6271-13-2

Usage

Chemical structure

1-[Amino-(4-methoxy-phenyl)-methyl]-naphthalen-2-ol is a chemical compound with a naphthalene core structure, containing an amino group and a phenyl group with a methoxy substituent.

Core structure

The compound has a naphthalene core, which is a fused ring system consisting of two benzene rings.

Amino group

The compound contains an amino group (-NH2) attached to the phenyl group.

Phenyl group

The compound has a phenyl group (C6H5) with a methoxy substituent.

Methoxy substituent

The phenyl group in the compound has a methoxy group (-OCH3) attached to the 4th position of the phenyl ring.

Naphthol moiety

The compound features a naphthol moiety, which is a hydroxyl group (-OH) attached to the naphthalene core.

Aminoalkyl group

The compound has an aminoalkyl group, which is an alkyl group containing an amino group.

Reactivity

The presence of the methoxy group on the phenyl ring can affect the compound's reactivity.

Solubility

The methoxy group can also influence the compound's solubility in various solvents.

Potential applications

This chemical may have potential applications in pharmaceutical research, organic synthesis, and as a building block for other compounds.

Further research

The precise properties and uses of 1-[Amino-(4-methoxy-phenyl)-methyl]-naphthalen-2-ol would need to be determined through further research and experimentation.

InChI:InChI=1/C18H17NO2/c1-21-14-9-6-13(7-10-14)18(19)17-15-5-3-2-4-12(15)8-11-16(17)20/h2-11,18,20H,19H2,1H3

Upstream product

• 561053-05-2 1-[4-methoxy-α-(4-methoxy-benzylidenamino)-benzyl]-[2]naphthol 
• 858021-57-5 C₂₆H₂₃NO₃ 
• 135-19-3 β-naphthol 
• 845747-70-8 C₂₆H₂₃NO₃ 

Relevant academic research and scientific papers

1H-naphtho[1,2-e][1,3]oxazines: Synthesis, nuclear magnetic resonance, antimicrobial and docking study

The paper describes the synthesis of a series of 1H-naphtho[1,2-e][1,3]oxazines (8) and characterization utilizing Fourier-transform infrared, nuclear magnetic resonance (NMR), 2D NMR, and mass spectral techniques. These compounds were tested for in vitro antibacterial activity against Gram-negative Escherichia coli [MTCC 40], Gram-positive Bacillus subtilis [MTCC 2063], Staphylococcus aureus [MTCC 3160] and in vitro antifungal activity against Aspergillus Niger [MTCC 281], Candida albicans [MTCC 183]. The compounds 8c and 8i demonstrated significant antibacterial activity and 8c, 8i, and 8k showed moderate antifungal activity among the different 1H-naphtho[1,2-e][1,3]oxazines synthesized. Further to find out plausible mechanism of action for antimicrobial activity of synthesized compounds and to predict the binding mode, docking simulations of most active compounds 8c and 8i were carried out against active site of topoisomerase II DNA gyrase B enzyme.

High-performance liquid chromatographic enantioseparation of Betti base analogs on a newly developed isopropyl carbamate-cyclofructan6-based chiral stationary phase

The direct separation of the enantiomers of 1-(α-aminoarylmethyl)-2- naphthol, 1-(α-aminoalkyl)-2-naphthol, 2-(α-aminoarylmethyl)-1- naphthol analogs, and 2-(1-amino-2-methylpropyl)-1-naphthol) was performed on a newly developed chiral stationary phase containing isopropyl carbamate-cyclofructan6 as chiral selector, with n-heptane/alcohol/ trifluoroacetic acid as mobile phase. The effects of the mobile-phase composition, the nature and concentration of the alcoholic and acidic modifiers, and the structures of the analytes on the retention and resolution were investigated. In some cases, separations were carried out at constant mobile-phase compositions in the temperature range 5-40°C. Thermodynamic parameters and Tiso values were calculated from plots of ln k′ or ln α versus 1/T. -Δ(ΔH°) ranged from 2.8 to 3.2 kJ mol-1, -Δ(ΔS°) from 7.7 to 10.1 J mol-1 K-1, and -Δ(ΔG°) from 0.2 to 0.5 kJ mol-1. It was found that the enantioseparations were enthalpy driven. The sequence of elution of the stereoisomers determined in some cases was (R) (S).

Substituent effects in the ring-chain tautomerism of 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines

Condensation of Betti base analogue amino naphthols with substituted benzaldehydes led to 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines (3-9) which proved to be three-component (r1-o-r2) tautomeric mixtures in CDCl3