Basic information Description References Safety Supplier Related

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Basic information Description References Safety Supplier Related

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one Basic information

Product Name:
3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
Synonyms:
  • 3-(4-Morpholinyl)-1-(4-nitrophenyl)-5,6-dihydro-2(1H)-pyridinone
  • 5,6-Dihydro-3-(4-morpholinyl)-1-(4-nitrophenyl)-2(1H)-pyridinone
  • Apixaban Intermediate3
  • 5-morpholin-4-yl-1-(4-nitrophenyl)-2,3-dihydropyridin-6-one
  • 3-(Morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one (Nitro MPDP)
  • 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
  • Apixaban Impurity 19
  • 5-morpholino-1-(4-nitrophenyl)-2,3-dihydropyridin-6-one
CAS:
503615-03-0
MF:
C15H17N3O4
MW:
303.31
EINECS:
123-548-3
Product Categories:
  • 503615-03-0
Mol File:
503615-03-0.mol
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3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one Chemical Properties

Boiling point:
506.5±50.0 °C(Predicted)
Density 
1.356
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
3.11±0.20(Predicted)
color 
Light Yellow
InChI
InChI=1S/C15H17N3O4/c19-15-14(16-8-10-22-11-9-16)2-1-7-17(15)12-3-5-13(6-4-12)18(20)21/h2-6H,1,7-11H2
InChIKey
LBFAEOWNWSDWRZ-UHFFFAOYSA-N
SMILES
C1(=O)N(C2=CC=C([N+]([O-])=O)C=C2)CCC=C1N1CCOCC1
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3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one Usage And Synthesis

Description

3-(4-Morpholinyl)-1-(4-nitrophenyl)-5, 6-dihydro-2(1H)-pyridinone is the intermediate for the synthesis of apixaban, which is an anticoagulant for the treatment of venous thromboembolic events. 

References

Chao, H. E., et al. "Synthesis of Apixaban." Chinese Journal of Pharmaceuticals (2014).
https://en.wikipedia.org/wiki/Apixaban

Uses

3-(Morpholinyl)-N-(4-nitrophenyl)-5,6-dihydropyridin-2-one is a reagent in the synthesis of 4,5-dehydro Apixaban (D229385) an impurity of Apixaban (A726700), a potent, direct, selective, and orally active inhibitor of coagulation factor Xa. It is a potential new oral coagulant that may be useful prevention of venous thromboembolism in total hip, knee replacement orthopedic surgery and stroke in treatment of patient with venous thromboembolic disorder or with atrial fibrillation

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-oneSupplier

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