ChemicalBook > CAS DataBase List > (-)-Bicucullinemethiodide

(-)-Bicucullinemethiodide

Product Name
(-)-Bicucullinemethiodide
CAS No.
40709-69-1
Chemical Name
(-)-Bicucullinemethiodide
Synonyms
(-)-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
More
Less

(-)-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
More
Less

Safety

WGK Germany 
3
HazardClass 
6.1
More
Less

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.

More
Less

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
More
Less

(-)-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

More
Less

(-)-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
  • 40709-69-1
  • GABA/Glycine receptor