58149-89-6

Basic information

• Product Name: 1-(6-methoxy-1-naphthyl)ethan-1-one
• Synonyms: 1-(6-methoxy-1-naphthyl)ethan-1-one;1-(6-Methoxy-1-naphthalenyl)ethanone;Einecs 261-142-9;1-(6-methoxynaphthalen-1-yl)ethanone
• CAS NO: 58149-89-6
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23318
• EINECS: 261-142-9
• Mol File: 58149-89-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 343.4°Cat760mmHg
• Flash Point: 158.9°C
• Appearance: /
• Density: 1.118g/cm³
• Vapor Pressure: 7.04E-05mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 1-(6-methoxy-1-naphthyl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(6-methoxy-1-naphthyl)ethan-1-one(58149-89-6)
• EPA Substance Registry System: 1-(6-methoxy-1-naphthyl)ethan-1-one(58149-89-6)

Safety Data

• Hazardous Substances Data: 58149-89-6(Hazardous Substances Data)

Usage

Class

Aromatic ketones

Explanation

Aromatic ketones are a class of organic compounds that contain a carbonyl group (C=O) attached to an aromatic ring. This compound belongs to this class due to its structure.

Explanation

Naphthalene is a polycyclic aromatic hydrocarbon (PAH) from which 1-(6-methoxy-1-naphthyl)ethan-1-one is derived. The compound is formed by modifying the naphthalene structure.

Explanation

The methoxy group (-OCH3) is attached to the 6th position of the naphthalene ring in the compound.

Explanation

Due to its aromatic properties, 1-(6-methoxy-1-naphthyl)ethan-1-one is commonly used in the production of scented products, such as fragrances, flavors, and perfumes.

Explanation

The compound has potential uses in the pharmaceutical industry as a building block for the synthesis of various bioactive compounds, which can be used for therapeutic purposes.

Explanation

The primary role of 1-(6-methoxy-1-naphthyl)ethan-1-one is in the manufacturing of scented products, and it also has potential applications in the development of therapeutic compounds.

Derivation

Naphthalene

Methoxy group position

6

Applications

Fragrances, flavors, and perfumes

Potential applications

Pharmaceutical industry

Role

Manufacturing of scented products and potential therapeutic uses

InChI:InChI=1/C13H12O2/c1-9(14)12-5-3-4-10-8-11(15-2)6-7-13(10)12/h3-8H,1-2H3

Upstream product

• 87700-72-9 6-methoxy-1-naphthoyl chloride 
• 506-82-1 dimethylcadmium 
• 36112-61-5 6-methoxy-1-naphthoic acid 
• 35227-78-2 diethyl (ethoxymagnesio)malonate 
• 42200-95-3 4,6-dimethoxy-1-naphthylmethyl ketone 
• 917-54-4 methyllithium 
• 6398-50-1 6-methoxy-3,4-dihydronaphthalene-1-carbonitrile 
• 88-14-2 2-furanoic acid 
• 83669-11-8 1-(6-methoxy-3,4-dihydronaphthalen-1-yl)ethanone 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 2437-17-4 6-hydroxy-1-naphthoic acid 
• 61109-48-6 6-methoxy-1-naphthalenecarboxylic acid methyl ester 
• 93-04-9 2-Methoxynaphthalene 
• 108-24-7 acetic anhydride 

Downstream Products

• 77029-02-8 2-(6-methoxy-1-naphthyl)-1-phenyl-2-propanol 

Relevant articles and documents

Development of new highly potent imidazo[1,2-b[pyridazines targeting Toxoplasma gondii calcium-dependent protein kinase 1

Using a structure-based design approach, we have developed a new series of imidazo[1,2-b]pyridazines, targeting the calcium-dependent protein kinase-1 (CDPK1) from Toxoplasma gondii. Twenty derivatives were thus synthesized. Structure-activity relationships and docking studies confirmed the binding mode of these inhibitors within the ATP binding pocket of TgCDPK1. Two lead compounds (16a and 16f) were then identified, which were able to block TgCDPK1 enzymatic activity at low nanomolar concentrations, with a good selectivity profile against a panel of mammalian kinases. The potential of these inhibitors was confirmed in vitro on T. gondii growth, with EC50 values of 100 nM and 70 nM, respectively. These best candidates also displayed low toxicity to mammalian cells and were selected for further in vivo investigations on murine model of acute toxoplasmosis.

Asymmetric transfer hydrogenation of 1-naphthyl ketones by an ansa-Ru(II) complex of a DPEN-SO2N(Me)-(CH2)2(η 6-p-tol) combined ligand

The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyl)-tethered (DPEN- κ2N,N′)/η6-toluene hybrid ligand is introduced. Using an S/C = 1000 in HCO2H-Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

APPLICATION OF METAL-LIQUID AMMONIA REDUCTION IN PREPARATION OF SYNTHONS FOR TOTAL SYNTHESIS OF STEROIDS

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