14343

1(S),9(R)-(−)-Bicuculline methiodide

≥95.0% (HPCE)

• Synonim(y): (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
• Wzór empiryczny (zapis Hilla): C₂₁H₂₀INO₆
• Numer CAS: 40709-69-1
• Masa cząsteczkowa: 509.29
• Beilstein: 5419649
• Numer MDL: MFCD00078966
• Kod UNSPSC: 12352200
• Identyfikator substancji w PubChem: 329750456
• NACRES: NA.77

Właściwości

• Próba: ≥95.0% (HPCE)
• Formularz: powder
• aktywność optyczna: [α]/D -117±7°, c = 1 in chloroform
• rozpuszczalność: H₂O: 10 mg/mL, almost clear, greenish-yellow
• temp. przechowywania: 2-8°C
• ciąg SMILES: [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
• Klucz InChI: HKJKCPKPSSVUHY-GRTNUQQKSA-M

Opis

Opis ogólny

Bicuculline is a phthalide isoquinoline alkaloid, which is extracted from Dicentra cucullaria.[1] It acts as an acetylcholinesterase inhibitor.[2] Bicuculline inhibits slow afterhyperpolarization (AHP).[3]

Zastosowanie

1(S),9(R)-(-)-Bicuculline methiodide has been used as a gamma-aminobutyric acid (GABA) antagonist to block inhibition in the semicoronal slices.[4] It has also been used for the preparation of organotypic hippocampal slice cultures (OHSCs).[5]

Działania biochem./fizjol.

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

Cechy i korzyści

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.

Uwaga dotycząca przygotowania

prepared from (+)-bicuculline

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Gloves, type N95 (US)