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(-)-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
Molecular Weight:
0
MDL Number:
MFCD00078966
MOL File:
40709-69-1.mol
Last updated:2023-06-30 15:45:59

(-)-Bicucullinemethiodide Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
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

(-)-Bicucullinemethiodide price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 14343 1(S),9(R)-(?)-Bicuculline methiodide ≥95.0% (HPCE) 40709-69-1 10mg $71.5 2024-03-01 Buy
Sigma-Aldrich 14343 1(S),9(R)-(?)-Bicuculline methiodide ≥95.0% (HPCE) 40709-69-1 50mg $243 2024-03-01 Buy
Alfa Aesar J67150 (-)-Bicuculline methiodide, 98% 40709-69-1 50mg $243.65 2024-03-01 Buy
Tocris 2503 (-)-Bicucullinemethiodide ≥99%(HPLC) 40709-69-1 10 $93 2021-12-16 Buy
Tocris 2503 (-)-Bicucullinemethiodide ≥99%(HPLC) 40709-69-1 50 $395 2021-12-16 Buy
Product number Packaging Price Buy
14343 10mg $71.5 Buy
14343 50mg $243 Buy
J67150 50mg $243.65 Buy
2503 10 $93 Buy
2503 50 $395 Buy

(-)-Bicucullinemethiodide Chemical Properties,Uses,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

(-)-Bicucullinemethiodide Suppliers

Global( 20)Suppliers
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TargetMol Chemicals Inc.
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Aladdin Scientific
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3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
BOC Sciences -- info@bocsci.com USA 0 65
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8141 58
Changzhou Furuisi Biotechnology Co., Ltd 0519-85524369 3477467573@qq.com China 8618 58
JinOu Biomedical (Nanjing) Co., Ltd. 13000000000 jinoupharma@163.com China 11732 58
[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