72337-73-6

Basic information

• Product Name: 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE
• Synonyms: 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE;2-BroMo-6'-Methoxy-2'-propionaphthone
• CAS NO: 72337-73-6
• Molecular Formula: C₁₄H₁₃BrO₂
• Molecular Weight: 293.16
• Mol File: 72337-73-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 78-80 °C(Solv: ethanol (64-17-5))
• Boiling Point: 392.1±17.0 °C(Predicted)
• Appearance: /
• Density: 1.401±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE(72337-73-6)
• EPA Substance Registry System: 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE(72337-73-6)

Safety Data

• Hazardous Substances Data: 72337-73-6(Hazardous Substances Data)

Usage

Uses

2-Bromo-6''-methoxy-2''-propionaphthone, is an impurity of Naproxen (N377525), an anti-inflammatory, analgesic, and antipyretic.

Upstream product

• 2700-47-2 6-methoxy-2-propionylnaphthalene 

Downstream Products

• 1243257-41-1 2-[3-methyl-2-(6-methoxynaphthalen-2-yl)-morpholino-4-yl]ethyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-acetate hydrochloride 

Relevant articles and documents

Synthesis and evaluation of 2-(2-arylmorpholino)ethyl esters of ibuprofen hydrochlorides as COX-2 and serotonin reuptake inhibitors

Based on the positive effects of COX-2 inhibitors on depressive symptoms and the desirable physicochemical and biological properties of the morpholine group, a series of novel 2-(2-arylmorpholino)ethyl esters of ibuprofen hydrochlorides were designed, synthesized, and tested for their COX-2 inhibitory and serotonin reuptake inhibitory activities in vitro. The structure-activity relationships of the 2-(2-arylmorpholino)ethyl esters of ibuprofen hydrochlorides as dual COX-2 and serotonin reuptake inhibitors were determined and discussed in detail. The biological assays indicated that five of the compounds possess good COX-2 selectivity (selectivity index COX-1/COX-2 42.8-158.1). The compound 2-[2-(4-benzyloxyphenyl)morpholino]ethyl 2-(4-iso-butylphenyl)-propanoate hydrochloride (1k) shows better COX-2 inhibitory activity (IC50 = 0.78 μM) than ibuprofen (IC 50 = 7.6 μM), and it simultaneously possesses favorable serotonin reuptake inhibitory activity. A series of novel 2-(2-arylmorpholino)ethyl esters of ibuprofen were tested for their COX-2 inhibitory and serotonin reuptake inhibitory activities in vitro. Most of the compounds possess good COX-2 selectivity. Compound 1k shows better COX-2 inhibitory activity than ibuprofen and possesses favorable serotonin reuptake inhibitory activity. According to the results of the biological assays, 2-arylmorpholine-substituted ibuprofen could be used as a core structure to design novel dual COX-2 and serotonin reuptake inhibitors.

Convenient electrochemical method for the synthesis of-bromo alkyl aryl ketones

An electrochemical procedure for the effective-bromination of alkyl aryl ketones in excellent yield has been reported. The simple experimental procedure, catalyst-free conversion, and excellent yield of monobrominated products are the advantages of this method. Copyright

Resolution of Secondary α-Ketoalcohols Catalyzed by Lipase and Inversioon of Stereochemistry

Several α-ketoalcohols of synthetic value were resolved using lipase as a catalyst.Lipoprotein lipase (LPL) provided the best rate of hydrolysis and kinetic differentiation.One of these optically pure α-ketoalcohol was converted to (S)-ibuprofen in good optical purity.The stereospecific inversion of (R)-alcohol to (S)-alcohol is described.Key Words Enzymatic resolution; α-Ketoalcohol; (S)-Ibuprofen