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ChemicalBook--->CAS DataBase List--->40709-69-1

40709-69-1

40709-69-1 Structure

40709-69-1 Structure
IdentificationBack Directory
[Name]

(-)-Bicucullinemethiodide
[CAS]

40709-69-1
[Synonyms]

(-)-Bicuculline methiodide
(-)-Bicuculline methiodide DISCONTINUED. offer B382505
[R-(R,S)]-5-(6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium iodide
(5S)-5-[(6R)-6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl]-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium iodide
1,3-Dioxolo(4,5-G)isoquinolinium, 5-((6R)-6,8-dihydro-8-oxofuro(3,4-E)-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-, iodide, (5S)-
1,3-Dioxolo(4,5-G)isoquinolinium, 5-(6,8-dihydro-8-oxofuro(3,4-E)-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-, iodide, (R-(R*,S*))-
[Molecular Formula]

C21H20INO6
[MDL Number]

MFCD00078966
[MOL File]

40709-69-1.mol
Chemical PropertiesBack Directory
[RTECS ]

JI4904100
[storage temp. ]

Store at RT
[solubility ]

H2O: soluble10mg/mL, almost clear, greenish-yellow
[form ]

Pale yellow solid.
[color ]

Yellow
[optical activity]

[α]/D -117±7°, c = 1 in chloroform
[Water Solubility ]

H2O: 10mg/mL, almost clear, greenish-yellow
[BRN ]

5419649
Safety DataBack Directory
[Symbol(GHS) ]


GHS06,GHS09
[Signal word ]

Warning
[Hazard statements ]

H301-H311-H330-H400
[Precautionary statements ]

P301+P310a-P304+P340-P320-P330-P405-P501a
[WGK Germany ]

3
[HazardClass ]

6.1
Hazard InformationBack Directory
[Uses]

1(S),9(R)-(-)-Bicuculline methiodide has been used as a gamma-aminobutyric acid (GABA) antagonist to block inhibition in the semicoronal slices. It has also been used for the preparation of organotypic hippocampal slice cultures (OHSCs).
[General Description]

Bicuculline is a phthalide isoquinoline alkaloid, which is extracted from Dicentra cucullaria. It acts as an acetylcholinesterase?inhibitor. Bicuculline inhibits slow afterhyperpolarization (AHP).
[Biological Activity]

Methiodide form of classical GABA A receptor antagonist (+)-bicuculline ([R-(R*,S*)]-6-(5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)furo[3,4-e]-1,3-benzodioxol-8(6H)-one ). More water-soluble and stable. Non-GABA receptor-mediated actions reported, including actions on calcium-dependent potassium channels.
[Biochem/physiol Actions]

(-)-Bicuculline methiodide is a GABAA receptor antagonist, which acts as a competitive inhibitor of GABA ligand binding to the receptor.
[storage]

Room temperature
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