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11332

Sigma-Aldrich

Atropine sulfate salt monohydrate

tested according to Ph. Eur.

Synonym(s):

Atropini sulfas, 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/REAXYS Number:
6109275
EC Number:
200-235-0
MDL number:
MFCD00074815
UNSPSC Code:
12352200
PubChem Substance ID:
329749385
NACRES:
NA.21

agency

USP/NF
tested according to Ph. Eur.

Quality Level

200

mp

189-192 °C (A) (lit.)

solubility

water: soluble 2500 g/L at 4 °C

application(s)

pharmaceutical (small molecule)

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)

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Application

Atropine sulfate salt monohydrate has been used for anaesthetizing mice for intranasal administration of ropinirole or 7-OH-DPAT.

Biochem/physiol Actions

Atropine sulfate salt monohydrate is a competitive nonselective antagonist of central and peripheral muscarinic acetylcholine receptors. Atropine is a cholinergic receptor antagonist isolated from Atropa belladona L., Datura stramonium L. and other plants of the solanaceae family. It blocks the ion currents mediated by neuronal nicotinic acetylcholine receptors. Further, it blocks the acetylcholine (ACh)-induced relaxations in human pulmonary veins.
Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

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

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ4813
BCBX1616
BCBW4732
BCBT8628
BCBS9281V

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Chu Lan Lao et al.
Neurotoxicity research, 24(4), 523-531 (2013-07-04)
Parkinson's disease (PD) is a neurodegenerative disease with a hallmark motor defect caused by the death of dopaminergic neurons in the substantia nigra. Intranasal drug administration may be useful for Parkinson's treatment because this route avoids first-pass metabolism and increases
R Zwart et al.
Molecular pharmacology, 52(5), 886-895 (1997-11-14)
Atropine, the classic muscarinic receptor antagonist, inhibits ion currents mediated by neuronal nicotinic acetylcholine receptors expressed in Xenopus laevis oocytes. At the holding potential of -80 mV, 1 microM atropine inhibits 1 mM acetylcholine-induced inward currents mediated by rat alpha2beta2
F Trovero et al.
Toxicology and applied pharmacology, 150(2), 321-327 (1998-07-07)
This study consists of two parts, first to compare the pharmacological profile of atropine and CEB-1957 substance toward muscarinic receptor subtypes. In various rat brain structures, binding properties were determined by competition experiments of [3H]pirenzepine, [3H]AF-DX 384, and [3H]4-DAMP in
L Walch et al.
British journal of pharmacology, 130(1), 73-78 (2000-04-26)
1. To characterize the muscarinic receptors on human pulmonary veins associated with the acetylcholine (ACh)-induced relaxation, isolated venous and arterial preparations were pre-contracted with noradrenaline (10 microM) and were subsequently challenged with ACh in the absence or presence of selective
Miklós Palotai et al.
Neurochemical research, 39(8), 1477-1483 (2014-06-05)
The nociceptin/orphanin FQ peptide (NOP) receptor and its endogenous ligand plays role in several physiologic functions of the central nervous system, including pain, locomotion, anxiety and depression, reward and drug addiction, learning and memory. Previous studies demonstrated that the NOP-receptor
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