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Merck

S7882

Sigma-Aldrich

(−)-Scopolamine N-butyl bromide

≥98% (TLC), powder

Sinónimos:

(−)-N-Butylscopolamine bromide, Hyoscine N-butyl bromide

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About This Item

Fórmula empírica (notación de Hill):
C21H30BrNO4
Número de CAS:
Peso molecular:
440.37
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (TLC)

form

powder

optical activity

[α]25/D −20.8°, c = 3 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)CCCC)OC(=O)[C@H](CO)c4ccccc4

InChI

1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15-,16-,17-,18+,19-,20+,22?;/m1./s1

InChI key

HOZOZZFCZRXYEK-GSWUYBTGSA-M

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Application

(−)-Scopolamine N-butyl bromide was used as standard in designing a procedure for quantification of compounds using CE-MS.8

Biochem/physiol Actions

Competitive muscarinic acetylcholine receptor antagonist; antispasmodic.
Scopolamine is an anti-muscarinic and cholinolytic alkaloid that inhibits parasympathetic-cholinergic system.5 The central effects include hallucinations, disorientation, restlessness and euphoria.6 Scopolamine disturb the stimulus detection performance in rats by interfering with the reticular cholinergic pathways.7

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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K Kurahashi et al.
Life sciences, 61(8), 831-838 (1997-01-01)
The inhibitory effects of atropine, cimetropium, pirenzepine and N-butylscopolamine on the vagal afferent gastric excitatory response in cats under anesthesia with pentobarbital sodium and infusion of gallamine were examined. Electrical stimulation of vagal trunk in left side (10 Hz in
Margriet C de Haan et al.
European journal of radiology, 81(8), e910-e916 (2012-06-12)
Compare colonic distension and perceived burden of CT-colonography between participants receiving hyoscine butylbromide (buscopan) and glucagon hydrochloride as bowel relaxant. Data were collected within a screening trial. Participants received 20mg buscopan intravenously or 1mg of glucagon intravenously (if buscopan contra-indicated).
J Künzel et al.
Reproductive biomedicine online, 23(1), 132-140 (2011-07-16)
To compare the effects of neurotropic and musculotropic spasmolytic drugs in isolated swine uterus specimens, 80 swine uteri were perfused using an established model for preserving a viable organ that responds to oxytocic hormones and spasmolytic drugs. An intrauterine catheter
Jens Ohnesorge et al.
Electrophoresis, 26(12), 2360-2375 (2005-06-01)
Different approaches were chosen to examine ionization reproducibility of analytes after separation by capillary electrophoresis-mass spectrometry (CE-MS) in a commercially available sheath-flow electrospray interface. For this task three different standard samples were examined. Sample 1 contained neostigmine bromide (cationic), paracetamol
Elena Cerrillo et al.
Inflammatory bowel diseases, 21(7), 1572-1579 (2015-06-09)
Magnetic resonance enterography (MRE) is an effective method of assessing small bowel Crohn's disease (CD). Fecal calprotectin (FC) correlates well with endoscopic disease activity. We aimed to evaluate the correlation between FC and disease activity according to MRE and surgical

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