CAS 6384-92-5|N-Methyl-D-aspartic acid

Introduction:Basic information about CAS 6384-92-5|N-Methyl-D-aspartic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameN-Methyl-D-aspartic acid
CAS Number6384-92-5Molecular Weight147.129
Density1.3±0.1 g/cm3Boiling Point258.2±30.0 °C at 760 mmHg
Molecular FormulaC5H9NO4Melting Point187-192 °C
MSDSChineseUSAFlash Point110.0±24.6 °C

Names

NameN-Methyl-D-aspartic acid
SynonymMore Synonyms

N-Methyl-D-aspartic acid BiologicalActivity

DescriptionNMDA is a specific agonist for NMDA receptor mimicking the action of glutamate, the neurotransmitter which normally acts at that receptor.
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluRSignaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological Disease
In VitroNMDA exerts a significant augmentation of the adrenal binding independently of the incubation temperature in a concentration-dependent manner[2].
In VivoNMDA (0.2 nM) shows significant effects on MF, IF, IL, and EL, respectively, decreasing the mount and intromission frequencies, and shortening the intromission and ejaculation latencies. NMDA and AP-5 significantly, respectively, facilitates and inhibits the ejaculatory behavior during the copulation testing 30 min. Bilateral microinjection of NMDA into PVN significantly increases the baseline LSNA, the peaking increment of LSNA occurred within 5 min from the time of NMDA microinjected into PVN[1].
Kinase AssayAdrenal membranous homogenate suspensions are incubated with 10 nM [3H]Glu in 500/zl 50 mM Tris-acetate buffer (pH 7.4) at 2°C or 30°C in the presence and absence of various compounds. Incubation is terminated by the addition of 3 mL ice-cold buffer and subsequent filtration through a Whatman GF/B glass filter under a constant vacuum of 15 mm Hg. After washing the filter 4 times with 3 mL icecold buffer, the radioactivity trapped on the filter is measured by a liquid scintillation spectrometer using 5 mL modified Triton-toluene scintillant at a counting efficiency of 40-42%. The radioactivity found in the presence of 1 mM non-radioactive Glu is subtracted from each experimental value to obtain the specific binding of [3H]GIu in accordance with the y-aminobutyric acid (GABA) receptor binding assay system. The kinetic parameters of [3H]GIu binding, Kd and Bma x, are calculated by Scatchard analysis of the specific binding using a personal computer with a programme for non-linear regression analysis developed in our own laboratory.
Animal AdminThirty male rats are paired with different receptive females for a total of three times (once every 3 days) a week prior to the experiment, only the males that ejaculated at least three times during this period are included. After selecting the male rats with normal ejaculatory ability. Saline (100 nL), NMDA (0.20 nmol in 100 nL saline), and AP-5 (10.0 nmol in 100 nL saline) are adminitration into the bilateral PVN of each male rat in random order. After 5 min, the behavioral testing is performed and recorded as described above. Copulatory behaviors occur once a week and the entire experiment lasted 4 weeks.
References

[1]. Xia JD, et al. Centrally mediated ejaculatory response via sympathetic outflow in rats: role of N-methyl-D-aspartic acid receptors in paraventricular nucleus. Andrology. 2016 Nov 16.

[2]. Yoneda Y, et al. Enhancement of [3H]glutamate binding by N-methyl-D-aspartic acid in rat adrenal. Brain Res. 1987 Mar 17;406(1-2):24-31.

[3]. Jiang L, et al. Decrease of growth and differentiation factor 10 contributes to neuropathic pain through N-methyl-D-aspartate receptor activation. Neuroreport. 2017 May 24;28(8):444-450.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point258.2±30.0 °C at 760 mmHg
Melting Point187-192 °C
Molecular FormulaC5H9NO4
Molecular Weight147.129
Flash Point110.0±24.6 °C
Exact Mass147.053162
PSA86.63000
LogP-0.44
Vapour Pressure0.0±1.1 mmHg at 25°C
Index of Refraction1.494
InChIKeyHOKKHZGPKSLGJE-GSVOUGTGSA-N
SMILESCNC(CC(=O)O)C(=O)O
Water Solubilityslightly soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CI9457000
CHEMICAL NAME :
D-Aspartic acid, N-methyl-
CAS REGISTRY NUMBER :
6384-92-5
BEILSTEIN REFERENCE NO. :
1724431
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C5-H9-N-O4
MOLECULAR WEIGHT :
147.15

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
137 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 269,573,1994

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety PhrasesS22-S24/25
RIDADRNONH for all modes of transport
WGK Germany3
RTECSCI9457000
HS Code2942000000

Customs

HS Code2922499990
SummaryHS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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Synonyms

N-Methylaspartic acid
DL-Aspartic acid, N-methyl-
N-Methyl-DL-Aspartic acid
EINECS 227-012-0
DL-2-METHYLAMINOSUCCINIC ACID
D-Aspartic acid, N-methyl-
Aspartic acid, N-methyl-
N-Me-D-Asp-OH
(2R)-2-(methylamino)butanedioic acid
UNII:EU52DFC4WJ
NMDA
N-Methyl--aspartic acid
MFCD06795789
N-Methyl aspartic acid
N-Methyl-D-aspartic acid
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