39487-54-2

Usage

Uses

Used in Pharmaceutical Industry:
1-((DIMETHYLAMINO)(PHENYL)METHYL)NAPHTHALEN-2-OL is used as an antihistamine and antiemetic for the prevention and treatment of nausea, vomiting, and dizziness caused by motion sickness. It is utilized for its ability to block histamine effects, thereby alleviating the symptoms of allergic reactions.
1-((DIMETHYLAMINO)(PHENYL)METHYL)NAPHTHALEN-2-OL is also used as a sedative to treat sleep disturbances and anxiety due to its calming effects on the central nervous system.
Additionally, it is used in the investigation and potential treatment of vertigo and vestibular disorders, showcasing its versatility in addressing a range of conditions related to balance and inner ear function. However, its use should be approached with caution due to potential side effects such as drowsiness, dry mouth, and constipation, and careful consideration should be given when combining it with other central nervous system depressants.

Upstream product

• 100-52-7 benzaldehyde 
• 124-40-3 dimethyl amine 
• 135-19-3 β-naphthol 
• 52853-20-0 benzylidene dimethyl ammonium chloride 
• 107-97-1 sarcosine 

Downstream Products

• 6278-04-2 1-[phenyl(piperidin-1-yl)methyl]naphthalen-2-ol 
• 29114-24-7 benzylidene-1,1'-bis(2-naphthol) 
• 1314018-69-3 C₂₄H₁₆N₂O 
• 1346683-13-3 9,10-dimethoxy-15-phenyl-12,13-dihydro-7aH,15H-naphtho[1',2':5,6][1,3]oxazino[2,3-a]isoquinoline 
• 78199-50-5 1-[acetoxy(phenyl)methyl]naphthalen-2-yl acetate 
• 61378-38-9 2,4,6-triphenyl-1,4-dihydropyridine-3,5-dicarbonitrile 
• 1413920-14-5 3-(4-bromophenyl)-1-phenyl-1H-naphtho[1,2-e][1,3]oxazine 
• 1413920-04-3 1,3-diphenyl-1H-naphtho[1,2-e][1,3]oxazine 

Relevant academic research and scientific papers

Lithium perchlorate assisted one-pot three-component aminoalkylation of electron-rich aromatic compounds

A one-pot, three-component, Mannich reaction of electron-rich aromatic compounds with in situ prepared iminium salts in 5 M ethereal lithium perchlorate gives good yields of aminoalkylated products at room temperature.

CAN-catalyzed microwave promoted reaction of indole with Betti bases under solvent-free condition and evaluation of antibacterial activity of the products

CAN-catalyzed reaction of Betti bases with indoles under microwave irradiation gives 3-(α,α-diarylmethyl)indoles. Better yield of the products, especially when one of the aryl ring is phenol were achieved. The reaction is performed in solvent-free condition. The antibacterial studies of the synthesized compounds were performed and some of the compounds showed good activity against Methicillin-resistant Staphylococcus aureus bacteria.

Copper catalyzed oxidative deamination of Betti bases: An efficient approach for benzoylation/formylation of naphthols and phenols

An efficient route for benzoylation or formylation of naphthols/phenols is developed via oxidative deamination of Betti bases. A copper salt catalyst with TBHP as an oxidant is used. Water is used as a reagent as well as solvent. The reaction proceeds through a regioselective radical pathway. Most importantly, the position of acylation is unambiguous. The method is also applicable to non-hydroxy substrates.

Br?nsted-Acid-Mediated Divergent Reactions of Betti Bases with Indoles: An Approach to Chromeno[2,3-b]indoles through Intramolecular Dehydrogenative C2-Alkoxylation of Indole

Divergent reactions of various 1-(aminoalkyl)naphthols and 2-(aminoalkyl)phenols (commonly known as Betti bases) with indoles under Br?nsted acid catalysis is reported. With the reaction strategies, one can efficiently synthesize important indole derivatives such as 3-(α,α-diarylmethyl)indoles and chromeno[2,3-b]indoles. Furthermore, we disclose here a new C–C bond-cleavage reaction, in which naphthol and phenol behave as leaving groups to produce diarylmethanes. Inexpensive reagents such as p-toluenesulfonic acid monohydrate and molecular iodine are used to catalyze the reactions. No metal catalyst is required. The starting material of the reactions, Betti bases, are easily prepared from a three-component reaction of naphthol/phenol, aldehydes, and secondary amines. The mechanisms for the reactions are established through some control experiments. Quinone methide is the key intermediate for all the reactions reported herein.

Solventless synthesis of 1-(α-aminoalkyl) naphthols, betti bases, catalyzed by nanoparticle Fe3O4 at room temperature

A series of 1-(a-aminoalkyl) naphthols were synthesized expeditiously in good yields and selectivity from 2-naphthol, alkylamines and aldehydes in the presence of nanoparticle fe3o4 at room temperature in solvent-free conditions. Taylor & Francis Group, LLC.

Magnesium sulfate promoted efficient and green synthesis of aminoalkyl, amidoalkyl and diarylmethane derivatives

Under solvent-free condition, magnesium sulfate promoted the synthesis of substituted aminoalkyl naphthols, amidoalkyl naphthols and diarylmethane derivatives in excellent yield. Robust dehydrating nature and mild Lewis acidity of magnesium sulfate was exploited to carry out all the transformations.

Betti base as an efficient ligand for copper-catalyzed ullmann coupling of phenol with aryl halides

GRAPHICAL ABSTRACT A simple, general, and highly efficient Betti base ligand has been developed for copper-catalyzed Ullmann coupling of phenol with aryl halides without the protection of an inert atmosphere. The reaction proceeds smoothly in the presence of K2CO3 as the base and dimethylsulfoxide as the solvent. The catalyst was reused several times with no evident loss of catalytic activity and is environmentally friendly.

Copper-catalyzed regioselective intramolecular oxidative α-functionalization of tertiary amines: An efficient synthesis of dihydro-1,3-oxazines

Traffic control: The hydroxy functional group directs the α-functionalization of tertiary amines, synthesizing 1,3-oxazines by C-O bond formation. Reaction occurs with both benzylic and non-benzylic amines. In the case of naphthoxazine synthesis, 100 % diastereoselectivity was observed. A tentative two-pathway mechanism is proposed for the reaction. Copyright

New synthesis of 3-amino-1H-benzo[f]chromene-2-carbonitriles

3-Amino-1H-benzo[f]chromene-2-carbonitriles were synthesized by non-catalytic reaction from Mannich bases of the naphthalene series and malononitrile. Reactive 1-benzylidene(or methylidene)naphthalen-2(1H)-ones were presumed as intermediate products.

Application of 1-(α-aminobenzyl)-2-naphthols as air-stable ligands for pd-catalyzed Mizoroki-Heck coupling reaction

Air-stable, easily accessible Mannich bases, 1-(α-aminobenzyl)-2- naphthols, are used as ligands in palladium-catalyzed Mizoroki-Heck reaction on a variety of substrates. High turnover numbers are observed for both the reactions with aryl bromides and iodides, while aryl chlorides are inert. Copyright Taylor & Francis Group, LLC.