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morpholin-3-one

Product Name
morpholin-3-one
CAS No.
109-11-5
Chemical Name
morpholin-3-one
Synonyms
3-MORPHOLINONE;3-Oxomorpholine;in-3-on;3-morpholone;JACS-109-11-5;Morpholin-3-on;MORPHOLIN-3-ONE;morpholine-3-one;3-Ketomorpholine;3-Morpholinone>
CBNumber
CB2121662
Molecular Formula
C4H7NO2
Formula Weight
101.1
MOL File
109-11-5.mol
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morpholin-3-one Property

Melting point:
103.0 to 107.0 °C
Boiling point:
142°C/7mmHg(lit.)
Density 
1.122±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
14.37±0.20(Predicted)
color 
White to Almost white
InChI
InChI=1S/C4H7NO2/c6-4-3-7-2-1-5-4/h1-3H2,(H,5,6)
InChIKey
VSEAAEQOQBMPQF-UHFFFAOYSA-N
SMILES
N1CCOCC1=O
CAS DataBase Reference
109-11-5(CAS DataBase Reference)
EPA Substance Registry System
3-Morpholinone (109-11-5)
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Safety

Safety Statements 
24/25
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M2788
Product name
3-Morpholinone
Purity
>98.0%(GC)
Packaging
5g
Price
$56
Updated
2025/07/31
TCI Chemical
Product number
M2788
Product name
3-Morpholinone
Purity
>98.0%(GC)
Packaging
25g
Price
$198
Updated
2025/07/31
TRC
Product number
M723840
Product name
3-Morpholinone
Packaging
1g
Price
$45
Updated
2021/12/16
TRC
Product number
M723840
Product name
3-Morpholinone
Packaging
10g
Price
$75
Updated
2021/12/16
Oakwood
Product number
038232
Product name
Morpholin-3-one
Purity
98%
Packaging
1g
Price
$9
Updated
2021/12/16
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morpholin-3-one Chemical Properties,Usage,Production

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.

Uses

3-Morpholinone is used as a reactant in the synthesis of 3-Morpholinone derivates. An example of this is 4-(4-Aminophenyl)-3-morpholinone, the key intermediate in the synthesis of Rivaroxaban (an anticoagulant).

Synthesis

141-43-5

105-39-5

109-11-5

To a solution of 2-aminoethanol (197 mmol, 1.1 eq.) in isopropanol (100 mL) was added sodium metal (197 mmol, 1.1 eq.) in batches. The reaction mixture was heated and stirred at 50 °C for 5 h to give a yellow solution, which was subsequently cooled to 0 °C in an ice-water bath. Ethyl chloroacetate (179 mmol, 1.0 eq.) was added slowly and dropwise at 0 °C and the yellow suspension formed was heated and stirred at 80 °C for 2 hours. After completion of the reaction, insoluble impurities were removed by filtration through filter paper and the filtrate was washed with isopropanol. The filtrate and washings were combined and concentrated under reduced pressure to give a brown solid. Finally, the crude product was recrystallized using mixed isopropanol/ethyl acetate solvent to give 3-morpholinone in 52% yield.

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).

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Raw materials

Preparation Products

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View Lastest Price from morpholin-3-one manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
morpholin-3-one 109-11-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
500kg/month
Release date
2021-12-13
Hebei Dangtong Import and export Co LTD
Product
morpholin-3-one 109-11-5
Price
US $40.00-36.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
100Tons
Release date
2023-03-06
Hebei Chuanghai Biotechnology Co,.LTD
Product
3-Morpholinone 109-11-5
Price
US $1.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-20

109-11-5, morpholin-3-oneRelated Search:


  • Morpholin-3-on
  • 3-Oxomorpholine
  • MORPHOLIN-3-ONE
  • morpholine-3-one
  • 3-morpholone
  • 3-MORPHOLINONE
  • 3-Ketomorpholine
  • Morpholin-3-one ,98%
  • in-3-on
  • JACS-109-11-5
  • 3-Morpholinone&gt
  • morpholin-3-one USP/EP/BP
  • 3-morpholone/ 3-Ketomorpholine
  • 3-KetomorpholineQ: What is 3-Ketomorpholine Q: What is the CAS Number of 3-Ketomorpholine Q: What is the storage condition of 3-Ketomorpholine
  • 3-Morpholinone (6CI, 7CI, 8CI, 9CI, ACI)
  • 3-Morpholin-4-ylne
  • 3-Ketomorpholine 98%
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  • Heterocycles series