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S0929

Sigma-Aldrich

Scopolamin -hydrobromid

meets USP testing specifications

Synonym(e):

(−)-Scopolamin -hydrobromid Trihydrat, Hyoscin -hydrobromid, Scopin-tropat

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About This Item

Empirische Formel (Hill-System):
C17H21NO4 · HBr · 3H2O
CAS-Nummer:
6533-68-2
Molekulargewicht:
438.31
Beilstein:
6100669
MDL-Nummer:
MFCD00150066
UNSPSC-Code:
12352116
PubChem Substanz-ID:
24899453
NACRES:
NA.21

Agentur

USP/NF
meets USP testing specifications

Qualitätsniveau

200

mp (Schmelzpunkt)

195-199 °C (dry matter) (lit.)

Anwendung(en)

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

InChIKey

LACQPOBCQQPVIT-SEYKEWMNSA-N

Angaben zum Gen

human ... CHRM1(1128)

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Anwendung

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. Wirkung

Kompetitiver, nichtselektiver muskarinischer Acetylcholin-Antagonist. Scopolamin-induzierte Amnesie bei Labortieren ist ein häufig verwendetes Modell von Gedächtnis-Defizit.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
SLCP6341
0000281201
0000281189
0000281202
SLCN1236

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Sigma-Aldrich

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Anisodamine ≥98% (HPLC)

Sigma-Aldrich

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vibrant-m

H1600000

Hyoscyaminsulfat

(−)-Scopolamin-N-Butylbromid ≥98% (TLC), powder

Sigma-Aldrich

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Physostigminsalicylat European Pharmacopoeia (EP) Reference Standard

P1600000

Physostigminsalicylat

Physostigminsalicylat United States Pharmacopeia (USP) Reference Standard

USP

1537003

Physostigminsalicylat

Reversal of cardiac vagal effects of physostigmine by adjunctive muscarinic blockade
Winter J, et al.
Neurotoxicology, 57, 174-182 (2016)
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
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
Effects of Scopolamine on Conditioning of Lever Pressing
Juarez Y, et al.
Acta Acad. Med. Sin., 1(1), 14-23 (2011)
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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