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S8502

Sigma-Aldrich

(−)-Scopolamine methyl bromide

≥98% (HPLC), 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
EC Number:
205-844-5
MDL number:
MFCD00078560
UNSPSC Code:
12352116
PubChem Substance ID:
24278714
NACRES:
NA.77

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Byron K Y Bitanihirwe et al.
Behavioural brain research, 217(1), 178-187 (2010-10-27)
Deterioration in attention and related processes is an early sign in schizophrenia predictive of disease development. Amongst the various translational paradigms for assessing attention in rodents, it is not known if they are equivalent in detecting individual differences. Answers here
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
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
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