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A0257

Sigma-Aldrich

Atropine sulfate salt monohydrate

≥97% (TLC), crystalline

Synonym(s):

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

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About This Item

Linear Formula:
(C17H23NO3)2 · H2SO4 · H2O
CAS Number:
5908-99-6
Molecular Weight:
694.83
Beilstein:
6109275
EC Number:
200-235-0
MDL number:
MFCD00074815
UNSPSC Code:
12352210
PubChem Substance ID:
57653815
NACRES:
NA.32

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)

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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

Biochem/physiol Actions

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H330

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

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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Chromatograms

application for HPLC

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