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S1875

(−)-Scopolamine hydrobromide trihydrate

≥98% (HPLC), muscarinic acetylcholine antagonist, 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
NACRES:
NA.77
PubChem Substance ID:
24277871
UNSPSC Code:
12352116
MDL number:
MFCD00150066
Beilstein/REAXYS Number:
6100669
Assay:
>95% (HPLC)
Form:
powder
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Product Name

(−)-Scopolamine hydrobromide trihydrate, >95% (HPLC), powder

assay

>95% (HPLC)

form

powder

optical activity

[α]25/D −23 to −27°, 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)

Biochem/physiol Actions

Competitive nonselective muscarinic acetylcholine antagonist.
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
118K1124
127K1532
077K1164
076K1362
119C0347

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Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

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
View All Related Papers

Global Trade Item Number

SKUGTIN
S1875-1G04061836915254
S1875-25G04061832093444
S1875-5G04061836915490