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29734-68-7

29734-68-7 Structure

29734-68-7 Structure
IdentificationBack Directory
[Name]

(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
[CAS]

29734-68-7
[Synonyms]

DHβE hydrobromide
-erythroidineHydrobromide
-erythroidine hydrobromide
Dihydro-2-erythroidine Hydrobromide
Dihydro-β-erythroidine hydrobromide
DIHYDRO-B-ERYTHROIDINE HYDROBROMIDE
Dihydro-β-erythroidine hydrobromide
DIHYDRO-BETA-ERYTHROIDINE HYDROBROMIDE
DIHYDRO-B-ERYTHROIDINE HYDROBROMIDE COMP ETITIVE NICOTINIC
3β-1,6-Didehydro-14,17-dihydro-3-methoxy-16(15H)-oxaerythrinan-15-one hydrobromide
3BETA-1,6-DIDEHYDRO-14,17-DIHYDRO-3-METHOXY-16(15H)-OXAERYTHRINAN-15-ONE HYDROBROMIDE
(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
1H,12H-Pyrano[4',3':3,4]pyrido[2,1-i]indol-12-one, 2,3,5,6,8,9,10,13-octahydro-2-methoxy-, hydrobromide (1:1), (2S,13bS)-
[Molecular Formula]

C16H21NO3.BrH
[MDL Number]

MFCD00153793
[MOL File]

29734-68-7.mol
[Molecular Weight]

356.25
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at RT
[solubility ]

ethanol: 5mg/mL
[form ]

solid
[Melting point ]

219-229 °C (decomp)
[color ]

white
Safety DataBack Directory
[Safety Statements ]

22-36
[WGK Germany ]

3
[RTECS ]

KF3325000
Hazard InformationBack Directory
[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.
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