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Key Documents

SML4086

Sigma-Aldrich

NitroSynapsin hydrochloride

new

≥98% (HPLC)

Sinonimo/i:

(1s,3r,5R,7S)-3-Amino-5,7-diethyladamantan-1-yl nitrate hydrochloride, 3-amino-5,7-diethyl-tricyclo[3.3.1.13,7]decan-1-ol 1-nitrate hydrochloride, NMI 6979 hydrochloride, NMT3 hydrochloride, NitroMemantine hydrochloride, YQW 036 hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C14H24N2O3·HCl
Numero CAS:
Peso molecolare:
304.81
Codice UNSPSC:
12352200

Livello qualitativo

Saggio

≥98% (HPLC)

Forma fisica

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

DMSO: 2 mg/mL, clear

Temperatura di conservazione

-10 to -25°C

Stringa SMILE

N[C@]1(C2)C[C@@]3(CC)C[C@]2(O[N+]([O-])=O)C[C@](C1)(CC)C3.Cl

Azioni biochim/fisiol

Extrasynaptic eNMDAR-selective blocker (over synaptic sNMDAR) with improved efficacy than memantine in cultures and in vivo; potent inhibitor of the SARS-CoV-2 virus entry.
NitroSynapsin is an NMDAR blocker that preferentially targets extrasynaptic over synaptic NMDA receptors (eNMDAR over sNMDAR) via a dual allosteric mechanism of open-channel blockage and NO/redox modulation. NitroSynapsin is significantly more effective than memantine (5 µM) in inhibiting the activation of rat cotical neurons due to NMDA release from co-cultured astrocytes upon stimulation by Aβ1-42 oligomers. When administered in the triple transgenic (3× tg) AD mouse model in vivo (216 mmol/kg bid. ip.), NitroSynapsin, but not memantine, significantly improves the location-novelty recognition. It is a potent inhibitor of the SARS-CoV-2 virus entry that prevents the virus spike protein binding to ACE2 (angiotensin-converting enzyme 2).

Avvertenza

Hygroscopic

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Skin Irrit. 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Shu-Ichi Okamoto et al.
Neurobiology of disease, 127, 390-397 (2019-04-01)
Tuberous sclerosis (TSC) is an autosomal dominant disorder caused by heterozygous mutations in the TSC1 or TSC2 gene. TSC is often associated with neurological, cognitive, and behavioral deficits. TSC patients also express co-morbidity with anxiety and mood disorders. The mechanism
Chang-Ki Oh et al.
Nature chemical biology, 19(3), 275-283 (2022-09-30)
Prevention of infection and propagation of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) is a high priority in the Coronavirus Disease 2019 (COVID-19) pandemic. Here we describe S-nitrosylation of multiple proteins involved in SARS-CoV-2 infection, including angiotensin-converting enzyme 2 (ACE2)
Maria Talantova et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(27), E2518-E2527 (2013-06-19)
Synaptic loss is the cardinal feature linking neuropathology to cognitive decline in Alzheimer's disease (AD). However, the mechanism of synaptic damage remains incompletely understood. Here, using FRET-based glutamate sensor imaging, we show that amyloid-β peptide (Aβ) engages α7 nicotinic acetylcholine

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