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(-)-Bicucullinemethiodide

Product Name
(-)-Bicucullinemethiodide
CAS No.
40709-69-1
Chemical Name
(-)-Bicucullinemethiodide
Synonyms
(-)-Bicuculline methiodide;(+)-Bicuculline methiodide;( ) Bicuculline methiodide,()Bicuculline methiodide;(-)-Bicuculline methiodide DISCONTINUED. offer B382505;(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;[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;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*))-;(5S)-6,6-Dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.02,]dodeca-1(9),2(6),7-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide
CBNumber
CB61075225
Molecular Formula
C21H20INO6
Formula Weight
0
MOL File
40709-69-1.mol
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(-)-Bicucullinemethiodide Property

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
BRN 
5419649
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Safety

WGK Germany 
3
HazardClass 
6.1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H311Toxic in contact with skin

H330Fatal if inhaled

H400Very toxic to aquatic life

Precautionary statements

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P320Specific treatment is urgent (see … on this label).

P330Rinse mouth.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
14343
Product name
1(S),9(R)-(?)-Bicuculline methiodide
Purity
≥95.0% (HPCE)
Packaging
10mg
Price
$71.5
Updated
2024/03/01
Sigma-Aldrich
Product number
14343
Product name
1(S),9(R)-(?)-Bicuculline methiodide
Purity
≥95.0% (HPCE)
Packaging
50mg
Price
$243
Updated
2024/03/01
Alfa Aesar
Product number
J67150
Product name
(-)-Bicuculline methiodide, 98%
Packaging
50mg
Price
$243.65
Updated
2024/03/01
Tocris
Product number
2503
Product name
(-)-Bicucullinemethiodide
Purity
≥99%(HPLC)
Packaging
10
Price
$93
Updated
2021/12/16
Tocris
Product number
2503
Product name
(-)-Bicucullinemethiodide
Purity
≥99%(HPLC)
Packaging
50
Price
$395
Updated
2021/12/16
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(-)-Bicucullinemethiodide Chemical Properties,Usage,Production

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

(-)-Bicucullinemethiodide Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)-Bicucullinemethiodide Suppliers

40709-69-1, (-)-BicucullinemethiodideRelated Search:


  • [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
  • 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*))-
  • (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
  • (-)-Bicuculline methiodide
  • (-)-Bicuculline methiodide DISCONTINUED. offer B382505
  • ( ) Bicuculline methiodide,()Bicuculline methiodide
  • (5S)-6,6-Dimethyl-5-{12-oxo-3,5,11-trioxatricyclo[7.3.0.02,]dodeca-1(9),2(6),7-trien-10-yl}-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide
  • (+)-Bicuculline methiodide
  • 40709-69-1
  • GABA/Glycine receptor