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A0132 Sigma-Aldrich

Atropine

≥99% (TLC), powder

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

  • CAS Number 51-55-8

  • Empirical Formula (Hill Notation) C17H23NO3

  • Molecular Weight 289.37

  •  Beilstein/REAXYS Number 91260

  •  EC Number 200-104-8

  •  MDL number MFCD00022622

  •  PubChem Substance ID 24890401

  •  NACRES NA.77

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Properties

Related Categories AN-AZ, Antagonists, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
assay   ≥99% (TLC)
form   powder
color   white
solubility   H2O: 2 mg/mL
  dilute aqueous acid: soluble
  ethanol: soluble
originator   Pfizer
SMILES string   CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3
InChI   1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?
InChI key   RKUNBYITZUJHSG-SPUOUPEWSA-N
Gene Information   human ... CHRM1(1128), CHRM2(1129), CHRM4(1132), CHRM5(1133), LOC730413(730413)
mouse ... Chrm1(12669)
rat ... Chrm1(25229), Chrm2(81645), Chrm3(24260), Drd2(24318), Htr1a(24473)

Description

General description

Atropine, a belladonna alkaloid, is an anti-muscarinic drug. It is extracted from Atropa belladonna. Atropine is an anticholinergic agent, which is linked to passive mydriasis. It blocks acetylcholine receptors in brain and has hallucinogenic effects. Atropine eye drops are used to treat uveitis and early amblyopia. It is also used to treat nerve agents.

Application

Atropine has been used to study it′s in vitro cytotoxicity, antiviral and antimicrobial activities. It has also used to antagonize acetylcholine induced K+ current.

Atropine has been used:
• as a tastant to analyse the bitter taste perception in Drosophila larvae
• as a muscarinic acetylcholine autoreceptors (mAChRs) antagonist to investigate the involvement of individual mAChR subtypes in the control of synapse elimination
• to investigate the pathways of serotonin (5-HT) action in zebrafish hearts

Packaging

1, 5, 25, 100 g in glass bottle

Biochem/physiol Actions

Atropine is used to treat myopia and ocular axial elongation in Asian children. Small dosage of atropine is used to slow down the heart rate.

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Reconstitution

Solutions stable for several days at 4 °C.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 1544PSN1 6.1 / PGII
WGK Germany 
3
RTECS 
CK0700000

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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