A0257

Atropine sulfate salt monohydrate

≥97% (TLC), crystalline, cholinergic receptor antagonist

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

Properties

• product name: Atropine sulfate salt monohydrate, ≥97% (TLC), crystalline
• 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

Biochem/physiol Actions

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300 + H330
• Precautionary Statements: P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233
• 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