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Merck
CN

S8502

(−)-Scopolamine methyl bromide

≥98% (HPLC), mAChRs antagonist, powder

别名:

Hyoscine methyl bromide, Methscopolamine bromide

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关于此项目

经验公式(希尔记法):
C18H24NO4 · Br
化学文摘社编号:
分子量:
398.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
205-844-5
MDL number:
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产品名称

(−)-Scopolamine methyl bromide, ≥98% (HPLC), powder

InChI key

CXYRUNPLKGGUJF-RAFJPFSSSA-M

InChI

1S/C18H24NO4.BrH/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11;/h3-7,12-17,20H,8-10H2,1-2H3;1H/q+1;/p-1/t12-,13-,14-,15+,16-,17+;/m1./s1

SMILES string

[Br-].[H][C@]12C[C@@H](C[C@]([H])([C@@]3([H])O[C@@]13[H])[N+]2(C)C)OC(=O)[C@H](CO)c4ccccc4

assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D −25°, c = 5 in H2O(lit.)

color

white

solubility

H2O: 50 mg/mL

Quality Level

Application

(−)-Scopolamine methyl bromide was administered to rats to inhibit the peripheral cholinergic effects induced by pilocarpine.10,11

Biochem/physiol Actions

Competitive muscarinic acetylcholine receptor antagonist.
Scopolamine is an anti-muscarinic and cholinolytic alkaloid that inhibits parasympathetic-cholinergic system.7 The central effects include hallucinations, disorientation, restlessness and euphoria.8 Scopolamine disturb the stimulus detection performance in rats by interfering with the reticular cholinergic pathways.9

Disclaimer

Shelf-life of the powder is at least five years when stored at room temperature.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Acute 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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Michal Kielbinski et al.
Developmental neurobiology, 78(7), 718-735 (2018-04-18)
Malformations of cortical development (MCD) are a common cause of intractable seizures in humans. Among these, focal cortical dysplasia (FCD) poses an outstanding challenge. There are several subtypes of FCD that show significant variation in pathology and clinical presentation. All
Zuzanna Setkowicz et al.
Epilepsia, 44(10), 1267-1273 (2003-09-27)
To determine whether brains irradiated at different stages of prenatal development also have different postnatal susceptibility to seizures evoked by pilocarpine. Pregnant Wistar rats were exposed to a single 1.0-Gy dose of gamma rays on gestation days 13, 15, 17
Nicholas H Varvel et al.
Neuropharmacology, 224, 109356-109356 (2022-12-03)
Cognitive comorbidities can substantially reduce quality of life in people with epilepsy. Inflammation is a component of all chronic diseases including epilepsy, as well as acute events like status epilepticus (SE). Neuroinflammation is the consequence of several broad signaling cascades
Misty M Strain et al.
iScience, 27(3), 109137-109137 (2024-02-29)
Cardiovagal neurons (CVNs) innervate cardiac ganglia through the vagus nerve to control cardiac function. Although the cardioinhibitory role of CVNs in nucleus ambiguus (CVNNA) is well established, the nature and functionality of CVNs in dorsal motor nucleus of the vagus
Gregory D Stewart et al.
ACS chemical biology, 5(4), 365-375 (2010-02-17)
"Functional selectivity", although new to many chemists and biologists only a few years ago, has now become a dominant theme in drug discovery. This concept posits that different ligands engender unique receptor conformations such that only a subset of signaling

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