6631-80-7

Basic information

• Product Name: 4-[2-(morpholin-4-yl)ethyl]phenol
• CAS NO: 6631-80-7
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.2689
• Mol File: 6631-80-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 342.2°C at 760 mmHg
• Flash Point: 160.8°C
• Density: 1.118g/cm³
• Vapor Pressure: 3.86E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 4-[2-(morpholin-4-yl)ethyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-(morpholin-4-yl)ethyl]phenol(6631-80-7)
• EPA Substance Registry System: 4-[2-(morpholin-4-yl)ethyl]phenol(6631-80-7)

Safety Data

• Hazardous Substances Data: 6631-80-7(Hazardous Substances Data)

Usage

Properties

Phenol derivative, contains a morpholine group (heterocyclic amine)

Uses

Synthesis of pharmaceuticals, intermediate in organic chemistry

Reported Properties

Antifungal, antibacterial, antiviral

Caution

Potential skin sensitizer and irritant, handle with care

Applications

Chemistry, pharmacology, drug development

Upstream product

• 110-91-8 morpholine 
• 6631-69-2 4-hydroxy-phenethyl iodide 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 52446-52-3 1-bromo-2-(4-benzyloxyphenyl)ethane 
• 14140-15-9 4-(2-bromoethyl)phenol 
• 7339-87-9 4-hydroxyphenylacetaldehyde 

Relevant articles and documents

B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines

A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines. This journal is

Fast continuous alcohol amination employing a hydrogen borrowing protocol

A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.

Synthesis of jacaranone-derived nitrogenous cyclohexadienones and their antiproliferative and antiprotozoal activities

The cytotoxic and antiprotozoal activities of the phytoquinoide, jacaranone, and related compounds have been an ongoing topic in recent drug discovery. Starting from the natural product-derived cyclohexadienone scaffold, a series of nitrogen-containing derivatives were synthesized and subsequently evaluated for their antiproliferative and antiprotozoal activity. Anticancer potency was analyzed using different types of cancer cell lines: MDA-MB-231 breast cancer, CCRF-CEM leukemia, HCT-116 colon cancer, U251 glioblastoma, and, in addition, non-tumorigenic MRC-5 lung fibroblasts. Antiproliferative activities at micromolar concentrations could be shown. Antiprotozoal activity was assessed against Plasmodium falciparum NF54 and Trypanosoma brucei rhodesiense STIB900. For all compounds, selectivity indices (SI) were calculated based on assessed cytotoxicity towards L6 cells. In addition, the structure-activity-relationships and physicochemical parameters of these compounds are discussed.