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Merck
CN

S2250

(−)Scopolamine methyl nitrate

Synonym(s):

Hyoscine methyl nitrate, Methscopolamine nitrate

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About This Item

Empirical Formula (Hill Notation):
C17H21NO4 · CH3NO3
CAS Number:
Molecular Weight:
380.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
228-065-2
MDL number:
Quality level:
Technical Service
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Quality Level

solubility

water, high purity: 50 mg/ml

SMILES string

[O-][N+]([O-])=O.C[N+]1(C)C2CC(CC1C3OC23)OC(=O)[C@H](CO)c4ccccc4

InChI

1S/C18H24NO4.NO3/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11;2-1(3)4/h3-7,12-17,20H,8-10H2,1-2H3;/q+1;-1/t12?,13-,14?,15?,16?,17?;/m1./s1

InChI key

BSQIVYOSLFLSGE-UXXRHRDBSA-N

Application

(-)Scopolamine methyl nitrate was administered to mice to inhibit the peripheral cholinergic effects induced by pilocarpine.

Biochem/physiol Actions

Scopolamine is an anti-muscarinic and cholinolytic alkaloid that inhibits parasympathetic-cholinergic system. The central effects include hallucinations, disorientation, restlessness and euphoria. Scopolamine disturb the stimulus detection performance in rats by interfering with the reticular cholinergic pathways.


pictograms

Skull and crossbones

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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R G Pertwee et al.
Neuropharmacology, 30(1), 67-71 (1991-01-01)
In experiments in which mice were placed with their forepaws over a 4 cm high horizontal bar, delta-9-tetrahydrocannabinol (THC; 10 mg/kg i.p.) delayed descent from the bar. This effect on descent latency was markedly enhanced by physostigmine (0.05 or 0.25
S I Sharif et al.
Neuroscience research, 25(2), 155-160 (1996-06-01)
Both oxotremorine and physostigmine both in doses ranging from 25 to 100 micrograms/kg produced dose-dependent attenuation of withdrawal jumping and potentiation of 'wet dog' shakes, burrowing, hypothermia and body weight loss precipitated by naloxone (1 mg/kg, i.p.) in morphine-dependent mice.
Philipp Singer et al.
Pharmacology, biochemistry, and behavior, 101(1), 107-114 (2012-01-03)
Prepulse inhibition (PPI) of the acoustic startle reflex refers to the reduction of the startle response to an intense acoustic pulse stimulus when it is shortly preceded by a weak non-startling prepulse stimulus and provides a cross-species measure of sensory-motor



Global Trade Item Number

SKUGTIN
S2250-25G04061834889175
S2250-5G04061836918354
S2250-1G04061836918279