14343

1(S),9(R)-(−)-Bicuculline methiodide

≥95.0% (HPCE)

• 别名: (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
• 经验公式（希尔记法）: C₂₁H₂₀INO₆
• CAS号: 40709-69-1
• 分子量: 509.29
• Beilstein: 5419649
• MDL编号: MFCD00078966
• UNSPSC代码: 12352200
• PubChem化学物质编号: 329750456
• NACRES: NA.77

属性

• 方案: ≥95.0% (HPCE)
• 表单: powder
• 旋光性: [α]/D -117±7°, c = 1 in chloroform
• 溶解性: H₂O: 10 mg/mL, almost clear, greenish-yellow
• 储存温度: 2-8°C
• SMILES字符串: [I-].[H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@]4([H])c5cc6OCOc6cc5CC[N+]4(C)C
• InChI: 1S/C21H20NO6.HI/c1-22(2)6-5-11-7-15-16(26-9-25-15)8-13(11)18(22)19-12-3-4-14-20(27-10-24-14)17(12)21(23)28-19;/h3-4,7-8,18-19H,5-6,9-10H2,1-2H3;1H/q+1;/p-1/t18-,19+;/m0./s1
• InChI key: HKJKCPKPSSVUHY-GRTNUQQKSA-M

说明

一般描述

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

应用

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).

生化/生理作用

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

特点和优势

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the GABAA Receptors and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

制备说明

prepared from (+)-bicuculline

安全信息

• 储存分类代码: 11 - Combustible Solids
• WGK: WGK 3
• 闪点(°F): Not applicable
• 闪点(°C): Not applicable
• 个人防护装备: Eyeshields, Gloves, type N95 (US)