(-)-Bicuculline methiodide

Chemodex
Product Code: CDX-B0240
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-B0240-M02525 mg£121.00
Quantity:
CDX-B0240-M100100 mg£340.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C, Long Term: +4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
N-Methylbicuculline iodide; 55950-07-7
Appearance:
White to off-white powder.
CAS:
40709-69-1
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06,GHS09
Handling Advice:
Protect from light and moisture.
InChi:
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
InChiKey:
HKJKCPKPSSVUHY-GRTNUQQKSA-M
Long Description:
Chemical. CAS: 40709-69-1. Formula: C21H20INO6. MW: 509.29. (-)-Bicuculline methiodide is the N-methylated water-soluble derivative of the widely-employed ionotropic GABAA receptor antagonist (+)-Bicuculline. This prototypic, competitive GABAA receptor antagonist displaces GABA from the agonist binding site to prevent receptor activation. It also acts as a negative allosteric inhibitor of channel opening to inhibit GABAA receptor activation by anaesthetic agents. Additionally it shows activity at SK calcium-activated potassium channels, nicotinic acetylcholine receptors and acetylcholinesterase. This compound reversibly and competitively blocks GABAA receptor mediated currents and is widely used to isolate glutamate receptor mediated EPSCs (excitatory postsynaptic potentials).
MDL:
MFCD00078966
Molecular Formula:
C21H20INO6
Molecular Weight:
509.29
Package Type:
Vial
PG:
II
Precautions:
P260, P264, P273, P280, P301+P310, P302+P352, P304+P340
Product Description:
(-)-Bicuculline methiodide is the N-methylated water-soluble derivative of the widely-employed ionotropic GABAA receptor antagonist (+)-Bicuculline. This prototypic, competitive GABAA receptor antagonist displaces GABA from the agonist binding site to prevent receptor activation. It also acts as a negative allosteric inhibitor of channel opening to inhibit GABAA receptor activation by anaesthetic agents. Additionally it shows activity at SK calcium-activated potassium channels, nicotinic acetylcholine receptors and acetylcholinesterase. This compound reversibly and competitively blocks GABAA receptor mediated currents and is widely used to isolate glutamate receptor mediated EPSCs (excitatory postsynaptic potentials).
Purity:
>95% (NMR)
Signal word:
Danger
SMILES:
C[N+]1(C)[C@@]([C@@]2([H])C(C=CC3=C4OCO3)=C4C(O2)=O)([H])C5=CC6=C(OCO6)C=C5CC1.[I-]
Solubility Chemicals:
Soluble in water (10 mg/ml) or DMSO (30mg/ml).
Transportation:
Excepted Quantity
UN Nummer:
1544
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) R.W. Olsen, et al.; Brain Res. 102, 283 (1976) | (2) V. Seutin & S.W. Johnson; TiPS 20, 268 (1999) | (3) O. Chan, et al.; Diabetes 55, 1080 (2006) | (4) S. Kurt, et al.; Hear Res. 212, 224 (2006) | (5) G.A. Johnston; Br. J. Pharmacol. 169, 328 (2013) | (6) R.W. Olsen; Neuropharmacol. 136, 10 (2018)