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B7686

1(S),9(R)-(−)-Bicuculline methchloride

Name: 1(S),9(R)-(&#8722;)-Bicuculline methchloride
Brand: SIGMA

≥97% (HPLC), GABAA receptor antagonist, powder

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About This Item

Linear Formula:

C₂₁H₂₀NO₆Cl

CAS Number:

38641-83-7

Molecular Weight:

417.84

UNSPSC Code:

12352200

PubChem Substance ID:

329773300

NACRES:

NA.77

MDL number:

MFCD00055233

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

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Product Name

1(S),9(R)-(−)-Bicuculline methchloride, ≥97% (HPLC), powder

Quality Level

100

assay

≥97% (HPLC)

form

powder

solubility

H₂O: >10 mg/mL

storage temp.

2-8°C

SMILES string

[Cl-].C[N+]1(C)CCc2cc3OCOc3cc2[C@H]1[C@@H]4OC(=O)c5c6OCOc6ccc45

InChI

1S/C21H20NO6.ClH/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

RLJKFAMYSYWMND-GRTNUQQKSA-M

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

1(S),9(R)-(−)-Bicuculline methchloride is a GABA_A receptor antagonist, which blocks Ca²⁺-activated potassium (SK) channels.

Features and Benefits

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.

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.

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Presynaptic control of subunit composition of NMDA receptors mediating synaptic plasticity.

K Gottmann et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 17(8), 2766-2774 (1997-04-15)

Subunit composition of subsynaptic transmitter receptors is controlled presynaptically in the developing neuromuscular junction. To investigate presynaptic regulation of NMDA receptor subunit composition in the CNS, we co-cultured different types of hippocampal explants with dissociated target neurons. Postsynaptic NMDA receptors

Diazepam biphasically modulates [3H]TBOB binding to the convulsant site of the GABAA receptor complex.

C M van Rijn et al.

Journal of receptor and signal transduction research, 15(6), 787-800 (1995-07-01)

Interactions of GABA, bicuculline methochloride and diazepam with [3H]TBOB binding to rat brain membranes were evaluated in vitro. GABA displaced [3H]TBOB binding with and IC50 of 4 microM and a slope factor near unity. The competitive GABA antagonist bicuculline methochloride

Interactions between laudanosine, GABA, and opioid subtype receptors: implication for laudanosine seizure activity.

Y Katz et al.

Brain research, 646(2), 235-241 (1994-05-23)

We examined the interactions of D,L-laudanosine, a potentially epileptogenic metabolite of the neuromuscular relaxant atracurium besylate, with gamma-aminobutyric acid (GABA) and opioid binding sites, all of which have been implicated in seizure activity. Laudanosine was almost ineffective at [3H]muscimol binding

Dynamic differentiation of GABAA-sensitive influences on orientation selectivity of complex cells in the cat striate cortex.

B Pfleger et al.

Experimental brain research, 104(1), 81-88 (1995-01-01)

The influence of GABAA receptors on orientation selectivity of cat complex cells was tested by iontophoresis of the GABAA receptor blockers bicuculline and N-methyl-bicuculline while stimulating with drifting sinusoidal gratings. Reduction of orientation tuning was markedly less than reported in

Quantal properties of spontaneous EPSCs in neurones of the guinea-pig dorsal lateral geniculate nucleus.

O Paulsen et al.

The Journal of physiology, 496 ( Pt 3), 759-772 (1996-11-01)

1. Spontaneous non-NMDA glutamate receptor-mediated EPSCs were recorded with the whole-cell patch-clamp technique from twenty-six neurones in the dorsal lateral geniculate nucleus in thalamic slices from guinea-pig. 2. Amplitude distributions of the EPSCs were skewed towards larger values. The skewness

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Global Trade Item Number

SKU	GTIN
B7686-25MG	04061833442067
B7686-125MG	04061832079424

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