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Sigma-Aldrich

(−)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:
6106-46-3
Molecular Weight:
380.39
EC Number:
228-065-2
MDL number:
MFCD00078239
UNSPSC Code:
12352116
PubChem Substance ID:
24278697
NACRES:
NA.77

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

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133)

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
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 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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R G Pertwee et al.
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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.
Karolien Goffin et al.
Experimental neurology, 217(1), 205-209 (2009-02-25)
The lithium-pilocarpine model of epilepsy in rat has been used extensively to investigate basic mechanisms of epilepsy and mimics human temporal lobe epilepsy. Our aim was to investigate longitudinal alterations in metabolism after lithium-pilocarpine induced status epilepticus (SE) using [(18)F]FDG
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
Kevin L Brown et al.
Behavioural brain research, 225(1), 290-296 (2011-08-11)
The context preexposure facilitation effect (CPFE) is an elaboration of contextual fear conditioning and refers to enhanced contextual conditioning resulting from preexposure to the context prior to a separate, brief context-shock episode. A version of the CPFE developed by Rudy
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