31435-75-3

Basic information

• Product Name: 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one
• Synonyms: 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one
• CAS NO: 31435-75-3
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.26
• Mol File: 31435-75-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 82-83.5 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 344.0±31.0 °C(Predicted)
• Appearance: /
• Density: 1.108±0.06 g/cm3(Predicted)
• PKA: 2.18±0.20(Predicted)
• CAS DataBase Reference: 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one(31435-75-3)
• EPA Substance Registry System: 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one(31435-75-3)

Safety Data

• Hazardous Substances Data: 31435-75-3(Hazardous Substances Data)

Usage

General Description

The chemical 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one is also known by its common name, N,N-dimethyl-1-tetralone. It is a synthetic organic compound with a naphthalene core structure and a dimethylamino group attached to the 6th carbon. This chemical is often used as a building block in the synthesis of pharmaceuticals and other organic compounds. It has also been studied for its potential use as an anti-inflammatory and analgesic agent due to its structural similarity to other known bioactive compounds. Additionally, 6-(dimethylamino)-3,4-dihydronaphthalen-1(2H)-one has been investigated for its potential as a fluorescent probe and in other chemical applications.

Upstream product

• 3470-53-9 6-amino-1-tetralone 
• 68-12-2 N,N-dimethyl-formamide 
• 74-88-4 methyl iodide 

Downstream Products

• 70603-02-0 [6-(4-Benzhydryl-piperazin-1-ylmethyl)-7,8-dihydro-naphthalen-2-yl]-dimethyl-amine; hydrochloride 
• 83298-73-1 7-dimethylamino-4-(4-dimethylaminophenyl)-1,2-dihydronaphthalene 

Relevant articles and documents

Keto-benzo[h]-Coumarin-Based Near-Infrared Dyes with Large Stokes Shifts for Bioimaging Applications

Fluorescence imaging is a promising tool for the visualization of biomolecules in living systems and there is great demand for new fluorescent dyes that absorb and emit in the near-infrared (NIR) region. Herein, we constructed three new fluorescent dyes (NBC dyes) based on keto-benzo[h]coumarin (k-BC) and benzopyrilium salts. These dyes showed large Stokes shifts (>100nm) and NIR emission (>800nm). The relationship between the structures and optical properties of these dyes was further investigated by using density functional theory calculations at the B3LYP/6-3G level of theory. Fluorescence images indicated that the fabricated dyes exhibited good photostability and low cytotoxicity and, thus, have potential applications as imaging agents in living cells and animals.

Titanium(IV) chloride promoted syntheses of new imidazo[1,2-a]pyridine derivatives under microwave conditions

A new method is described for the synthesis of imidazo[1,2-a]pyridine derivatives from the reaction of 2-aminopyridines with α-haloketones. The critical reagent is titanium(IV) chloride, which appears to serve as a strong dehydrating agent to promote formation of putative Schiff base intermediates, which cyclize subsequently to form the products. The reactions were performed rapidly under microwave conditions. Multiple reaction conditions were evaluated, including reaction temperature, solvent and other Lewis acids. Various combinations of substitution patterns in both the α-haloketone and 2-aminopyridine substrates were examined to evaluate the scope of the reaction. The reaction is quite sensitive to substituents in both substrates, especially those with basicity or coordination ability. Georg Thieme Verlag Stuttgart.

A fast-response red shifted fluorescent probe for detection of H2S in living cells

Near-infrared (NIR) fluorescent probes are attractive tools for bioimaging applications because of their low auto-fluorescence interference, minimal damage to living samples, and deep tissue penetration. H2S is a gaseous signaling molecule that is involved in redox homeostasis and numerous biological processes in vivo. To this end, we have developed a new red shifted fluorescent probe 1 to detect physiological H2S in live cells. The probe 1 is based on a rhodamine derivative as the red shifted fluorophore and the thiolysis of 7-nitro 1,2,3-benzoxadiazole (NBD) amine as the H2S receptor. The probe 1 displays fast fluorescent enhancement at 660 nm (about 10-fold turn-ons, k2 = 29.8 M?1s?1) after reacting with H2S in buffer (pH 7.4), and the fluorescence quantum yield of the activated red shifted product can reach 0.29. The probe 1 also exhibits high selectivity and sensitivity towards H2S. Moreover, 1 is cell-membrane-permeable and mitochondria-targeting, and can be used for imaging of endogenous H2S in living cells. We believe that this red shifted fluorescent probe can be a useful tool for studies of H2S biology.

Mitochondrion-targeted hypochlorite two-photon fluorescent probe and preparation method and application of probe

The invention discloses a mitochondrion-targeted hypochlorite two-photon fluorescent probe and a preparation method and application of the probe, and belongs to the technical field of analytical chemistry. The key point of the technical scheme of the invention is that the mitochondrion-targeted hypochlorite two-photon fluorescent probe has a structural formula shown in the description. The invention also discloses a preparation method of the mitochondrion-targeted hypochlorite two-photon fluorescent probe and application of the mitochondrion-targeted hypochlorite two-photon fluorescent probe in selective detection of hypochlorite in water environments, biological cell systems and mouse tissues. The two-photon fluorescent probe of the invention has the advantages of emission from a far infrared region to a near infrared region excited by two photons, high sensitivity, good selectivity, quick response and the like.