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6384-92-5

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6384-92-5 Usage

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 6384-92-5 differently. You can refer to the following data:
1. NMDA agonist
2. 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.

Definition

ChEBI: An aspartic acid derivative having an N-methyl substituent and D-configuration.

General Description

N-Methyl-D-aspartic acid (NMDA) is an endogenously generated molecule in rat nervous system and endocrine glands. NMDA is present at low level (nmol/g) in the adenohypophysis, hypothalamus, brain, and testis. NMDA is derived from D-Asp by an S-adenosylmethionine-dependent enzyme also referred to as NMDA synthase.

Biological Activity

Prototypic NMDA receptor agonist. Also available as part of the Mixed NMDA Receptor Tocriset? .

Biochem/physiol Actions

Excitotoxic amino acid. Prototypic agonist at the NMDA-type glutamate receptor that regulates ion channels; important in long-term potentiation, ischemia, and epilepsy.

references

[1] watkins jc, jane de. the glutamate story. br j pharmacol. 2006 jan;147 suppl 1:s100-8.[2] lafon-cazal m, pietri s, culcasi m, bockaert j. nmda-dependent superoxide production and neurotoxicity. nature. 1993 aug 5;364(6437):535-7.

Check Digit Verification of cas no

The CAS Registry Mumber 6384-92-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,8 and 4 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 6384-92:
(6*6)+(5*3)+(4*8)+(3*4)+(2*9)+(1*2)=115
115 % 10 = 5
So 6384-92-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/p-1/t3-/m1/s1

6384-92-5 Well-known Company Product Price

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  • TCI America

  • (M1360)  N-Methyl-D-aspartic Acid  >98.0%(T)

  • 6384-92-5

  • 100mg

  • 630.00CNY

  • Detail
  • TCI America

  • (M1360)  N-Methyl-D-aspartic Acid  >98.0%(T)

  • 6384-92-5

  • 1g

  • 4,990.00CNY

  • Detail

6384-92-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Methyl-D-aspartic acid

1.2 Other means of identification

Product number -
Other names (2R)-2-(methylamino)butanedioic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6384-92-5 SDS

6384-92-5Synthetic route

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

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

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 0℃;94%
N-methyl-benzyl-aspartic acid

N-methyl-benzyl-aspartic acid

N-methyl-D-aspartate
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%
(2R)-aspartic acid
1783-96-6

(2R)-aspartic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

N-methyl-D-aspartate
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

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

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With dihydrogen peroxide
(2R)-aspartic acid
1783-96-6

(2R)-aspartic acid

methyl iodide
74-88-4

methyl iodide

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With sodium carbonate
(S)-β-(α-Carboxy-2-nitrobenzyl) N-methylaspartic acid trifluoroacetate salt

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

A

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

B

(2-nitrosophenyl)glyoxalic acid

(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

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

N-methyl-D-aspartate
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
N-methyl-DL-aspartic acid
17833-53-3

N-methyl-DL-aspartic acid

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
3: aq. H2O2
View Scheme
N-methylaspartic acid dimethyl ester
144300-47-0

N-methylaspartic acid dimethyl ester

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: H2O
4: aq. H2O2
View Scheme
(+/-)-N-Formyl-N-methyl-asparaginsaeure
89464-62-0

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

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aq. H2O2
View Scheme
grassypeptolide A
1010433-25-6

grassypeptolide A

A

(R)-2-aminobutyric acid
2623-91-8

(R)-2-aminobutyric acid

B

D-allo-threonine
24830-94-2

D-allo-threonine

C

N-methyl-L-valine
2480-23-1

N-methyl-L-valine

D

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

E

L-Cysteic acid
498-40-8

L-Cysteic acid

F

D-Cysteic acid
35554-98-4

D-Cysteic acid

G

N-methyl-L-aspartic acid
4226-18-0

N-methyl-L-aspartic acid

H

L-proline
147-85-3

L-proline

Conditions
ConditionsYield
Stage #1: grassypeptolide A With ozone at 20℃; for 0.5h;
Stage #2: oxidative conditions;
grassypeptolide C
1256936-18-1

grassypeptolide C

A

(R)-2-aminobutyric acid
2623-91-8

(R)-2-aminobutyric acid

B

D-allo-threonine
24830-94-2

D-allo-threonine

C

N-methyl-L-valine
2480-23-1

N-methyl-L-valine

D

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

E

L-Cysteic acid
498-40-8

L-Cysteic acid

F

D-Cysteic acid
35554-98-4

D-Cysteic acid

G

N-methyl-L-aspartic acid
4226-18-0

N-methyl-L-aspartic acid

H

L-proline
147-85-3

L-proline

Conditions
ConditionsYield
Stage #1: grassypeptolide C With ozone at 20℃; for 0.5h;
Stage #2: oxidative conditions;
calcium N-methyl-D-aspartate

calcium N-methyl-D-aspartate

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
With cation exchange resin pH=2; pH-value;62.2 g
N-hydroxymethyl-D-aspartic acid dimethyl ester

N-hydroxymethyl-D-aspartic acid dimethyl ester

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: palladium on activated charcoal; hydrogen / ethanol / 5 h / 20 °C / Heating
2.1: sodium hydroxide / 8 h / Reflux
2.2: pH 2.5 - 6.5
3.1: cation exchange resin / pH 2
View Scheme
N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-2-(tert-Butoxycarbonyl-methyl-amino)-succinic acid

(R)-2-(tert-Butoxycarbonyl-methyl-amino)-succinic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water for 72h; Ambient temperature;77%
propan-1-ol
71-23-8

propan-1-ol

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

D-N-Methyl-asparaginsaeure-di-n-propylester

D-N-Methyl-asparaginsaeure-di-n-propylester

Conditions
ConditionsYield
With hydrogenchloride
formaldehyd
50-00-0

formaldehyd

N-methyl-D-aspartate
6384-92-5

N-methyl-D-aspartate

D-(-)-N,N-Dimethyl-asparaginsaeure

D-(-)-N,N-Dimethyl-asparaginsaeure

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal

6384-92-5Downstream Products

6384-92-5Relevant articles and documents

Caged Bioactive Carboxylates. Synthesis, Photolysis Studies, and Biological Characterization of a New Caged N-Methyl-D-aspartic Acid

Gee, Kyle R.,Niu, Li,Schaper, Klaus,Hess, George P.

, p. 4260 - 4263 (1995)

-

Pig growth urges the medicinal preparation preparation method of gene expression (by machine translation)

-

, (2017/08/30)

The invention discloses a Pig growth gene expression urges the medicinal preparation preparation method, the present invention relates to a synthesis of amino acid derivatives, in particular to a Pig growth gene expression urges the medicinal preparation D - aspartic acid derivatives, N - methyl - D - aspartic acid of preparation method, through D - aspartic acid as the raw material, the D - aspartic acid with methanol and thionyl chloride reaction generating D - aspartic acid dimethyl ester hydrochloride, then with 40% formaldehyde of the woven fabric under the alkaline condition generating N - hydroxymethyl - D - aspartic acid, using pd/c as the catalyst under normal temperature and pressure hydrogenation to obtain N - methyl - D - aspartic acid; simple preparation method of the invention, the prepared product quality is stable, and in the preparation of environmental pollution, can promote the growth of livestock and at the same time, improve the utilization rate of the feed and the improvement of the quality of the carcass raising the Pig, popularization and application. (by machine translation)

Enantioselective synthesis of α-N-alkylamino acids via sultam-directed 'enolate' hydroxyamination

Oppolzer,Cintas-Moreno,Tamura,Cardinaux

, p. 187 - 196 (2007/10/02)

-

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