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atropine

File:Atropine.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ26272· pop 69· linked from 1,474 articles

Also known as (+-)-Hyoscyamine, (+,-)-Tropyl tropate, dl-tropyltropate, Mydriasine, (3-Endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl tropate, (±)-hyoscyamine, Tropine tropate, (+-)-Atropine

Atropine is a tropane alkaloid and anticholinergic medication used to treat certain types of nerve agent and pesticide poisonings as well as some types of slow heart rate, and to decrease saliva production during surgery. It is typically given intravenously or by injection into a muscle. Eye drops are also available which are used to treat uveitis and early amblyopia. The intravenous solution usually begins working within a minute and lasts half an hour to an hour. Large doses may be required to treat some poisonings.

OverviewAI-generated

Atropine is a chemical compound with the formula C₁₇H₂₃NO₃. It has a mass of 289.4 and a defined daily dose of 1.5. The substance carries a charge of 0 and features one hydrogen bond donor and four hydrogen bond acceptors. Its xlogp value is 1.8, while its topological polar surface area is 49.8.

The compound is associated with a PubMed query count of 43943. It is referenced by 1,474 other encyclopedia articles.

Synthesized by Vinony from 16 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C17H23NO3
Molecular weight
289.4 g/mol
IUPAC name
[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
SMILES
CN1[C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
InChIKey
RKUNBYITZUJHSG-PJPHBNEVSA-N
XLogP
1.8
Polar surface area
49.8 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Research

43,943 papers

via PubMed

Wikidata facts

Subclass of
racemate
Has part
hyoscyamine
Mass
289.4
Image
Atropine injection ampoule.JPG
Has use
medication
Show 6 more facts
Commons category
Atropine
subject has role
essential medicine
World Health Organisation international non-proprietary name
atropine
chemical formula
C₁₇H₂₃NO₃
has characteristic
bitterness
defined daily dose
1.5
Sources (6)

via Wikidata · CC0

~17 min read

Encyclopedic overview

18 sections
Contents
  • Medical uses
  • Eyes
  • Heart
  • Secretions
  • Poisonings
  • Irinotecan-induced diarrhea
  • Contraindications
  • Side effects
  • Pharmacology
  • Chemistry
  • Synthesis
  • Natural sources
  • Biosynthesis
  • History
  • Society and culture
  • Legal status
  • References
  • External links

Atropine is a tropane alkaloid and anticholinergic medication used to treat certain types of nerve agent and pesticide poisonings as well as some types of slow heart rate, and to decrease saliva production during surgery. It is typically given intravenously or by injection into a muscle. Eye drops are also available which are used to treat uveitis and early amblyopia. The intravenous solution usually begins working within a minute and lasts half an hour to an hour. Large doses may be required to treat some poisonings.

Common side effects include dry mouth, abnormally large pupils, urinary retention, constipation, and a fast heart rate. It should generally not be used in people with closed-angle glaucoma. While there is no evidence that its use during pregnancy causes birth defects, this has not been well studied so sound clinical judgment should be used. It is likely safe during breastfeeding. It is an antimuscarinic (a type of anticholinergic) that works by inhibiting the parasympathetic nervous system.

Excerpted from Wikipedia’s “atropine” article, available under the CC BY-SA 4.0 licence.

Gallery (10)