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Usage

Uses

Used in Chemical Industry:
1-(4-Aminophenoxy)naphthalene is used as an intermediate or building block for the synthesis of various dyes, pigments, and pharmaceuticals due to its aromatic structure and diverse range of applications.
Used in Pharmaceutical Industry:
1-(4-Aminophenoxy)naphthalene is used as a key component in the development of pharmaceuticals, contributing to the creation of new drugs and therapeutic agents.
Used in Dye and Pigment Industry:
1-(4-Aminophenoxy)naphthalene is used as a starting material for the production of dyes and pigments, enabling the creation of a wide range of colors and shades for various applications.
Used in Organic Synthesis:
1-(4-Aminophenoxy)naphthalene is used as a crucial compound in organic synthesis, playing a significant role in the development of various products utilized in different human activities.

Upstream product

• 3402-81-1 1-(4-nitrophenoxy)naphthalene 
• 350-46-9 4-Fluoronitrobenzene 
• 90-15-3 α-naphthol 

Relevant academic research and scientific papers

Structure-based design of N-substituted 1-hydroxy-4-sulfamoyl-2-naphthoates as selective inhibitors of the Mcl-1 oncoprotein

Structure-based drug design was utilized to develop novel, 1-hydroxy-2-naphthoate-based small-molecule inhibitors of Mcl-1. Ligand design was driven by exploiting a salt bridge with R263 and interactions with the p2 pocket of the protein. Significantly, target molecules were accessed in just two synthetic steps, suggesting further optimization will require minimal synthetic effort. Molecular modeling using the Site-Identification by Ligand Competitive Saturation (SILCS) approach was used to qualitatively direct ligand design as well as develop quantitative models for inhibitor binding affinity to Mcl-1 and the Bcl-2 relative Bcl-xL as well as for the specificity of binding to the two proteins. Results indicated hydrophobic interactions in the p2 pocket dominated affinity of the most favourable binding ligand (3bl: Ki = 31 nM). Compounds were up to 19-fold selective for Mcl-1 over Bcl-xL. Selectivity of the inhibitors was driven by interactions with the deeper p2 pocket in Mcl-1 versus Bcl-xL. The SILCS-based SAR of the present compounds represents the foundation for the development of Mcl-1 specific inhibitors with the potential to treat a wide range of solid tumours and hematological cancers, including acute myeloid leukemia.

Synthesis, characterization, and pharmacological evaluation of selected aromatic amines

Aromatic amines 1-amino-4-phenoxybenzene (A-1A), 2-(4-aminophenoxy) naphthalene (A-2A), and 1-(4-aminophenoxy) naphthalene (A-3A) were synthesized by the reduction of corresponding nitroaromatics with hydrazine monohydrate and Pd/C 5% (w/w). The newly synthesized compounds were characterized by FTIR, 1H NMR, 13C NMR, UV-visible spectrophotometer, and mass spectrometry and their biological activities were investigated along with structurally similar 4-(4-aminophenyloxy) biphenyl (A-A). Results of brine shrimp cytotoxicity assay showed that almost all of the compounds had LD50 values 50 values ranging from 67.45 to 12.2 μgmL-1. The cytotoxicity and antitumor studies correlate the results which suggests the anticancerous nature of compounds. During the interaction study of these compounds with DNA, all of the compounds showed hyperchromic effect indicating strong interaction through binding with the grooves of DNA. Moreover, A-3A also showed decrease in λmax confirming higher propensity for DNA groove binding. In DPPH free radical scavenging assay, all the compounds showed potential antioxidant capability. The compounds were highly active in protecting DNA against hydroxyl free radicals. DNA interaction and antioxidant results back up each other indicating that these compounds have potential to be used as cancer chemopreventive agents. Additionally, one compound (A-1A) showed significant antibacterial and antifungal activity as well.