14343

1(S),9(R)-(−)-Bicuculline methiodide

≥95.0% (HPCE)

• Sinonimo/i: (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
• Formula empirica (notazione di Hill): C₂₁H₂₀INO₆
• Numero CAS: 40709-69-1
• Peso molecolare: 509.29
• Beilstein: 5419649
• Numero MDL: MFCD00078966
• Codice UNSPSC: 12352200
• ID PubChem: 329750456
• NACRES: NA.77

Proprietà

• Livello qualitativo: 100
• Saggio: ≥95.0% (HPCE)
• Stato: powder
• Attività ottica: [α]/D -117±7°, c = 1 in chloroform
• Solubilità: H₂O: 10 mg/mL, almost clear, greenish-yellow
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: [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; HKJKCPKPSSVUHY-GRTNUQQKSA-M

Descrizione

Descrizione generale

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

Applicazioni

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).

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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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.

Nota sulla preparazione

prepared from (+)-bicuculline

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)