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Merck
CN

S8502

(−)-Scopolamine methyl bromide

≥98% (HPLC), mAChRs antagonist, powder

Synonym(s):

Hyoscine methyl bromide, Methscopolamine bromide

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About This Item

Empirical Formula (Hill Notation):
C18H24NO4 · Br
CAS Number:
155-41-9
Molecular Weight:
398.29
NACRES:
NA.77
PubChem Substance ID:
24278714
UNSPSC Code:
12352116
EC Number:
205-844-5
MDL number:
MFCD00078560

Key Documents

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Product Name

(−)-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

200

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Related Categories

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
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000190854
0000253869
0000241910
0000190854
0000253869

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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
Erik I Hoff et al.
Neuropharmacology, 58(8), 1252-1257 (2010-03-23)
The central cholinergic system is involved in several cognitive functions such as attention, consciousness, learning and memory. Functional imaging of this neurotransmitter system may provide novel opportunities in the diagnosis and evaluation of cognitive disorders. The aim of this study
Maxime Lévesque et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(38), 13264-13272 (2012-09-21)
High-frequency oscillations (HFOs; 80-500 Hz) are thought to mirror the pathophysiological changes occurring in epileptic brains. However, the distribution of HFOs during seizures remains undefined. Here, we recorded from the hippocampal CA3 subfield, subiculum, entorhinal cortex, and dentate gyrus to
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
Shizuo Yamada et al.
The Journal of pharmacology and experimental therapeutics, 336(2), 365-371 (2010-11-05)
The binding of orally administered imidafenacin, used to treat overactive bladders, to muscarinic receptors in rat tissue was characterized based on pharmacokinetics. The binding in six tissues including bladder tissue was measured using [N-methyl-(3)H] scopolamine methyl chloride ([(3)H]NMS). Pharmacokinetic parameters
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