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S8502

Sigma-Aldrich

(−)-Scopolamine methyl bromide

≥98% (HPLC), powder

Synonym(s):

Hyoscine methyl bromide, Methscopolamine bromide

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MXP 2,210.00
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MXP 6,448.00

MXP 2,210.00

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1 G
MXP 2,210.00
5 G
MXP 6,448.00

About This Item

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

MXP 2,210.00

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Assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D −25°, c = 5 in H2O(lit.)

color

white

solubility

H2O: 50 mg/mL

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

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

InChI key

CXYRUNPLKGGUJF-RAFJPFSSSA-M

Gene Information

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

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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

Caution

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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H312 + H332,H400

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000190854
0000241910
0000190854
0000253869
0000241910

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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
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
Katie Leach et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 35(4), 855-869 (2009-11-27)
We recently identified LY2033298 as a novel allosteric potentiator of acetylcholine (ACh) at the M(4) muscarinic acetylcholine receptor (mAChR). This study characterized the molecular mode of action of this modulator in both recombinant and native systems. Radioligand-binding studies revealed that
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