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S7882

Sigma-Aldrich

(−)-Scopolamine N-butyl bromide

≥98% (TLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H30BrNO4
CAS Number:
Molecular Weight:
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


Certificates of Analysis (COA)

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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
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
S Lin et al.
Digestive diseases and sciences, 42(5), 907-914 (1997-05-01)
Expression of muscarinic receptor subtypes in rat gastric smooth muscle was examined with reverse transcriptase-polymerase chain reaction (RT-PCR). Under the condition for detecting the messages of m1-m4 subtypes in brain, atrium, and gastric mucosa, only the fragments of m2 and
A J Morton et al.
Equine veterinary journal. Supplement, (39)(39), 117-122 (2011-08-04)
N-butylscopolammonium bromide (NBB) and xylazine are commonly used medications for the treatment of spasmodic colic and other forms of abdominal pain in horses. Both NBB and xylazine exert significant effects on the cardiovascular system and other vital systems of horses.
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).

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