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B7561

1(S),9(R)-(−)-甲基溴化荷包牡丹碱

Name: 1(S),9(R)-(&#8722;)-甲基溴化荷包牡丹碱
Brand: SIGMA

≥98% (HPLC), GABA receptor antagonist, solid

别名:

(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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关于此项目

经验公式（希尔记法）:

C₂₁H₂₀BrNO₆

化学文摘社编号:

66016-70-4

分子量:

462.29

UNSPSC Code:

12352200

PubChem Substance ID:

329773298

NACRES:

NA.77

MDL number:

MFCD00055149

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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产品名称

1(S),9(R)-(−)-甲基溴化荷包牡丹碱, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

H₂O: >10 mg/mL

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

Application

1(S),9(R)-(-)-Bicuculline methbromide has been used:

as a γ-aminobutyric acid (GABAA) receptor A antagonist: in cortical neuron culture
in artificial cerebrospinal fluid (ACSF) formature dentate granule neurons
in hypothalamic explant cultures

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.

Features and Benefits

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.

pictograms

GHS06,GHS09

signalword

Danger

hcodes

H300,H311 + H331,H410

pcodes

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

存储类别

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

Eyeshields, Gloves, type N95 (US)

法规信息

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Increasing adult hippocampal neurogenesis is sufficient to improve pattern separation.

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

Delayed Neuroendocrine Sexual Maturation in Female Rats After a Very Low Dose of Bisphenol A Through Altered GABAergic Neurotransmission and Opposing Effects of a High Dose.

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)

Growth hormone modulates hippocampal excitatory synaptic transmission and plasticity in old rats.

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

Origin of synchronized oscillations induced by neocortical disinhibition in vivo.

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

Involvement of GABA(A) receptor in modulation of jaw muscle activity evoked by mustard oil application to the rat temporomandibular joint.

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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全球贸易项目编号

货号	GTIN
B7561-25MG	04061833441954
B7561-125MG	04061832079417

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