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S1875

Sigma-Aldrich

(−)-Scopolamine hydrobromide trihydrate

≥98% (HPLC), powder

Synonym(s):

Hyoscine hydrobromide, Scopine tropate

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About This Item

Empirical Formula (Hill Notation):
C17H21NO4 · HBr · 3H2O
CAS Number:
6533-68-2
Molecular Weight:
438.31
Beilstein:
6100669
MDL number:
MFCD00150066
UNSPSC Code:
12352116
PubChem Substance ID:
24277871
NACRES:
NA.77

Quality Level

200

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

Gene Information

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

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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 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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 1

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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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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