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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:
149-64-4
Molecular Weight:
440.37
EC Number:
205-744-1
MDL number:
MFCD00078561
UNSPSC Code:
12352116
PubChem Substance ID:
24277872
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

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

Gene Information

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

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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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9400
BCCG9318
BCCD7058
BCCB8329
BCCB2016

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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
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
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
Sung Wook Song et al.
Emergency medicine Australasia : EMA, 24(2), 144-150 (2012-04-11)
To evaluate the effect of adding butylscopolammonium bromide (BB) to morphine and ketorolac in the treatment of acute renal colic in the ED. A prospective, double-blind, randomized controlled trial of i.v. triple therapy (morphine, ketorolac and BB) versus double therapy
C Corte et al.
Endoscopy, 44(10), 917-922 (2012-08-16)
Removal of colonic polyps prevents progression of colonic neoplasia. Miss rates of polyps range from 5 % to 32 %. The effect of colonic contractility on polyp detection has not been studied adequately. Hyoscine butylbromide results in colonic spasmolysis and may improve
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