N-methyl-D-aspartic acid

Base Information

• Chemical Name: N-methyl-D-aspartic acid
• CAS No.: 6384-92-5
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.131
• Hs Code.: 29225090
• UNII: 1903B9Q6PI
• DSSTox Substance ID: DTXSID8041082
• Nikkaji Number: J246.192G
• Wikipedia: N-Methyl-D-aspartic_acid
• Wikidata: Q632856
• Pharos Ligand ID: QV6KXBGZZA6D
• Metabolomics Workbench ID: 38153
• ChEMBL ID: CHEMBL291278
• Mol file: 6384-92-5.mol

Synonyms:Acid, N-Methyl-D-aspartic;N Methyl D aspartate;N Methyl D aspartic Acid;N Methylaspartate;N-Methyl-D-aspartate;N-Methyl-D-aspartic Acid;N-Methylaspartate;NMDA

Chemical Property of N-methyl-D-aspartic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.0042mmHg at 25°C
• Melting Point: 187-192 °C
• Refractive Index: -15 ° (C=2, H2O)
• Boiling Point: 258.237 °C at 760 mmHg
• PKA: 2.21±0.23(Predicted)
• Flash Point: 109.978 °C
• PSA: 86.63000
• Density: 1.343 g/cm³
• LogP: -0.47540
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly), Water (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-D-aspartic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CC(=O)O)C(=O)O
• Isomeric SMILES: CN[C@H](CC(=O)O)C(=O)O
• Recent ClinicalTrials: NMDA Modulation in Major Depressive Disorder in Late- Life
• Uses: NMDA agonist NMDA（N-Methyl-D-aspartic acid）is a specific agonist for NMDA receptor mimicking the action of glutamate, the neurotransmitter which normally acts at that receptor.

Technology Process of N-methyl-D-aspartic acid

There total 14 articles about N-methyl-D-aspartic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(2R,2'R)-N-<3'-(methoxycarbonyl)-2'-(methylamino)propionyl>bornane-10,2-sultam → N-methyl-D-aspartate (6384-92-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃;

DOI:10.1002/hlca.19930760113

Reference yield: 70.92%

N-methyl-benzyl-aspartic acid → N-methyl-D-aspartate (6384-92-5)

Guidance literature:

With palladium on activated charcoal; water; In methanol; at 30 - 50 ℃; for 0.0833333h; Autoclave;

Reference yield:

grassypeptolide A (1010433-25-6) → (R)-2-aminobutyric acid (2623-91-8) + D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + N-methyl-L-valine (2480-23-1) + N-methyl-D-aspartate (6384-92-5) + L-Cysteic acid (498-40-8,3024-83-7) + D-Cysteic acid (35554-98-4,3024-83-7) + N-methyl-L-aspartic acid (4226-18-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

grassypeptolide A; With ozone; at 20 ℃; for 0.5h;

oxidative conditions;

DOI:10.1021/jo1013564

upstream raw materials:

(2R)-aspartic acid

dimethyl sulfate

methyl iodide

N-methyl-DL-aspartic acid

Refernces

• 1、 -. "Preparation method of nitrogen-substituted aspartic acid". Paragraph 0054; 0055; 0056; 0057; 0058; 0059; 0060-0062. . Retrieved 2019/01/24.
• 2、 Kwan, Jason C.,Ratnayake, Ranjala,Abboud, Khalil A.,Paul, Valerie J.,Luesch, Hendrik. "Grassypeptolides A-C, cytotoxic bis-thiazoline containing marine cyclodepsipeptides". experimental part. p. 8012 - 8023. Retrieved 2011/03/20.