1415566-28-7

Basic information

• Product Name: 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-
• Synonyms: 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-;Dechloro Rivaroxaban;Imp. A :(S)-N-((2-oxo-3-(4-(2-oxo-1,3-oxazinan-3-yl)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide;Rivaroxaban impurity P3-L;Rivaroxaban Dechloro Impurity;N-[[(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide;Rivaroxaban ImpIII
• CAS NO: 1415566-28-7
• Molecular Formula: C19H19N3O5S
• Molecular Weight: 401.43626
• EINECS: -0
• Mol File: 1415566-28-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 758.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.400±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• PKA: 13.73±0.46(Predicted)
• CAS DataBase Reference: 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-(1415566-28-7)
• EPA Substance Registry System: 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]-(1415566-28-7)

Safety Data

• Hazardous Substances Data: 1415566-28-7(Hazardous Substances Data)

Usage

Description

2-Thiophenecarboxamide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]is a complex organic compound characterized by its unique molecular structure. It is derived from thiophene, a heterocyclic compound with a sulfur atom, and features a carboxamide group attached to a modified oxazolidine ring. 2-ThiophenecarboxaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]is of interest due to its potential applications in various fields, particularly in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
2-Thiophenecarboxamide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]is used as an active pharmaceutical ingredient (API) for the development of novel therapeutic agents. Its unique structure allows for the modulation of various biological targets, making it a promising candidate for the treatment of various diseases and disorders.
Used in Chemical Synthesis:
In the chemical industry, 2-Thiophenecarboxamide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]can be utilized as a key intermediate in the synthesis of other complex organic molecules. Its versatile structure enables it to be a valuable building block for the creation of new compounds with potential applications in various fields, such as materials science, agrochemistry, and specialty chemicals.
Used in Research and Development:
Due to its unique molecular structure, 2-Thiophenecarboxamide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]is also used in research and development for the exploration of new chemical reactions, mechanisms, and synthetic routes. It can serve as a model compound for studying the reactivity and selectivity of various functional groups and may contribute to the advancement of synthetic methodologies and strategies.
It is important to note that the specific applications and uses of 2-Thiophenecarboxamide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]may vary depending on the context and the requirements of the particular industry or research area. Further studies and investigations are necessary to fully understand its potential and optimize its utilization in various applications.

Upstream product

• 5271-67-0 2-Thiophenecarbonyl chloride 
• 898543-06-1 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidine-3-yl]phenyl}morpholin-3-one hydrochloride 
• 1327778-39-1 ethyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate 
• 438056-69-0 4-(4-aminophenyl)morpholin-3-one 
• 79-22-1 methyl chloroformate 
• 530-62-1 1,1'-carbonyldiimidazole 
• 446292-10-0 4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one 
• 527-72-0 2-thiophenylcarboxylic acid 
• 1411775-06-8 4-{4-[(5R)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one 
• 446292-08-6 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione 
• 1403383-56-1 (S)-4-[4-[(3-amino-2-hydroxypropyl)amino]phenyl]-3-morpholinone 
• 1252018-10-2 4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)amino)phenyl]morpholin-3-one 

Relevant articles and documents

Chiral Inhibition of Rivaroxaban Derivatives Towards UDP-Glucuronosyltransferase (UGT) Isoforms

Rivaroxaban is an oral direct factor Xa (FXa) inhibitor clinically used to prevent and treat thromboembolic disorders. Drug-drug interaction (DDI) exist for rivaroxaban and the inhibitors of CYP3A4/5. This study aims to investigate the inhibition of rivaroxaban and its derivatives with a chiral center towards UDP-glucuronosyltransferases (UGTs). Chemical synthesis was performed to obtain rivaroxaban derivatives with different chiral centers. UGTs supersomes-catalyzed 4-methylumbelliferone (4-MU) glucuronidation was employed to evaluate the inhibition potential towards various UGT isoforms. A significant influence of rivaroxaban derivatives towards UGT1A3 was observed. Chiral centers produce different effects towards the effect of four pairs of rivaroxaban derivatives towards UGT1A3 activity, with stronger inhibition potential of S1 than R1, but stronger inhibition capability of R2, R3, R4 than S2, S3, and S4. Competitive inhibition of R3 and R4 towards UGT1A3 was demonstrated by Dixon and Lineweaver-Burk plots. In conclusion, the significant influence of rivaroxaban derivatives towards UGT1A3's activity was demonstrated in the present study. The chirality centers highly affected the inhibition behavior of rivaroxaban derivatives towards UGT1A3. Chirality 27:936-943, 2015.

A oxazolidinone compounds of preparation method

The invention discloses a method for preparing an oxazolidinone compound. The method comprises the following steps of carrying out ammonolysis reaction on a racemic or optically active 3-chloro-2-hydroxypropyl aniline compound (2) as a starting material and ammonia in a proper solvent and under alkaline condition to obtain a 3-amino-2-hydroxypropyl aniline compound (3); carrying out acylation reaction on the compound (3) to obtain 3-acylamino-2-hydroxypropyl aniline compound (4); and carrying out cyclization reaction on the compound (4) and a corresponding acylating reagent to obtain the racemic or optically active oxazolidinone compound (II) as shown in the description, wherein R1 represents morpholinyl or 3-oxo-4-morpholinyl; R2 represents H or F; and R3 represents C1-12 alkyl, 5-chloro-thiophen-2-yl, thiophen-2-yl or 4,5-dichloro-2-yl; and the compound is a racemate and (S)- or (R)- optical isomers.

N-epoxy propyl-N-acyl aniline compounds, process for their preparation and use

The present invention discloses a class of N-epoxypropyl-N-acylaniline compounds represented by a formula (I), and further discloses a preparation method of the N-epoxypropyl-N-acylaniline compounds, and applications of the N-epoxypropyl-N-acylaniline compounds in preparation of oxazolidinone treating drugs including but being not limited to linezolid and rivaroxaban racemate or optical isomers, wherein R1 represents morpholinyl or 3-O-4-morpholinyl, R2 represents H or F, R3 represents C1-12 alkyl, thien-2-yl or 5-chlorothiophen-2-yl, and the compounds are racemates, (S)-optical isomers, or (R)-optical isomers.