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

Key Documents

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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

SMILES string

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

solubility

water, high purity: 50 mg/ml

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL2500V
BCBG3138V
BCBB9363V
BCBC8234V
BCBC8234

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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.
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
Maxime Lévesque et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(38), 13264-13272 (2012-09-21)
High-frequency oscillations (HFOs; 80-500 Hz) are thought to mirror the pathophysiological changes occurring in epileptic brains. However, the distribution of HFOs during seizures remains undefined. Here, we recorded from the hippocampal CA3 subfield, subiculum, entorhinal cortex, and dentate gyrus to
T Ikeda et al.
British journal of pharmacology, 166(6), 1804-1814 (2012-02-04)
BACKGROUND AND PURPOSE Muscarinic acetylcholine receptors (mAChRs) and β-adrenoceptors in the airways and lungs are clinically important in chronic obstructive pulmonary disease (COPD) and asthma. However, the quantitative and qualitative estimation of these receptors by radioligand binding approaches in human
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
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