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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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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