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Key Documents

S0532

Sigma-Aldrich

Strychnine

Sinonimo/i:

(−)-Strychnine

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About This Item

Formula empirica (notazione di Hill):
C21H22N2O2
Numero CAS:
Peso molecolare:
334.41
Beilstein:
52979
Numero CE:
Numero MDL:
Codice UNSPSC:
12352210
ID PubChem:

Livello qualitativo

Punto di fusione

284-286 °C (lit.)

Solubilità

chloroform: soluble, clear to hazy

Stringa SMILE

[H][C@@]12CC(=O)N3c4ccccc4[C@]56CC[N@H]7CC(=CCO1)[C@]([H])(C[C@@H]57)[C@]2([H])[C@]36[H]

InChI

1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1
QMGVPVSNSZLJIA-FVWCLLPLSA-N

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Descrizione generale

Strychnine is a colorless, odourless and bitter tasting powder. It is absorbed in skin, gastrointestinaland respiratory tract. Strychnine generates oxides of nitrogen and carbon on decomposition.
Strychnine is a glycine receptor antagonist not associated with the N-methyl-D-aspartate (NMDA) receptor. It is an alkaloid extracted from Strychnos nux vomica seeds.

Applicazioni

Strychnine has been used as a glycine receptors antagonist in hippocampal CA1 pyramidal and rostral ventromedial medulla (RVM) neurons. It has also been used as type C glycine receptor antagonist in direction selective (DS) retinal cells.
Strychnine has been used in antagonist profiling to characterize a novel nicotinic receptor in Aplysia neuroendocrine cells.

Azioni biochim/fisiol

At low doses, strychnine is used for circulatory problems, gastrointestinal disorders and eye diseases.
Strychnine is used as a rodenticide and a glycine receptor antagonist, which inhibits Renshaw cell-motor neuron synapse. It binds to the α subunit N-terminal region of the glycine receptor. The effect of strychnine is neutralized in the presence of glycine receptor agonist ivermectin. Strychnine also inhibits leukocyte motility.
Convulsant; glycine receptor antagonist not associated with the NMDA receptor.

Pittogrammi

Skull and crossbonesEnvironment

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 1 Dermal - Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Codice della classe di stoccaggio

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificati d'analisi (COA)

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Spatiotemporally asymmetric excitation supports mammalian retinal motion sensitivity
Matsumoto A, et al.
Current Biology, 29(19) (2019)
In vivo protection against strychnine toxicity in mice by the glycine receptor agonist ivermectin
Maher A, et al.
BioMed Research International (2014)
Glycine-gated chloride channels in neutrophils attenuate calcium influx and superoxide production
WHEELER M, et al.
Faseb Journal, 14(3), 476-484 (2000)
A brainstem-spinal cord inhibitory circuit for mechanical pain modulation by GABA and enkephalins
Franccois A, et al.
Neuron, 93(4), 822-839 (2017)
Preparation of molecularly imprinted polymers for strychnine by precipitation polymerization and multistep swelling and polymerization and their application for the selective extraction of strychnine from nux-vomica extract powder.
Nakamura Y
Journal of Separation Science, 39(8), 1542-1550 (2016)

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