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Key Documents

S0532

Sigma-Aldrich

Strychnine

Sinônimo(s):

(−)-Strychnine

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About This Item

Fórmula empírica (Notação de Hill):
C21H22N2O2
Número CAS:
Peso molecular:
334.41
Beilstein:
52979
Número CE:
Número MDL:
Código UNSPSC:
12352210
ID de substância PubChem:
NACRES:
NA.54

Nível de qualidade

pf

284-286 °C (lit.)

solubilidade

chloroform: soluble, clear to hazy

cadeia de caracteres SMILES

[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

chave InChI

QMGVPVSNSZLJIA-FVWCLLPLSA-N

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Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Pictogramas

Skull and crossbonesEnvironment

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 2

Equipamento de proteção individual

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


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Brucine

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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