(2S,13BS)-2-METHOXY-2,3,5,6,8,9,10,13-OCTAHYDRO-1H,12H-BENZO[I]PYRANO[3,4-G]INDOLIZIN-12-ONE HYDROBROMIDE Chemical Properties

storage temp. 

Desiccate at RT

solubility 

ethanol: 5mg/mL

form 

solid

Melting point:

219-229 °C (decomp)

color 

white

Safety Information

Safety Statements 

22-36

WGK Germany 

3

RTECS 

KF3325000

MSDS

• Language:English Provider:SigmaAldrich

(2S,13BS)-2-METHOXY-2,3,5,6,8,9,10,13-OCTAHYDRO-1H,12H-BENZO[I]PYRANO[3,4-G]INDOLIZIN-12-ONE HYDROBROMIDE Usage And Synthesis

Uses

Dihydro-β-erythroidine is an alkaloid isolated from the seeds of erythrina and a competitive antagonist at the nicotinic acetylcholine receptor (nAChR).

Definition

ChEBI: Dihydro-beta-erythroidine hydrobromide is a member of indoles.

Biological Activity

Competitive nicotinic acetylcholine receptor antagonist with moderate selectivity for the neuronal α 4 receptor subunit (IC 50 values are 0.19 and 0.37 μ M for α 4 β 4 and α 4 β 2 receptors respectively). Antagonizes behavioral effects of nicotine in vivo .

in vitro

dhβe has been shown to be a purely competitive antagonist of the neuronal nicotinic receptor [1].

in vivo

dhβe is able to block some of the central actions of nicotine after systemic and intrathecal administration. the mechanism of blockade is different from that of mecamylamine, a classical ganglionic antagonist, and may involve a direct action of dhβe on nicotine receptor [2].

IC 50

1.3 μm for α2β2, 2.3 μm for α2β4, 0.41 μm for α3β2, 23.1 μm for α3β4, 0.37 μm for α4β2, and 0.19 μm for α4β4 [1]

storage

Desiccate at RT

References

[1] harvey sc, maddox fn, luetje cw. multiple determinants of dihydro-beta-erythroidine sensitivity on rat neuronal nicotinic receptor alpha subunits. j neurochem. 1996 nov;67(5):1953-9.
[2] damaj mi, welch sp, martin br. in vivo pharmacological effects of dihydro-beta-erythroidine, a nicotinic antagonist, in mice. psychopharmacology (berl). 1995 jan;117(1):67-73.
[3] murphree hb. effects in human volunteers of subparalytic doses of dihydro-beta-erythroidine. clin pharmacol ther. 1963 may-jun;4:304-10.

(2S,13BS)-2-METHOXY-2,3,5,6,8,9,10,13-OCTAHYDRO-1H,12H-BENZO[I]PYRANO[3,4-G]INDOLIZIN-12-ONE HYDROBROMIDE(29734-68-7)Related Product Information

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