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S1875

Sigma-Aldrich

(−)-Scopolamine hydrobromide trihydrate

≥98% (HPLC), powder

Synonyme(s) :

Hyoscine hydrobromide, Scopine tropate

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About This Item

Formule empirique (notation de Hill):
C17H21NO4 · HBr · 3H2O
Numéro CAS:
6533-68-2
Poids moléculaire :
438.31
Numéro Beilstein :
6100669
Numéro MDL:
MFCD00150066
Code UNSPSC :
12352116
ID de substance PubChem :
24277871
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

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

Couleur

white to off-white

Pf

195-199 °C (dry matter) (lit.)

Solubilité

H2O: 50 mg/mL

Chaîne SMILES 

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

Clé InChI

LACQPOBCQQPVIT-SEYKEWMNSA-N

Informations sur le gène

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

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Actions biochimiques/physiologiques

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

Caractéristiques et avantages

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330

Classification des risques

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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vibrant-m

Y0000483

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Sigma-Aldrich

Sigma-Aldrich

5.05818

Scopolamine Hydrobromide

Anisodamine ≥98% (HPLC)

Sigma-Aldrich

SML0252

Anisodamine

vibrant-m

H1600000

Hyoscyamine sulfate

Hyoscine hydrobromide impurity B European Pharmacopoeia (EP) Reference Standard

Y0000448

Hyoscine hydrobromide impurity B

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
Jean-Pascal Morin et al.
Neuroscience letters, 740, 135466-135466 (2020-11-06)
The sense of taste provides information regarding the nutrient content, safety or potential toxicity of an edible. This is accomplished via a combination of innate and learned taste preferences. In conditioned taste aversion (CTA), rats learn to avoid ingesting a
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
Sasha Devore et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(34), 11244-11260 (2014-08-22)
The olfactory bulb (OB) and piriform cortex receive dense cholinergic projections from the basal forebrain. Cholinergic modulation within the piriform cortex has long been proposed to serve important functions in olfactory learning and memory. We here investigate how olfactory discrimination
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