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B7561

Sigma-Aldrich

1(S),9(R)-(−)-Bicuculline methbromide

≥98% (HPLC), solid

Synonym(e):

(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)

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25 MG
188,00 €
125 MG
742,00 €

188,00 €

Versandbereit am07. April 2025Details

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25 MG
188,00 €
125 MG
742,00 €

About This Item

Empirische Formel (Hill-System):
C21H20BrNO6
CAS-Nummer:
66016-70-4
Molekulargewicht:
462.29
MDL-Nummer:
MFCD00055149
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329773298
NACRES:
NA.77

188,00 €

Versandbereit am07. April 2025Details

Bulk-Bestellung anfordern

Assay

≥98% (HPLC)

Form

solid

Farbe

white to off-white

Löslichkeit

H2O: >10 mg/mL

Lagertemp.

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

InChIKey

BWXCECYGGMGBHD-GRTNUQQKSA-M

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Anwendung

1(S),9(R)-(-)-Bicuculline methbromide has been used:
  • as a γ-aminobutyric acid (GABAA) receptor A antagonist: in cortical neuron culture[1]
  • in artificial cerebrospinal fluid (ACSF) formature dentate granule neurons[2]
  • in hypothalamic explant cultures[3]

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Piktogramme

Skull and crossbonesEnvironment
GHS06,GHS09

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000382091
0000382092
0000382092
0000382091
0000230611

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4-Aminopyridin ≥99%

Sigma-Aldrich

275875

4-Aminopyridin

Saccharose ACS reagent

Sigma-Aldrich

S5016

Saccharose

Amar Sahay et al.
Nature, 472(7344), 466-470 (2011-04-05)
Adult hippocampal neurogenesis is a unique form of neural circuit plasticity that results in the generation of new neurons in the dentate gyrus throughout life. Neurons that arise in adults (adult-born neurons) show heightened synaptic plasticity during their maturation and
Delphine Franssen et al.
Endocrinology, 157(5), 1740-1750 (2016-03-08)
Rat sexual maturation is preceded by a reduction of the interpulse interval (IPI) of GnRH neurosecretion. This work aims at studying disruption of that neuroendocrine event in females after early exposure to a very low dose of bisphenol A (BPA)
Xiaofen Zhong et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(37), 12841-12847 (2012-09-14)
MeCP2 (methyl CpG binding protein 2) is a key player in recognizing methylated DNA and interpreting the epigenetic information encoded in different DNA methylation patterns. The functional significance of MeCP2 to the mammalian nervous system is highlighted by the discovery
M A Castro-Alamancos
The Journal of neuroscience : the official journal of the Society for Neuroscience, 20(24), 9195-9206 (2000-01-11)
During disinhibition, the neocortex generates synchronous activities. Block of GABA(A) receptors in neocortex transforms cortical slow-wave oscillations into large-amplitude approximately 1 Hz discharges consisting of a negative spike or multiple negative spikes riding on a positive wave. Further block of
Christina Wenzek et al.
iScience, 27(8), 110547-110547 (2024-08-23)
The immune system has emerged as an important target of thyroid hormones (THs); however, the role of TH in T cells has so far remained elusive. In this study, we assessed the effect of TH receptor α (TRα) signaling on activation
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