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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

Quality Level

200

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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