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Merck
CN

37022

(−)-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:
55-16-3
Molecular Weight:
339.81
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329755587
EC Number:
200-225-6
Beilstein/REAXYS Number:
4168778
MDL number:
MFCD00058096

Key Documents

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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

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

Quality Level

100

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

Preparation Note

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

Analysis Note

purity : ≥96.0% (HPLC)

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3223
BCCJ7134
BCCG6653
BCCF8436
BCCF6859

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Satoshi Takayama et al.
Chemical science, 11(16), 4074-4084 (2020-03-25)
An efficient and convenient procedure for synthesizing triarylamines based on a dehydrogenative aromatization strategy has been developed. A hybrid relay catalyst comprising carbon-supported Pd (Pd/C) and p-toluenesulfonic acid (TsOH) was found to be effective for synthesizing a variety of triarylamines
Determination of seventeen pesticide residues in agricultural products by LC/MS
Baros B, et al.
Journal of Food hygiene, 43(6), 389-393 (2002)
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)
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
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