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A0257 Sigma-Aldrich

Atropine sulfate salt monohydrate

≥97% (TLC), crystalline

Synonym: α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, Tropine tropate

  • CAS Number 5908-99-6

  • Linear Formula (C17H23NO3)2 · H2SO4 · H2O

  • Molecular Weight 694.83

  •  Beilstein/REAXYS Number 6109275

  •  EC Number 200-235-0

  •  MDL number MFCD00074815

  •  PubChem Substance ID 57653815

  •  NACRES NA.32

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Properties

Related Categories Antagonists, Cell Biology, Cell Signaling and Neuroscience, Cholinergics, Neuroscience,
Quality Level   200
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
Gene Information   human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Description

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1544PSN2 6.1 / PGII
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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