species (RNS), and could respond fast to a low concentration of HOCl in the real sample. In addition, the probe was suitable for imaging HOCl in living cells due to its real-time response, excellent resolution, and reduced cytotoxicity.

An uridine derivative containing a hydrophobic fluorescent probe at the 2'-position: Synthesis and its incorporation into oligonucleotides

The synthesis of 2'-(6-dimethylamino-2-naphthamide)uridine [U(DAN)] has been described. The nucleoside was converted to the 5'-dimethoxytrityl nucleoside phosphoramidite which could be used for incorporation of U(DAN) into the desired positions of the oligonucleotide sequence.

Iridium-Catalyzed Direct C-H Amidation Producing Multicolor Fluorescent Molecules Emitting Blue-to-Red Light and White Light

We report a powerful strategy, iridium-catalyzed direct C-H amidation (DCA) for synthesizing various fluorescent sulfonamides that emit light over the entire visible spectrum with excellent efficiency (up to 99% yields). By controlling electronic characters of the resulting sulfonamides, a wide range of blue-to-red emissions was predictably obtained via an excited-state intramolecular proton-transfer process. Furthermore, we even succeeded in a white-light generation, highlighting that this DCA is an excellent synthetic method to prepare a library of fluorophores.

Two-photon ratiometric fluorescent probe compound for detecting aminopeptidase N, and preparation method thereof

The invention discloses a preparation method of a two-photon ratiometric fluorescent probe compound for detecting aminopeptidase N. The structure of the fluorescent compound is represented by formulaI. The probe compound is designed based on the principle of fluorescence resonance energy transfer, a two-photon naphthalene derivative is selected as an energy donor, a p-methylaminophenol fluorophore is used as an energy acceptor, and alanine is introduced as an aminopeptidase N specific recognition unit. The aminopeptidase N is used to preferentially hydrolyze an N-terminal alanyl group, whichcauses the proportional change in a fluorescence emission signal. The compound has the advantages of high sensitivity, high selectivity, large emission shift, and quickness in detection of the aminopeptidase N, can be successfully applied to two-photon fluorescence imaging in living cells and tissues, and provides a potential tool for clinical detection of kidney injuries.

Discovery of a sensitive, selective, and tightly binding fluorogenic substrate of bovine plasma amine oxidase

(Chemical Equation Presented) We report a novel fluorogenic substrate of bovine plasma amine oxidase (BPAO), namely, (2-(6-(aminomethyl)naphthalen-2- yloxy)ethyl)trimethylammonium (ANETA), which displays extremely tight binding to BPAO (Km 183 ± 14 nM) and yet is metabolized fairly quickly (kcat 0.690 ± 0.010 s-1), with the aldehyde turnover product (2-(6-formylnaphthalen-2-yloxy)ethyl)trimefhylammonium serving as a real time reporting fluorophore of the enzyme activity. This allowed for the development of a fluorometric noncoupled assay that is 2 orders of magnitude more sensitive than the spectrophotometric benzylamine assay. The discovery of ANETA involved elaboration of the lead compound 6-methoxy-2-naphthalene- methaneamine by structure-based design, which recognized the ancillary cation binding site of BPAO as the most significant structural features controlling binding affinity. Structure-based design further ensured a high level of selectivity: ANETA is a good substrate of BPAO but is not a substrate of either porcine kidney diamine oxidase (pkDAO) or rat liver monoamine oxidase (MAO-B). ANETA represents the first highly sensitive, selective, and tight binding fluorogenic substrate of a copper amine oxidase that is able to respond directly to the enzyme activity in real time.

Prodan-containing nucleotide and use thereof

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Monitoring of microenvironmental changes in the major and minor grooves of DNA by dan-modified oligonucleotides

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A general method for the alkaline cleavage of enolisable ketones

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