B103

1(S),9(R)-(−)-Bicuculline methbromide

solid

• Synonym(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 bromide (1:1)
• Empirical Formula (Hill Notation): C₂₁H₂₀BrNO₆
• CAS Number: 66016-70-4
• Molecular Weight: 462.29
• UNSPSC Code: 12352200
• MDL number: MFCD00055149

Properties

• form: solid
• optical activity: [α]25/D −102.7°, c = 0.9 in methanol(lit.)
• color: white
• solubility: aqueous base: unstable, water and ethanol: soluble (Solutions should be freshly prepared.)
• storage temp.: 2-8°C
• SMILES string: [Br-].C[N+]1(C)CCc2cc3OCOc3cc2[C@H]1[C@@H]4OC(=O)c5c6OCOc6ccc45
• InChI: 1S/C21H20NO6.BrH/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: BWXCECYGGMGBHD-GRTNUQQKSA-M
• Gene Information: human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562) ;

Description

Biochem/physiol Actions

1(S),9(R)-(−)-Bicuculline methbromide is a GABA_A receptor antagonist, which blocks Ca²⁺-activated potassium (SK) channels. It is the water-soluble derivative of (+)-bicuculline.

Disclaimer

Light sensitive

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Codes: H300,H311 + H331,H410
• Precautionary Statements: P261 - P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 1 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)