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N-Methyl-D-aspartic acid

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Name

N-Methyl-D-aspartic acid

EINECS 227-012-0
CAS No. 6384-92-5 Density 1.343 g/cm3
PSA 86.63000 LogP -0.47540
Solubility Slightly soluble in water Melting Point 187-192 °C
Formula C5H9NO4 Boiling Point 258.237 °C at 760 mmHg
Molecular Weight 147.131 Flash Point 109.978 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 6384-92-5 (N-Methyl-D-aspartic acid) Hazard Symbols N/A
Synonyms

Asparticacid, N-methyl-, D- (8CI);N-Methyl-D-aspartic acid;NMDA;

Article Data 7

N-Methyl-D-aspartic acid Synthetic route

(2R,2'R)-N-<3'-(methoxycarbonyl)-2'-(methylamino)propionyl>bornane-10,2-sultam

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 0℃;94%

N-methyl-benzyl-aspartic acid

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With palladium on activated charcoal; water In methanol at 30 - 50℃; for 0.0833333h; Autoclave;70.92%
1783-96-6

(2R)-aspartic acid

77-78-1

dimethyl sulfate

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
(i) TsCl, aq. NaOH, (ii) /BRN= 635994/, (iii) Na, liq. NH3; Multistep reaction;

D-(-)-N-Methyl-N-formyl-asparaginsaeure

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With dihydrogen peroxide
1783-96-6

(2R)-aspartic acid

74-88-4

methyl iodide

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With sodium carbonate

(S)-β-(α-Carboxy-2-nitrobenzyl) N-methylaspartic acid trifluoroacetate salt

A

6384-92-5

N-methyl-D-aspartate

B

(2-nitrosophenyl)glyoxalic acid

Conditions
ConditionsYield
With phosphate buffer Quantum yield; Ambient temperature; Irradiation; different buffers; pH: 3.5-10.8; rate of decay of intermediate;

(2R,2'R)-N-<2'-<(hydroxy)(methyl)amino>-3'-(methoxycarbonyl)propionyl>bornane-10,2-sultam

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / Zn, 1N HCl/AcOH / 48 h / 0 °C
2: 94 percent / 1N LiOH / tetrahydrofuran / 0 °C
View Scheme
17833-53-3

N-methyl-DL-aspartic acid

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
3: aq. H2O2
View Scheme
144300-47-0

N-methylaspartic acid dimethyl ester

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: H2O
4: aq. H2O2
View Scheme
89464-62-0

(+/-)-N-Formyl-N-methyl-asparaginsaeure

6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aq. H2O2
View Scheme

N-Methyl-D-aspartic acid Specification

The CAS register number of N-Methyl-D-aspartic acid is 6384-92-5. It also can be called as (R)-2-(Methylamino)succinic acid and the IUPAC name about this chemical is (2R)-2-(methylamino)butanedioic acid. The molecular formula about this chemical is C5H9NO4 and the molecular weight is 147.13. It belongs to the following product categories which include Glutamate receptor; Glutamate and so on. When you are using it, please do not breathe dust and avoid contact with skin and eyes. This chemical is an amino acid that as the D-isomer, it is the defining agonist for the NMDA receptor subtype of glutamate receptors (RECEPTORS, NMDA).

Physical properties about N-Methyl-D-aspartic acid are: (1)ACD/LogP: -0.44; (2)ACD/LogD (pH 5.5): -3.85; (3)ACD/LogD (pH 7.4): -3.94; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 55.84Å2; (12)Index of Refraction: 1.494; (13)Molar Refractivity: 31.89 cm3; (14)Molar Volume: 109.5 cm3; (15)Polarizability: 12.64x10-24cm3; (16)Surface Tension: 56.3 dyne/cm; (17)Enthalpy of Vaporization: 54.59 kJ/mol; (18)Boiling Point: 258.2 °C at 760 mmHg; (19)Vapour Pressure: 0.0042 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C[C@@H](NC)C(=O)O
(2)InChI: InChI=1/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1
(3)InChIKey: HOKKHZGPKSLGJE-GSVOUGTGBS
(4)Std. InChI: InChI=1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1
(5)Std. InChIKey: HOKKHZGPKSLGJE-GSVOUGTGSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 137mg/kg (137mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 269, Pg. 573, 1994.
 

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