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S1875

Sigma-Aldrich

(−)-Scopolamine hydrobromide trihydrate

≥98% (HPLC), powder

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Synonym(s):
Hyoscine hydrobromide, Scopine tropate
Empirical Formula (Hill Notation):
C17H21NO4 · HBr · 3H2O
CAS Number:
Molecular Weight:
438.31
Beilstein:
6100669
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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1 of 4

This Item
S7882S8502S0929
(−)-Scopolamine N-butyl bromide ≥98% (TLC), powder

S7882

(−)-Scopolamine N-butyl bromide

(−)-Scopolamine methyl bromide ≥98% (HPLC), powder

S8502

(−)-Scopolamine methyl bromide

Scopolamine hydrobromide meets USP testing specifications

S0929

Scopolamine hydrobromide

form

powder

form

powder

form

powder

form

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

200

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

-

color

white to off-white

color

white

color

white

color

-

optical activity

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

optical activity

[α]25/D −20.8°, c = 3 in H2O(lit.)

optical activity

[α]25/D −25°, c = 5 in H2O(lit.)

optical activity

-

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

Signal Word

Danger

Hazard Statements

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

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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
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
Mehrnoosh Nikpour et al.
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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
Han Jin Oh et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 30(7), 533-542 (2014-04-29)
To investigate the efficacy of hypotonic 0.18% sodium hyaluronate (SH) eyedrops in a mouse model of experimental dry eye (EDE). EDE was induced in C57BL/6 mice by a subcutaneous scopolamine injection and an air draft. The mice were divided into
David Reiss et al.
Psychopharmacology, 231(22), 4337-4347 (2014-04-29)
Recognition memory is an important aspect of human declarative memory and is one of the routine memory abilities altered in patients with amnestic syndrome and Alzheimer's disease. In rodents, recognition memory has been most widely assessed using the novel object

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