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S2250

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
Pricing and availability is not currently available.

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.[1]

Biochem/physiol Actions

Scopolamine is an anti-muscarinic and cholinolytic alkaloid that inhibits parasympathetic-cholinergic system.[2] The central effects include hallucinations, disorientation, restlessness and euphoria.[3] Scopolamine disturb the stimulus detection performance in rats by interfering with the reticular cholinergic pathways.[4]

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

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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
J Zelano et al.
Experimental neurology, 239, 73-81 (2012-10-02)
The expanding number of disease-causing dysfunctions of synaptic proteins illustrates the importance of investigating newly discovered proteins involved in neuronal transmission. The gene Slc10A4 encodes a recently described carrier protein present in pre-synaptic terminals of cholinergic and monoaminergic neurons. The
Akira Yoshida et al.
Urology, 78(3), 721-721 (2011-07-23)
To characterize pharmacologically relevant muscarinic receptors in the human bladder mucosa and detrusor muscle using radioligand binding assays with [N-methyl-3H]scopolamine methyl chloride ([3H]NMS) and 4-DAMP mustard. Muscarinic receptors in homogenates of bladder mucosa, detrusor muscle, and parotid gland were measured
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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