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Key Documents

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S0929

Sigma-Aldrich

Scopolamine hydrobromide

meets USP testing specifications

Sinónimos:

(−)-Scopolamine hydrobromide trihydrate, Hyoscine hydrobromide, Scopine tropate

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About This Item

Fórmula empírica (notación de Hill):
C17H21NO4 · HBr · 3H2O
Número de CAS:
6533-68-2
Peso molecular:
438.31
Beilstein/REAXYS Number:
6100669
MDL number:
MFCD00150066
UNSPSC Code:
12352116
PubChem Substance ID:
24899453
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

Quality Level

200

mp

195-199 °C (dry matter) (lit.)

application(s)

pharmaceutical (small molecule)

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)

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Application

Scopolamine hydrobromide has been used as a muscarinic receptor antagonist:
  • to reverse the cardiac effects of physostigmine in rabbit heart
  • to study its effect on acoustic startle reflex (gap-PPI){148)
  • to study it′s in vitro antiviral, antibacterial, and antifungal activities and cytotoxicity
  • to study its effect on conditioning of lever pressing

Biochem/physiol Actions

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

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
SLCP6341
0000281201
0000281202
0000281189
SLCN1236

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Effects of Scopolamine on Conditioning of Lever Pressing
Juarez Y, et al.
Acta Acad. Med. Sin., 1(1), 14-23 (2011)
Bardia Nouriziabari et al.
Journal of Alzheimer's disease : JAD, 63(2), 725-740 (2018-04-18)
Trace eyeblink conditioning is a hippocampus-dependent associative learning paradigm which is impaired in patients with Alzheimer's disease (AD) and animal AD models. Learning in this paradigm accompanies changes in oscillatory activity in forebrain regions, some of which are loci of
Reversal of cardiac vagal effects of physostigmine by adjunctive muscarinic blockade
Winter J, et al.
Neurotoxicology, 57, 174-182 (2016)
Gareth R I Barker et al.
Learning & memory (Cold Spring Harbor, N.Y.), 16(1), 8-11 (2009-01-02)
Object-in-place memory, which relies on the formation of associations between an object and the place in which it was encountered, depends upon a neural circuit comprising the perirhinal (PRH) and medial prefrontal (mPFC) cortices. This study examined the contribution of
Patrizia Giannoni et al.
The Journal of pharmacology and experimental therapeutics, 332(1), 164-172 (2009-10-10)
After oral administration, the nonimidazole histamine H(3) receptor antagonist, 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-methyl-3-pyridinecarboxamide hydrochloride (GSK189254), increased histamine release from the tuberomammillary nucleus, where all histaminergic somata are localized, and from where their axons project to the entire brain. To further understand functional histaminergic
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