30406-75-8

Basic information

• Product Name: Propanoic acid,2-(2-naphthalenyloxy)-, methyl ester
• Synonyms: Propionicacid, 2-(2-naphthyloxy)-, methyl ester (8CI); Methyl2-(2-naphthyloxy)propionate; Methyl a-(b-naphthoxy)propionate
• CAS NO: 30406-75-8
• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.2592
• Mol File: 30406-75-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 346.9°Cat760mmHg
• Flash Point: 144°C
• Appearance: /
• Density: 1.145g/cm³
• Vapor Pressure: 5.58E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: Propanoic acid,2-(2-naphthalenyloxy)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid,2-(2-naphthalenyloxy)-, methyl ester(30406-75-8)
• EPA Substance Registry System: Propanoic acid,2-(2-naphthalenyloxy)-, methyl ester(30406-75-8)

Safety Data

• Hazardous Substances Data: 30406-75-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14O3/c1-10(14(15)16-2)17-13-8-7-11-5-3-4-6-12(11)9-13/h3-10H,1-2H3

Upstream product

• 5445-17-0 Methyl 2-bromopropionate 
• 135-19-3 β-naphthol 
• 10470-82-3 2-(2-naphthalenyloxy)propanoic acid 
• 547-64-8 methyl lactate 
• 67-56-1 methanol 
• 62782-37-0 2-(Naphthalen-2-yloxy)-propionyl chloride 

Downstream Products

• 41791-49-5 methyl 2-(1-chloronaphth-2-yloxy)propionate 
• 25153-08-6 (R)-2-(β-naphthyloxy)propionic acid 
• 25258-16-6 2-(2-naphthyloxy)propanoic acid 

Relevant articles and documents

An exit beyond the pharmacophore model for 5-HT6R agents - a new strategy to gain dual 5-HT6/5-HT2A action for triazine derivatives with procognitive potential

This research allowed us to find the first highly potent 5-HT6/5-HT2A receptor (5-HT6/5-HT2AR) dual antagonists in a group of 1,3,5-triazine compounds as a result of an exit beyond the hydrophobic feature of the pharmacophore model for 5-HT6R antagonists. Design and synthesis of the series (2–16) of new O- and S-containing ether derivatives of 1,3,5-triazines with the double-ring aromatic region have been performed. The new compounds were examined within the comprehensive pharmacological screening, including: radioligand binding assays, functional and ADMET studies in vitro as well as behavioral tests in rats. Crystallographic aspects and computer-aided structure–activity relationship were analyzed, as well. The comprehensive approach led to selection of compound 12 (4-(4-methylpiperazin-1-yl)-6-(2-(naphthalen-2-ylthio)propan-2-yl)-1,3,5-triazin-2-amine) with the most significant dual 5-HT6/5-HT2AR antagonistic action (5-HT6R Ki = 11 nM, 5-HT2AR Ki = 39 nM). Moreover, the compound 12 has satisfactory ADMETox properties in vitro, i.e.: the high permeability through biological membranes, high metabolic stability, neither mutagenic nor hepatotoxic effects, and moderate ability to inhibit CYP3A4. Above all, 12 showed ability to reverse the pharmacologically-induced (MK-801) memory impairment at low doses (1–3 mg/kg) in Novel Object Recognition (NOR) test in rats. Our results indicate a promising potency of dual 5-HT6/5-HT2AR antagonism in the search for novel strategy to fight Alzheimer's disease, which remains an unmet clinical need.

A highly active ionic liquid catalyst for Morita-Baylis-Hillman reaction

The Morita-Baylis-Hillman reaction is an efficient carbon-carbon bond forming reaction for the preparation of α-methylene-β-hydroxycarbonyl compounds. A new and highly active di-naphthalene imidazolium salt has been synthesized. We have found that 1,3-bis