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A0257

Sigma-Aldrich

Atropine sulfate salt monohydrate

≥97% (TLC), crystalline

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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:
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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This Item
PHR1379PHR3846BP023
Atropine sulfate salt monohydrate ≥97% (TLC), crystalline

A0257

Atropine sulfate salt monohydrate

Atropine Sulfate Pharmaceutical Secondary Standard; Certified Reference Material

PHR1379

Atropine Sulfate

Atropine certified reference material, pharmaceutical secondary standard

PHR3846

Atropine

Atropine sulfate British Pharmacopoeia (BP) Reference Standard

BP023

Atropine sulfate

form

crystalline

form

-

form

-

form

-

solubility

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

solubility

-

solubility

-

solubility

-

color

white

color

-

color

-

color

-

mp

189-192 °C (A) (lit.)

mp

189-192 °C (A) (lit.)

mp

-

mp

189-192 °C (A) (lit.)

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131)

Gene Information

-

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131)

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

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

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sigma-Aldrich

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Spensley MA, et al.
G3 (Bethesda, Md.), 299719-299719 (2018)
Faust's Anesthesiology Review E-Book (2014)
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)
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)
Laxmikant S Deshpande et al.
Toxicological sciences : an official journal of the Society of Toxicology, 116(2), 623-631 (2010-05-26)
Organophosphate (OP) compounds are among the most lethal chemical weapons ever developed and are irreversible inhibitors of acetylcholinesterase. Exposure to majority of OP produces status epilepticus (SE) and severe cholinergic symptoms that if left untreated are fatal. Survivors of OP

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