152612-69-6

Basic information

• Product Name: D-Serine, N-acetyl-
• Synonyms: D-Serine, N-acetyl-;(2R)-2-ACETAMIDO-3-HYDROXYPROPANOIC ACID;N-Acetyl-D-serine
• CAS NO: 152612-69-6
• Molecular Formula: C₅H₉NO₄
• Molecular Weight: 147.12926
• Mol File: 152612-69-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 468.365°C at 760 mmHg
• Flash Point: 237.059°C
• Appearance: /
• Density: 1.343g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.494
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.27±0.10(Predicted)
• CAS DataBase Reference: D-Serine, N-acetyl-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Serine, N-acetyl-(152612-69-6)
• EPA Substance Registry System: D-Serine, N-acetyl-(152612-69-6)

Safety Data

• Hazardous Substances Data: 152612-69-6(Hazardous Substances Data)

Usage

Uses

N-Acetyl-D-serine is the modified amino acid D-Serine (S270975). D-Serine is a neurotransmitter that is concentrated in the mammalian brain, and is one of the very few amino acids that occur in the D- and L-configurations in significant amounts. D-Serine is an potent agonist of the N-methyl-D-aspartate (NMDA) receptor in the brain, which is associated with schizophrenia. Use of D-Serine has been considered as an additional therapy for refractory schizophrenic patients.

InChI:InChI=1/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m1/s1

Upstream product

• 97-14-3 N-acetyl-serine 
• 312-84-5 D-Serine 
• 108-24-7 acetic anhydride 
• 197232-68-1 (4R,5S,3'R)-1,5-dimethyl-3-(2'-acetamido-3'-hydroxypropionyl)-4-phenylimidazolidin-2-one 
• 1620134-81-7 (R)-2-N-acetamido-3-hydroxypropionate benzyl ester 
• 197232-60-3 (4R,4'R,5'S)-4,5-dihydro-2-methyl-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]oxazole 
• 75-36-5 acetyl chloride 
• 186581-53-3 diazomethane 

Downstream Products

• 196601-67-9 (R)-2-N-acetamido-3-methoxypropionic acid 
• 1197982-76-5 (R)-N-4-(azido)benzyl 2-acetamido-3-methoxypropionamide 
• 1197983-03-1 (R)-N-4-(azido)benzyl 2-acetamido-3-hydroxypropionamide 
• 1197983-01-9 (R)-N-4-(amino)benzyl 2-acetamido-3-hydroxypropionamide 
• 175481-36-4 lacosamide 
• 312-84-5 D-Serine 
• 175481-38-6 Desmethyllacosamide 
• 196601-72-6 (R)-N-(4-fluorobenzyl)-2-acetamidohydracylamide 

Relevant articles and documents

Method for preparing Lacosamide by one-pot method

The invention discloses a method for preparing Lacosamide by a one-pot method. The method comprises the steps: subjecting D-serine and an acetylation reagent to a reaction in a manner of taking dichloromethane as a solvent, and adjusting the pH of a reacted substance to 12-13 by an organic base after the reaction ends; then, controlling the temperature to -5 to 0 DEG C, and adding methyl trifluoromethanesulfonate into the reacted substance for a reaction; and cooling a reacted substance to the temperature of -30 to -25 DEG C, adding a dehydrating agent and benzylamine into the reacted substance for a reaction, carrying out depressurized-concentration drying on material liquid after the reaction ends so as to obtain crude Lacosamide, and then, carrying out recrystallization, thereby obtaining pure Lacosamide. The preparation method is simple and easy in operation, and the prepared Lacosamide has the purity of 99.90% or more and the chiral purity of 99.90%.

A Method for preparing Lacosamide

In the present invention, provided is a novel method of manufacturing lacosamide with high purity of chiral from D-serine, which is allowed to obtain lacosamide with high purity of chiral in high yield through a simple, eco-friendly process and is accordingly used in mass-production.COPYRIGHT KIPO 2015

PREPARATION OF LACOSAMIDE

Processes for preparing lacosamide, for use in pharmaceutical compositions comprising lacosamide.