S1875

Sigma-Aldrich

(−)-Scopolamine hydrobromide trihydrate

≥98% (HPLC), powder

Synonym(s):
Hyoscine hydrobromide, Scopine tropate
Empirical Formula (Hill Notation):
C17H21NO4 · HBr · 3H2O
CAS Number:
Molecular Weight:
438.31
Beilstein/REAXYS Number:
6100669
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D −24 to −26°, c = 5 in H2O(lit.)

color

white to off-white

mp

195-199 °C (dry matter) (lit.)

solubility

H2O: 50 mg/mL

SMILES string

O.O.O.Br.CN1[C@@H]2C[C@H](C[C@H]1[C@@H]3O[C@H]23)OC(=O)[C@H](CO)c4ccccc4

InChI

1S/C17H21NO4.BrH.3H2O/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10;;;;/h2-6,11-16,19H,7-9H2,1H3;1H;3*1H2/t11-,12-,13-,14+,15-,16+;;;;/m1..../s1

InChI key

LACQPOBCQQPVIT-SEYKEWMNSA-N

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Packaging

1, 5, 25 g in glass bottle

Biochem/physiol Actions

Competitive nonselective muscarinic acetylcholine antagonist. Scopolamine-induced amnesia in laboratory animals is a commonly-used model of memory deficit.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1544PSN2 6.1 / PGIII

WGK Germany

WGK 1

Certificate of Analysis

Certificate of Origin

Muscarinic receptor signaling in the amygdala is required for conditioned taste aversion.
Morin, et al.
Neuroscience Letters, 740, 135466-135466 (2020)
Mehrnoosh Nikpour et al.
ACS chemical neuroscience, 11(17), 2549-2565 (2020-07-08)
Alzheimer's disease (AD) is one of the most common types of neurodegenerative diseases which is accompanied by irreversible neuronal damage, learning difficulties, memory impairments, and cognitive disorders. The cholinergic system is destroyed during AD pathogenesis, leading to the major symptoms...
Silviya Abarova et al.
Biochimica et biophysica acta, 1863(11), 2934-2941 (2017-08-06)
Differential scanning calorimetry was applied to evaluate the efficacy of preventive treatments with biologically active compounds of plant origin against neurodegenerative disorder in mice. As we reported recently, large differences exist between the heat capacity profiles of water-soluble brain proteome...
Min-Hee Pang et al.
Neurobiology of learning and memory, 94(2), 206-213 (2010-08-06)
Although cholinergic mechanisms have been widely implicated in learning and memory processes, few studies have investigated the specific contribution of hippocampal cholinergic transmission during trace fear conditioning, a form of associative learning involving a temporal gap between two stimuli. Microinfusions...
Han Jin Oh et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 30(7), 533-542 (2014-04-29)
To investigate the efficacy of hypotonic 0.18% sodium hyaluronate (SH) eyedrops in a mouse model of experimental dry eye (EDE). EDE was induced in C57BL/6 mice by a subcutaneous scopolamine injection and an air draft. The mice were divided into...
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