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S0532

Sigma-Aldrich

Strychnine

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Synonym(s):
(−)-Strychnine
Empirical Formula (Hill Notation):
C21H22N2O2
CAS Number:
Molecular Weight:
334.41
Beilstein/REAXYS Number:
52979
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

mp

284-286 °C (lit.)

solubility

chloroform: soluble, clear to hazy

SMILES string

[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

InChI key

QMGVPVSNSZLJIA-FVWCLLPLSA-N

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This Item
399027H5752B9285
vibrant-m

S0532

Strychnine

vibrant-m

399027

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H5752

17α-Hydroxyprogesterone

vibrant-m

B9285

5-Bromo-2′-deoxyuridine

solubility

chloroform: soluble, clear to hazy

solubility

-

solubility

chloroform: 50 mg/mL, clear, colorless to light yellow

solubility

NH4OH: 0.1 M at 20 °C, clear, colorless

mp

284-286 °C (lit.)

mp

175-178 °C (dec.) (lit.)

mp

-

mp

191-194 °C (dec.) (lit.)

General description

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.

Application

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.

Biochem/physiol Actions

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.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 2

ppe

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


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