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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

Quality Level

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
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
Nanda Venkatanarasimha et al.
European journal of radiology, 82(4), 583-588 (2012-12-26)
To assess the effect of parenteral butylscopolamine on magnetic resonance cholangiopancreatography (MRCP) image quality. The 3D free-breathing respiratory-compensated MRCP images (mean acquisition time 7min) of 94 consecutive non-paired patients (47 with and 47 without 20mg intramuscular butylscopolamine) were analysed retrospectively.
Taro Takahara et al.
Journal of magnetic resonance imaging : JMRI, 34(5), 1117-1124 (2011-09-20)
To assess the feasibility of low b-value diffusion-weighted imaging (DWI) for diagnosing strangulated small bowel obstruction (SBO). Five volunteers and 14 patients with SBO underwent DWI at b-values of 0 and 50 s/mm(2). Apparent diffusion coefficients (ADCs) and signal preservation
Yuki Himoto et al.
International journal of gynecological cancer : official journal of the International Gynecological Cancer Society, 25(6), 1079-1085 (2015-04-09)
To assess the prognostic impact of the pretreatment mean apparent diffusion coefficient (ADCmean) values of tumors obtained by diffusion-weighted magnetic resonance imaging. We evaluated the prognostic value of the ADCmean for event-free survival (EFS) and overall survival (OS) among patients

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