File:Atropine.svg · Wikimedia Commons · See Wikimedia Commons
atropine
Sign in to saveAlso 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- [Atropine].Krankenpflege Journal · 1987Blumenberg D
- [Atropine].Ugeskrift for laeger · 1994Hagelsten JO
- [ATROPINE AND SCOPOLAMINE].ReviewDer Anaesthesist · 1965LIST WF, GRAVENSTEIN JS
- Atropine: animal models.Annals of emergency medicine · 1984Rosborough JPDOI: 10.1016/s0196-0644(84)80446-1
- The metabolism of atropine in man.The Journal of pharmacy and pharmacology · 1986Van der Meer MJ, Hundt HK, Müller FODOI: 10.1111/j.2042-7158.1986.tb04494.x
- [Indication for preoperative administration of atropine].ReviewUgeskrift for laeger · 1980Bendtsen A
- Atropine maintenance dosage in patients with severe organophosphate pesticide poisoning.Toxicology letters · 2011Thiermann H, Steinritz D, Worek F et al.DOI: 10.1016/j.toxlet.2011.07.006
- Safety of DIMS Spectacle Lenses and Atropine as Combination Therapy for Myopia Progression.Klinische Monatsblatter fur Augenheilkunde · 2022Kaymak H, Mattern AI, Graff B et al.DOI: 10.1055/a-1930-7116
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 sectionsContents
- 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)
Available in 68 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- Albanian
- Armenian
- azb
- Azerbaijani
- Bahasa Indonesia
- Bangla
- Basque
- Belarusian
- Bosnian
Show 49 more
- Bulgarian
- Catalan
- Croatian
- Czech
- Danish
- Esperanto
- Finnish
- Galician
- Greek
- Hebrew
- Hungarian
- Ido
- Irish
- Javanese
- Kannada
- Kyrgyz
- Latin
- Latvian
- Lithuanian
- Macedonian
- Malayalam
- Marathi
- Minangkabau
- Nederlands
- Norwegian
- Norwegian Nynorsk
- Odia
- Pashto
- Polski
- Romanian
- Serbian
- Serbian (Latin)
- simple
- Slovak
- Slovenian
- Sundanese
- Svenska
- Tajik
- Telugu
- Tiếng Việt
- Türkçe
- Ukrainian
- Uzbek
- Walloon
- Welsh
- Wu Chinese
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0