446292-08-6

  • Product Name:Rivaroxaban intermediate
  • Molecular Formula:C22H19N3O6
  • Purity:99%
  • Molecular Weight:421.409
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Product Details:

CasNo: 446292-08-6

Molecular Formula: C22H19N3O6

Appearance: White solid

Chinese Factory Supply Reliable Quality Rivaroxaban intermediate 446292-08-6 Lowest Price

  • Molecular Formula:C22H19N3O6
  • Molecular Weight:421.409
  • Appearance/Colour:White solid 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:250 
  • Refractive Index:1.658 
  • Boiling Point:702.933 °C at 760 mmHg 
  • PKA:0.99±0.20(Predicted) 
  • Flash Point:378.92 °C 
  • PSA:96.46000 
  • Density:1.466 g/cm3 
  • LogP:1.73910 

Rivaroxaban intermediate (Cas 446292-08-6) Usage

Description Rivaroxaban advanced intermediates are a class of drugs used to treat and prevent blood clots. Rivaroxaban is also known as Xarelto and is used as an oral anticoagulant in many medical formulations.

Uses

1H-isoindole-1,3(2H)-dione, 2-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]- is an important intermediate for the synthesis of rivaroxaban, which is an anticoagulant and the first orally active direct factor Xa inhibitor.

Chemical Properties

White Solid

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C22H19N3O6/c26-19-13-30-10-9-23(19)14-5-7-15(8-6-14)24-11-16(31-22(24)29)12-25-20(27)17-3-1-2-4-18(17)21(25)28/h1-8,16H,9-13H2/t16-/m1/s1

446292-08-6 Relevant articles

A review on the synthetic approaches of rivaroxaban: An anticoagulant drug

Tanzeela Abdul Fattah, Aamer Saeed

Tetrahedron: Asymmetry Volume 28, Issue 4, 15 April 2017, Pages 485-504

This review comprehensively provides an overview of the various asymmetric synthetic methods employed for the synthesis of rivaroxaban in high yields and stereoselectivity describing the various chiral synthons used in the synthetic process along with pros and cons of each method. In addition, methods for the industrial production of rivaroxaban have been highlighted in the manuscript.

Clinical Pharmacokinetic and Pharmacodynamic Profile of Rivaroxaban

Wolfgang Mueck, Jan Stampfuss, Dagmar Kubitza & Michael Becka

,Clinical Pharmacokinetics, Volume 53, pages 1–16, (2014)

Variability in the pharmacokinetic parameters is moderate (coefficient of variation 30–40 %). The pharmacokinetic profile of rivaroxaban is consistent in healthy subjects and across a broad range of different patient populations studied.

446292-08-6 Process route

4-(4-isocyanatophenyl)morpholin-3-one
1325210-64-7

4-(4-isocyanatophenyl)morpholin-3-one

(S)-N-glycidylphthalimide
161596-47-0

(S)-N-glycidylphthalimide

2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione
446292-08-6,1424944-35-3

2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione

Conditions
Conditions Yield
With 3-methyl-1-butyl acetate; magnesium chloride; at 120 ℃; for 4h; Solvent; Reagent/catalyst; Temperature;
95.5%
With lithium iodide; In chlorobenzene; at 115 ℃; for 4h; Reagent/catalyst; Solvent; Temperature;
94.09%
4-(4-bromophenyl)morpholin-3-one
634905-12-7

4-(4-bromophenyl)morpholin-3-one

(S)-2-[[2-oxo-1,3-oxazolidin-5-yl]methyl]-1H-isoindole-1,3(2H)-dione

(S)-2-[[2-oxo-1,3-oxazolidin-5-yl]methyl]-1H-isoindole-1,3(2H)-dione

2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione
446292-08-6,1424944-35-3

2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione

Conditions
Conditions Yield
With copper(l) iodide; N,N-dimethyl-ethanamine; potassium carbonate; In dichloromethane; at 100 ℃; for 15h; Solvent; Reagent/catalyst; Sealed tube;
92.2%
With copper(l) iodide; N,N-dimethyl-ethanamine; potassium carbonate; In dichloromethane; at 100 ℃; for 15h; Sealed tube;
92.5%

446292-08-6 Upstream products

  • 446292-07-5
    446292-07-5

    2-((2S)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

  • 530-62-1
    530-62-1

    1,1'-carbonyldiimidazole

  • 161596-47-0
    161596-47-0

    (S)-N-glycidylphthalimide

  • 438056-69-0
    438056-69-0

    4-(4-aminophenyl)morpholin-3-one

446292-08-6 Downstream products

  • 446292-10-0
    446292-10-0

    4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one

  • 366789-02-8
    366789-02-8

    Rivaroxaban

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