109-11-5

Basic information

• Product Name: morpholin-3-one
• Synonyms: Morpholin-3-on;3-Oxomorpholine;MORPHOLIN-3-ONE;3-morpholone;3-MORPHOLINONE;morpholine-3-one;3-Ketomorpholine;Morpholin-3-one ,98%
• CAS NO: 109-11-5
• Molecular Formula: C₄H₇NO₂
• Molecular Weight: 101.1
• EINECS: 203-647-9
• Product Categories: Heterocycles;Heterocycles series
• Mol File: 109-11-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 103.0 to 107.0 °C
• Boiling Point: 142°C/7mmHg(lit.)
• Flash Point: 143.1 °C
• Appearance: /
• Density: 1.122 g/cm³
• Vapor Pressure: 0.000512mmHg at 25°C
• Refractive Index: 1.435
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 14.37±0.20(Predicted)
• CAS DataBase Reference: morpholin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: morpholin-3-one(109-11-5)
• EPA Substance Registry System: morpholin-3-one(109-11-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 109-11-5(Hazardous Substances Data)

Usage

Description

3-ketomorpholine is also known as morpholin-3-one. It is useful pharmacological intermediate. Recent studies have shown that some morpholin-3-one derivatives could effectively cause cell cycle arrest at G1 phase, increase the levels of P53 and Fas, and induce A549 cell apoptosis in lung cancer. This indicates it might be a useful tool for elucidating the molecular mechanism of lung cancer cell apoptosis and might also be potential anti-cancer drugs. Some of its derivatives have been proven to be useful for the prevention and treatment of arteriosclerosis and hypertriglyceridemia.

References

He, Q., et al. "Novel morpholin-3-one derivatives induced apoptosis and elevated the level of P53 and Fas in A549 lung cancer cells." Bioorganic & Medicinal Chemistry 15.11(2007): 3889. Murai, Hiromu, et al. "Morpholinone derivatives and method of use." US, US4237132. 1980. Gonzalez-garcia, Maria Rosario, and Fernandez, Maria Carmen. "Morpholinyl derivatives useful as MOGAT-2 inhibitors." (2015).

InChI:InChI=1/C4H7NO2/c6-4-3-7-2-1-5-4/h1-3H2,(H,5,6)

Upstream product

• 31250-08-5 2-chloroethyl cyanomethyl ether 
• 1074-82-4 potassium phtalimide 
• 7397-62-8 butyl glycolate 
• 141-43-5 ethanolamine 
• 96-32-2 bromoacetic acid methyl ester 
• 105-39-5 chloroacetic acid ethyl ester 
• 79-04-9 chloroacetyl chloride 
• 110-91-8 morpholine 
• 75-39-8 aminoethyl alcohol 
• 6320-16-7 2-chloro-N-2-hydroxyethylacetamide 
• 1366074-90-9 C₄H₈N₄O₂ 
• 929-06-6 2-(2-Aminoethoxy)ethanol 
• 1155811-37-2 tert-butyl 2-(2-aminoethoxy)acetate 

Downstream Products

• 20721-78-2 4-methyltetrahydro-1,4-oxazin-3-one 
• 10366-71-9 2-(2-aminoethoxyl)acetic acid 
• 31570-42-0 4-(3-oxo-3-phenyl-propenyl)-morpholin-3-one 
• 60597-95-7 [(2-Carboxymethoxy-ethyl)-(toluene-4-sulfonyl)-amino]-acetic acid 
• 142929-48-4 1,1-dimethylethyl 3-oxo-4-morpholinecarboxylate 
• 76534-64-0 4-(3,4,5-trimethoxybenzoyl)-3-morpholone 
• 742073-22-9 4-(4-amino-3-fluoro-phenyl)-morpholin-3-one 
• 943513-39-1 1-cyclohexyl-2-{2-fluoro-4-[5-nitro-2-(3-oxomorpholin-4-yl)benzyloxy]phenyl}-1H-benzimidazole-5-carboxylic acid methyl ester 
• 864296-47-9 4-(3-oxo-morpholin-4-yl)-3-nitro-benzoic acid methyl ester 
• 446292-04-2 4-(4-nitrophenyl)-3-morpholinone 

Related news

Novel morpholin-3-one (cas 109-11-5) derivatives induced apoptosis and elevated the level of P53 and Fas in A549 lung cancer cells08/19/2019

Previously, we found that nine kinds of new morpholin-3-one derivatives could inhibit the growth of A549 lung cancer cells in a dose-dependent manner, but how they performed their function remained unknown. In this paper, we studied the effects of the three more effective morpholin-3-one derivat...detailed

Relevant articles and documents

In vitro inhibition studies of phytoene desaturase by bleaching ketomorpholine derivatives

The herbicidal activities of homochiral steroisomeric 5-methyl-2-(3-trifluoromethylbenzyl)-3-ketomorpholine derivatives were investigated in vitro as inhibitors of phytoene desaturase, a key enzyme in carotenoid biosynthesis. It was demonstrated that ketomorpholines are classical bleaching compounds which directly inhibit phytoene desaturase, accumulating phytoene at the expense of colored carotenoids. Ketomorpholines interact with phytoene desaturase in a noncompetitive manner with respect to phytoene. A structure-activity investigation for in vitro inhibition of phytoene desaturase activity revealed that the relative and absolute stereochemistry is important for optimum inhibition for the 5-methyl derivatives, and that the distance of the phenyl group from the ketomorpholine ring is critical for the inhibitory potential. The average herbicidal score on 7 weeds and the in vitro I50 values related very well with the exception of two compounds. It was postulated that the discrepancies may possibly occur through modification in plants to compounds that are either more or less active herbicides.

Method for preparing 3-morpholone

The invention provides a method for preparing 3-morpholone. The method comprises the steps that halogen hydride removing is carried out on 2-halogenated ethylamine hydrohaloate under the condition oforganic solvent existing, an obtained reaction system and 2-glycollic acid ester are mixed and then subjected to amine ester exchange reaction to obtain 2-(2-hydroxyacetamido) halothane; ring closurereaction is carried out on the 2-(2-hydroxyacetamido) halothane under the condition of alkali reagent and organic solvent existing to obtain the 3-morpholone. The method for preparing the 3-morpholonehas the advantages that the technology side reaction is less, the product purification is convenient; the operation is simple, the safety is high, the method is environmentally friendly; raw materials are obtained easily, the price is low; the product yield is high (reaches 75.5%), the purity is high (reaches 99% or above), the method is suitable for the industrialized batch production, and the industrialized prospect is good.

Supported Gold Nanoparticles for Efficient α-Oxygenation of Secondary and Tertiary Amines into Amides

Although the α-oxygenation of amines is a highly attractive method for the synthesis of amides, efficient catalysts suited to a wide range of secondary and tertiary alkyl amines using O2as the terminal oxidant have no precedent. This report describes a novel, green α-oxygenation of a wide range of linear and cyclic secondary and tertiary amines mediated by gold nanoparticles supported on alumina (Au/Al2O3). The observed catalysis was truly heterogeneous, and the catalyst could be reused. The present α-oxygenation utilizes O2as the terminal oxidant and water as the oxygen atom source of amides. The method generates water as the only theoretical by-product, which highlights the environmentally benign nature of the present reaction. Additionally, the present α-oxygenation provides a convenient method for the synthesis of18O-labeled amides using H218O as the oxygen source.