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S8502

(−)-Scopolamine methyl bromide

Name: (&#8722;)-Scopolamine methyl bromide
Brand: SIGMA

≥98% (HPLC), mAChRs antagonist, powder

Synonym(s):

Hyoscine methyl bromide, Methscopolamine bromide

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₄NO₄ · Br

CAS Number:

155-41-9

Molecular Weight:

398.29

NACRES:

NA.77

PubChem Substance ID:

24278714

UNSPSC Code:

12352116

EC Number:

205-844-5

MDL number:

MFCD00078560

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

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Product Name

(−)-Scopolamine methyl bromide, ≥98% (HPLC), powder

Quality Level

200

assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D −25°, c = 5 in H₂O(lit.)

color

white

solubility

H₂O: 50 mg/mL

SMILES string

[Br-].[H][C@]12C[C@@H](C[C@]([H])([C@@]3([H])O[C@@]13[H])[N+]2(C)C)OC(=O)[C@H](CO)c4ccccc4

InChI

1S/C18H24NO4.BrH/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;/h3-7,12-17,20H,8-10H2,1-2H3;1H/q+1;/p-1/t12-,13-,14-,15+,16-,17+;/m1./s1

InChI key

CXYRUNPLKGGUJF-RAFJPFSSSA-M

Gene Information

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

Related Categories

Bioactive Small Molecules

Application

(−)-Scopolamine methyl bromide was administered to rats to inhibit the peripheral cholinergic effects induced by pilocarpine.^10,11

Biochem/physiol Actions

Competitive muscarinic acetylcholine receptor antagonist.

Scopolamine is an anti-muscarinic and cholinolytic alkaloid that inhibits parasympathetic-cholinergic system.⁷ The central effects include hallucinations, disorientation, restlessness and euphoria.⁸ Scopolamine disturb the stimulus detection performance in rats by interfering with the reticular cholinergic pathways.⁹

Disclaimer

Shelf-life of the powder is at least five years when stored at room temperature.

pictograms

GHS07,GHS09

signalword

Warning

hcodes

H312 + H332,H400

pcodes

P261 - P271 - P273 - P280 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Long-term changes in postnatal susceptibility to pilocarpine-induced seizures in rats exposed to gamma radiation at different stages of prenatal development.

Zuzanna Setkowicz et al.

Epilepsia, 44(10), 1267-1273 (2003-09-27)

To determine whether brains irradiated at different stages of prenatal development also have different postnatal susceptibility to seizures evoked by pilocarpine. Pregnant Wistar rats were exposed to a single 1.0-Gy dose of gamma rays on gestation days 13, 15, 17

Preclinical development of an EP2 antagonist for post-seizure cognitive deficits.

Nicholas H Varvel et al.

Neuropharmacology, 224, 109356-109356 (2022-12-03)

Cognitive comorbidities can substantially reduce quality of life in people with epilepsy. Inflammation is a component of all chronic diseases including epilepsy, as well as acute events like status epilepticus (SE). Neuroinflammation is the consequence of several broad signaling cascades

Pharmacological magnetic resonance imaging of muscarinic acetylcholine receptor activation in rat brain.

Erik I Hoff et al.

Neuropharmacology, 58(8), 1252-1257 (2010-03-23)

The central cholinergic system is involved in several cognitive functions such as attention, consciousness, learning and memory. Functional imaging of this neurotransmitter system may provide novel opportunities in the diagnosis and evaluation of cognitive disorders. The aim of this study

Reversal of scopolamine-induced disruption of prepulse inhibition by clozapine in 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

Sensorimotor gating and vigilance-dependent choice accuracy: a within-subject correlative analysis in wild-type C57BL/6 mice.

Byron K Y Bitanihirwe et al.

Behavioural brain research, 217(1), 178-187 (2010-10-27)

Deterioration in attention and related processes is an early sign in schizophrenia predictive of disease development. Amongst the various translational paradigms for assessing attention in rodents, it is not known if they are equivalent in detecting individual differences. Answers here

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Global Trade Item Number

SKU	GTIN
S8502-5G	04061832093727
S8502-1G	04061836960827
S8502-25G	04061832286655

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