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A0257

Sigma-Aldrich

Atropine sulfate salt monohydrate

≥97% (TLC), crystalline

Synonym(s):
Tropine tropate, α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
Linear Formula:
(C17H23NO3)2 · H2SO4 · H2O
CAS Number:
Molecular Weight:
694.83
Beilstein:
6109275
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥97% (TLC)

form

crystalline

color

white

mp

189-192 °C (A) (lit.)

solubility

H2O: 2.5 g/mL (stable for several days at 4 °C.)
ethanol: 200 mg/mL (stable for several days at 4 °C.)
glycerol: 400 mg/mL (stable for several days at 4 °C.)

SMILES string

O.OS(O)(=O)=O.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3.CN4[C@H]5CC[C@@H]4C[C@@H](C5)OC(=O)C(CO)c6ccccc6

InChI

1S/2C17H23NO3.H2O4S.H2O/c2*1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12;1-5(2,3)4;/h2*2-6,13-16,19H,7-11H2,1H3;(H2,1,2,3,4);1H2/t2*13-,14+,15+,16?;;

InChI key

JPKKQJKQTPNWTR-CHYDPLAESA-N

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General description

Atropine is isolated from Atropa belladonna, Datura stramonium and Mandragora officinarum. It is a tertiary amine, which acts as a cholinergic receptor antagonist.

Application

Atropine sulfate salt hydrate has been used:
  • to assay specific binding of high-affinity 3-quinuclidinyl benzilate-3H ([3H]QNB) to the muscarinic acetylcholine receptor (mAChR)
  • to block the recovery phase of the aldicarb (Ald) response
  • as an analyte for liquid chromatography with tandem mass spectrometry (LC-MS/MS)
  • as a mAChR antagonist to block acetylcholine receptor

Packaging

5, 10, 25 g in glass bottle

Biochem/physiol Actions

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Acute effects of drugs on C. elegans movement reveal complex responses and plasticity
Spensley MA, et al.
G3 (Bethesda, Md.), 299719-299719 (2018)
Faust's Anesthesiology Review E-Book (2014)
Method validation for simultaneous determination of atropine, pralidoxime and 12 organophosphorus compounds in blood samples by means of high-performance liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS).
<BIG>Marques GLM, et al</BIG>.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1097, 44-53 (2018)
Spinalization and locomotor training differentially affect muscarinic acetylcholine receptor type 2 abutting on alpha-motoneurons innervating the ankle extensor and flexor muscles
Wikeckowska A, et al.
Journal of Neurochemistry, 147(3), 361-379 (2018)
Ian De Proost et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 23(4), 1153-1160 (2008-12-04)
Pulmonary neuroepithelial bodies (NEBs) are densely innervated groups of complex sensory airway receptors involved in the regulation of breathing. Together with their surrounding Clara-like cells, they exhibit stem cell potential through their capacity to regenerate depopulated areas of the epithelium...

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