Structure via PubChem · Public domain (PubChem)
terbutaline
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Terbutaline, sold under the brand names Bricanyl and Marex among others, is a β2 adrenergic receptor agonist, used as a "reliever" inhaler in the management of asthma symptoms and as a tocolytic (anti-contraction medication) to delay preterm labor for up to 48 hours. This time can then be used to administer steroid injections to the mother which help fetal lung maturity and reduce complications of prematurity. It should not be used to prevent preterm labor or delay labor more than 48–72 hours. In February 2011, the Food and Drug Administration began requiring a black box warning on the drug's
Chemical data
- Formula
- C12H19NO3
- Molecular weight
- 225.28 g/mol
- IUPAC name
- 5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
- SMILES
- CC(C)(C)NCC(C1=CC(=CC(=C1)O)O)O
- InChIKey
- XWTYSIMOBUGWOL-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 72.7 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
4,366 papers- Terbutaline.American journal of obstetrics and gynecology · 1999
- Clinical pharmacokinetics of terbutaline in humans: a systematic review.Naunyn-Schmiedeberg's archives of pharmacology · 2023
- Terbutaline attenuates LPS-induced injury of pulmonary microvascular endothelial cells by cAMP/Epac signaling.Drug development research · 2022
- Terbutaline: level the playing field for inhaled β(2)-agonists by introducing a dosing and urine threshold.British journal of sports medicine · 2017
- Terbutaline overdose.The New England journal of medicine · 1979
via PubMed
Wikidata facts
- Mass
- 225.136
Show 5 more facts
- chemical formula
- C₁₂H₁₉NO₃
- canonical SMILES
- CC(C)(C)NCC(C1=CC(=CC(=C1)O)O)O
- World Health Organisation international non-proprietary name
- terbutaline
- Commons category
- Terbutaline
- defined daily dose
- 15
via Wikidata · CC0
~4 min read
Article
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Chemistry
- Stereochemistry
- Society and culture
- Athletics
- Brand names
- References
Terbutaline, sold under the brand names Bricanyl and Marex among others, is a β2 adrenergic receptor agonist, used as a "reliever" inhaler in the management of asthma symptoms and as a tocolytic (anti-contraction medication) to delay preterm labor for up to 48 hours. This time can then be used to administer steroid injections to the mother which help fetal lung maturity and reduce complications of prematurity. It should not be used to prevent preterm labor or delay labor more than 48–72 hours. In February 2011, the Food and Drug Administration began requiring a black box warning on the drug's label. Pregnant women should not be given injections of the drug terbutaline for the prevention of preterm labor or for long-term (beyond 48–72 hours) management of preterm labor, and should not be given oral terbutaline for any type of prevention or treatment of preterm labor "due to the potential for serious maternal heart problems and death."
It was patented in 1966 and came into medical use in 1970. It is on the World Health Organization's List of Essential Medicines.