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37022

Supelco

(−)-Scopolamine hydrochloride

analytical standard

Synonym(s):

Hyoscine hydrochloride, Scopine tropate

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About This Item

Empirical Formula (Hill Notation):
C17H21NO4 · HCl
CAS Number:
Molecular Weight:
339.81
Beilstein/REAXYS Number:
4168778
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

SMILES string

Cl.[H][C@]12C[C@H](C[C@]([H])(N1C)[C@]3([H])O[C@]23[H])OC(=O)[C@H](CO)c4ccccc4

InChI

1S/C17H21NO4.ClH/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/t11-,12-,13-,14+,15-,16+;/m1./s1

InChI key

KXPXJGYSEPEXMF-MOUKNHLCSA-N

Gene Information

human ... CHRM1(1128)

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General description

(−)-Scopolamine hydrochloride belongs to the class of naturally occurring tropane alkaloids of medicinal interest, found in several members of the Solanaceae family, commonly Atropa belladonna and representatives of the genera Datura and Duboisia.

For the analysis of the phytotoxins.

Application

(−)-Scopolamine hydrochloride may be used as a precursor for the preparation of scopolamine, employed as an analytical standard for the quantification of the scopolamine in the floral nectar and plant organs of Datura species using various chromatographic techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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

Reconstitution

Dried down, concentration of (S)-(-)-Scopolamine (free base) after reconstitution ~100μg/mL

Analysis Note

purity : ≥96.0% (HPLC)

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Sens. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Determination of tropane alkaloids atropine and scopolamine by liquid chromatography--mass spectrometry in plant organs of Datura species
Jakabova S, et al.
Journal of Chromatography A, 1232(6), 295-301 (2012)
Determination of seventeen pesticide residues in agricultural products by LC/MS
Baros B, et al.
Journal of Food hygiene, 43(6), 389-393 (2002)
Yi-Kuei Wong et al.
Pharmacology, 93(5-6), 278-285 (2014-08-30)
Methamphetamine abuse may produce cognitive impairment. Baicalein, a bioactive flavonoid, has antioxidative, anti-inflammatory and neuroprotective effects. This study examined the effects of baicalein pretreatment on memory performance in the passive avoidance test after either one dose or an acute binge
José A S Luis et al.
Acta pharmaceutica (Zagreb, Croatia), 64(2), 233-245 (2014-06-11)
Seven new compounds have been synthetized in satisfactory yields (51-78 %) through the treatment of mesoionic 1,3-thiazolium-5-thiolate (4a-d) and 1,3,4-thiadiazolium- 5-thiolate (10a,b) with chloroacetic acid or methyl iodide: 1,3,4-thiadiazolium-5-methylthio- (11) and 5-thioacetate (12). The structure of the title compounds was
Shaolin Liu et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 35(14), 5680-5692 (2015-04-10)
Cholinergic [acetylcholine (ACh)] axons from the basal forebrain innervate olfactory bulb glomeruli, the initial site of synaptic integration in the olfactory system. Both nicotinic acetylcholine receptors (nAChRs) and muscarinic acetylcholine receptors (mAChRs) are expressed in glomeruli. The activation of nAChRs

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