17216-10-3

Usage

Uses

1. Used in Pharmaceutical Industry:
1,3-Bis(1-naphthalenyloxy)-2-propanol is used as an impurity in the production of Propranolol (P831800), which is a β-adrenergic blocker. The application reason for 1,3-Bis(1-naphthalenyloxy)-2-propanol is to serve as a crucial component in the synthesis process of Propranolol, a medication used as an antihypertensive and anti-anginal agent. This indicates its importance in the development and manufacturing of medications that help manage high blood pressure and alleviate chest pain caused by inadequate blood supply to the heart.

Upstream product

• 90-15-3 α-naphthol 
• 106-89-8 epichlorohydrin 
• 2461-42-9 3-(1-naphthyloxy)-1,2-epoxypropane 
• 21230-07-9 N-isopropyl-p-toluenesulfonamide 
• 100-46-9 benzylamine 
• 90-43-7 2-Phenylphenol 
• 822-98-0 (1R,2R,4S)-bicyclo[2.2.1]hept-2-ylamine 
• 75-31-0 isopropylamine 
• 104-94-9 4-methoxy-aniline 
• 50541-93-0 4-amino-1-benzylpiperidine 
• 31252-42-3 4-benzylpyperidine 
• 109-01-3 1-methyl-piperazine 

Downstream Products

• 1473412-15-5 4-{2-(1-naphthyloxy)-1-[(1-naphthyloxy)methyl]ethoxy}phthalonitrile 

Relevant academic research and scientific papers

Synthesis and antileishmanial activity of 1,3-bis(aryloxy)propan-2-amines

We describe herein the antileishmanial activity of 1,3-bis(aryloxy)propan-2-amines, prepared in four simple steps from epichlorohydrin. Among the evaluated compounds, three (4o, 4q, and 4r) displayed considerable activity against Leishmania amazonensis promastigote forms, with IC50 values below 10 μM. We also analyzed the effects of the nature and the position of ring substituent on activity. Two amines (4m and 4o) showed excellent profiles in the treatment of L. amazonensis-infected macrophages, reducing the parasite burden by more than 95% in tested concentrations.

1,3-Bis(aryloxy)propan-2-ols as potential antileishmanial agents

We describe herein the synthesis and antileishmanial activity of 1,3-bis(aryloxy)propan-2-ols. Five compounds (2, 3, 13, 17, and 18) exhibited an effective antileishmanial activity against stationary promastigote forms of Leishmania amazonensis (IC50??15.0?μm), and an influence of compound lipophilicity on activity was suggested. Most of the compounds were poorly selective, as they showed toxicity toward murine macrophages, except 17 and 18, which presented good selective indexes (SI?≥?10.0). The five more active compounds (2, 3, 13, 17, and 18) were selected for the treatment of infected macrophages, and all of them were able to reduce the number of internalized parasites by more than 80%, as well as the number of infected macrophages by more than 70% in at least one of the tested concentrations. Altogether, these results demonstrate the potential of these compounds as new hits of antileishmanial agents and open future possibilities for them to be tested in in vivo studies.

Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis

Chemo- and regio-selective epoxide phenolysis is reported for the first time under neutral condition catalysed by silver nanoparticles. Other metal nanoparticles (e.g., Au, Pd, Cu, In, and Ru) are less effective. The choice of solvent is critical with 2-propanol being the best followed by DEF. Amongst various stabilisers used (surfactants, PEGs, tetra-alkylammonium halides) the tetra-alkylammonium halides are found to be the most effective (TBAF > TBAB > TBACl > TBAI). The role of the silver nanoparticles is envisaged as synchronous mode epoxide-phenol dual activation via a cooperative network of coordination, anion-π interaction, and hydrogen bond. The silver nanoparticles are recovered and reused for five consecutive times. The reaction has been used for the synthesis of propranolol and naftopidil as a few representative cardiovascular drugs.

Monovalent mannose-based DC-SIGN antagonists: Targeting the hydrophobic groove of the receptor

Dendritic cell-specific, intercellular adhesion molecule-3-grabbing non-integrin (DC-SIGN) is a C-type lectin expressed specifically on dendritic cells. It is a primary site for recognition and binding of various pathogens and thus a promising therapeutic target for inhibition of pathogen entry and subsequent prevention of immune defense cell infection. We report the design and synthesis of d-mannose-based DC-SIGN antagonists bearing diaryl substituted 1,3-diaminopropanol or glycerol moieties incorporated to target the hydrophobic groove of the receptor. The designed glycomimetics were evaluated by in vitro assay of the isolated DC-SIGN extracellular domain for their ability to compete with HIV-1 gp120 for binding to the DC-SIGN carbohydrate recognition domain. Compounds 14d and 14e, that display IC50 values of 40 μM and 50 μM, are among the most potent monovalent DC-SIGN antagonists reported. The antagonistic effect of all the synthesized compounds was further evaluated by a one-point in vitro assay that measures DC adhesion. Compounds 14d, 14e, 18d and 18e were shown to act as functional antagonists of DC-SIGN-mediated DC adhesion. The binding mode of 14d was also studied by molecular docking and molecular dynamics simulation, which revealed flexibility of 14d in the binding site and provides a basis for further optimization.

Synergistic dual activation catalysis by palladium nanoparticles for epoxide ring opening with phenols

Synergistic dual activation catalysis has been devised for epoxide phenolysis wherein palladium nanoparticles induce electrophilic activation via coordination with the epoxide oxygen followed by nucleophilic activation through anion-π interaction with the aromatic ring of the phenol, and water (reaction medium) also renders assistance through 'epoxide-phenol' dual activation.

HIGH REFRACTIVE ACRYLATE AND THE METHOD FOR PREPARING THE SAME

Provided is an acrylate having a high refractive index, which is represented by Chemical Formula (1) or (2), and a method for preparing the same. Since the acrylate has a refractive index, it may be widely applicable to components of display devices such as prism sheet and may be prepared simply, effectively and economically.