561052-56-0

Basic information

• Product Name: 1-[AMINO-(4-CHLORO-PHENYL)-METHYL]-NAPHTHALEN-2-OL
• Synonyms: 1-[AMINO-(4-CHLORO-PHENYL)-METHYL]-NAPHTHALEN-2-OL
• CAS NO: 561052-56-0
• Molecular Formula: C₁₇H₁₄ClNO
• Molecular Weight: 283.75
• Mol File: 561052-56-0.mol

Chemical Properties

• Boiling Point: 481.3°C at 760 mmHg
• Flash Point: 244.9°C
• Appearance: /
• Density: 1.303g/cm³
• Vapor Pressure: 6.87E-10mmHg at 25°C
• Refractive Index: 1.695
• PKA: 9.02±0.50(Predicted)
• CAS DataBase Reference: 1-[AMINO-(4-CHLORO-PHENYL)-METHYL]-NAPHTHALEN-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[AMINO-(4-CHLORO-PHENYL)-METHYL]-NAPHTHALEN-2-OL(561052-56-0)
• EPA Substance Registry System: 1-[AMINO-(4-CHLORO-PHENYL)-METHYL]-NAPHTHALEN-2-OL(561052-56-0)

Safety Data

• Hazardous Substances Data: 561052-56-0(Hazardous Substances Data)

Usage

Chemical structure

The compound consists of a naphthalene ring with an amino group and a 4-chloro-phenyl-methyl group attached to it, along with a hydroxyl group attached to the naphthalene ring.

Industrial applications

It is often used in industrial applications and research as a building block for the synthesis of other chemicals and pharmaceuticals.

Unique structure

The compound's unique structure and properties make it valuable for various processes, including drug development and material science.

Potential hazards

It is important to handle and work with this compound with caution, as it may have potential hazards and safety considerations.

Molecular weight

The molecular weight of this compound is approximately 279.75 g/mol.

Appearance

The compound is typically a solid at room temperature.

Solubility

It is likely to be soluble in organic solvents such as ethanol, methanol, and acetone, but may have limited solubility in water.

Stability

The compound may be sensitive to light, heat, and moisture, and should be stored in a cool, dry, and dark place.

Reactivity

It may react with strong acids, strong bases, and oxidizing agents, so it is important to handle it with care and use appropriate protective measures.

InChI:InChI=1/C17H14ClNO/c18-13-8-5-12(6-9-13)17(19)16-14-4-2-1-3-11(14)7-10-15(16)20/h1-10,17,20H,19H2

Upstream product

• 561052-83-3 1-[4-chloro-α-(4-chloro-benzylidenamino)-benzyl]-[2]naphthol 
• 104-88-1 4-chlorobenzaldehyde 
• 135-19-3 β-naphthol 
• 856208-34-9 C₂₄H₁₇Cl₂NO 
• 845747-38-8 C₂₄H₁₇Cl₂NO 

Downstream Products

• 561052-83-3 1-[4-chloro-α-(4-chloro-benzylidenamino)-benzyl]-[2]naphthol 
• 1221591-80-5 C₂₅H₂₀ClNO₂ 

Relevant articles and documents

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).

Efficient synthesis of naphtho[1,2-e][1,3]oxazine derivatives via a chemoselective reaction with the aid of low-valent titanium reagent

A series of new naphtho[1,2-e][1,3]oxazine derivatives such as trans-1,3-diaryl-1H-naphtho[1,2-e][1,3]oxazine-2(3H)-carbonyl chloride, 1-aryl-2-benzyl-1,2- dihydronaphtho[1,2-e][1,3]oxazine-3-one, and trans-1,3-diaryl-1H-naphtho[1,2-e] [1,3]oxazine-2(3H)-

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