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B7561

Sigma-Aldrich

1(S),9(R)-(−)-Bicuculline methbromide

≥98% (HPLC), solid

Sinônimo(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)

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About This Item

Fórmula empírica (Notação de Hill):
C21H20BrNO6
Número CAS:
66016-70-4
Peso molecular:
462.29
Número MDL:
MFCD00055149
Código UNSPSC:
12352200
ID de substância PubChem:
329773298
NACRES:
NA.77

R$ 1.532,00

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Ensaio

≥98% (HPLC)

Formulário

solid

cor

white to off-white

solubilidade

H2O: >10 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

BWXCECYGGMGBHD-GRTNUQQKSA-M

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Aplicação

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]

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Pictogramas

Skull and crossbonesEnvironment
GHS06,GHS09

Palavra indicadora

Danger

Frases de perigo

H300,H311 + H331,H410

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000382091
0000382092
0000382092
0000382091
0000230610

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Sigma-Aldrich

275875

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Sacarose ACS reagent

Sigma-Aldrich

S5016

Sacarose

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)
Doris P Molina et al.
Neurobiology of aging, 33(9), 1938-1949 (2011-10-22)
Alterations in the alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate receptor (AMPA-R) and N-methyl-D-aspartate receptor (NMDA-R) have been documented in aged animals and may contribute to changes in hippocampal-dependent memory. Growth hormone (GH) regulates AMPA-R and NMDA-R-dependent excitatory transmission and decreases with age. Chronic GH treatment
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
K Seo et al.
Brain research, 892(1), 198-202 (2001-02-15)
The effect of intrathecal administration of the GABA(A) receptor antagonist bicuculline methylbromide on jaw muscle electromyographic (EMG) activity evoked by mustard oil injection into the rat temporomandibular joint was studied. Bicuculline given prior to mustard oil augmented the EMG activity
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