1195-19-3

Basic information

• Product Name: 5-methyl-2-oxo-1,3-oxazolidine-4-carboxylic acid
• CAS NO: 1195-19-3
• Molecular Formula: C₅H₇NO₄
• Molecular Weight: 145.1134
• Mol File: 1195-19-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 495.3°C at 760 mmHg
• Flash Point: 253.4°C
• Density: 1.388g/cm³
• Vapor Pressure: 3.67E-11mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: 5-methyl-2-oxo-1,3-oxazolidine-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2-oxo-1,3-oxazolidine-4-carboxylic acid(1195-19-3)
• EPA Substance Registry System: 5-methyl-2-oxo-1,3-oxazolidine-4-carboxylic acid(1195-19-3)

Safety Data

• Hazardous Substances Data: 1195-19-3(Hazardous Substances Data)

Upstream product

• 119221-16-8 (2R,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutanoic acid 
• 72-19-5 L-threonine 
• 37791-35-8 3-benzoyl-5t-methyl-2-oxo-oxazolidine-4r-carboxylic acid benzyl ester 
• 37791-40-5 N-benzoyl-O-chlorocarbonyl-DL-threonine benzyl ester 
• 37791-39-2 N-benzoyl-O-chlorocarbonyl-DL-threonine methyl ester 
• 37791-33-6 3-benzoyl-5t-methyl-2-oxo-oxazolidine-4r-carboxylic acid 
• 37791-37-0 3-benzoyl-5t-methyl-2-oxo-oxazolidine-4r-carbonyl chloride 
• 16874-73-0 (RS)-4-((SR)-1-hydroxy-ethyl)-oxazolidine-2,5-dione 
• 37791-34-7 3-benzoyl-5t-methyl-2-oxo-oxazolidine-4r-carboxylic acid methyl ester 
• 80-68-2 DL-threonine 
• 501-53-1 benzyl chloroformate 
• 5618-95-1 N-benzyloxycarbonyl-DL-threonine 

Relevant articles and documents

-

-

-

-

Synthesis and evaluation of in vivo anti-hypothermic effect of all stereoisomers of the thyrotropin-releasing hormone mimetic: Rovatirelin Hydrate

We discovered the orally active thyrotropin-releasing hormone (TRH) mimetic: (4S,5S)-5-methyl-N-{(2S)-1-[(2R)-2-methylpyrrolidin-1-yl]-1-oxo-3-(1,3-thiazol-4-yl)propan-2-yl}-2-oxo-1,3-oxazolidine-4-carboxamide 1 (rovatirelin). The central nervous system (CNS) effect of rovatirelin after intravenous (iv) administration is 100-fold higher than that of TRH. As 1 has four asymmetric carbons in its molecule, there are 16 stereoisomers. We synthesized and evaluated the anti-hypothermic effect of all stereoisomers of 1, which has the (4S),(5S),(2S),(2R) configuration from the N-terminus to the C-terminus, in order to clarify the structure?activity relationship (SAR) of stereoisomers. The (4R),(5R),(2R),(2S)-isomer 16 did not show any anti-hypothermic effect. Only the (4S),(5S),(2S),(2S)-isomer 10, which has the (2S)-2-methylpyrrolidine moiety at the C-terminus showed the anti-hypothermic effect similar to 1. Stereoisomers, which have the (5R) configuration of the oxazolidinone at the N-terminus and the (2R) configuration at the middle-part, showed a much lower anti-hypothermic effect than that of 1. On the other hand, stereoisomers, which have the (4R) configuration of the oxazolidinone at the N-terminus or the (2S) configuration of the C-terminus, have little influence on the anti-hypothermic effect.