Terbutaline
Adrenergic, bronchodilator product of Bambuterol hydrolysis || Reversible inhibitor of cholinesterases. Product of the esterase degradation of the prodrug Bambuterol. Terbutaline is a selective beta-2 adrenergic agonist used as a bronchodilator and tocolytic Terbutaline binds to beta-2 adrenergic receptors, leading to intracellular adenyl cyclase activation via a trimeric G protein and subsequent increase in cyclic cAMP production. Increased cAMP levels result in relaxation of bronchial and vascular smooth muscle mediated through the activation of protein kinase A (PKA), which phosphorylates proteins in control of muscle tone. cAMP also inhibits calcium ion release from intracellular stores, reduces calcium entry into cells and induces the sequestration of intracellular calcium all of which aids the relaxation of airway muscles.
General
Type : Not A\/B H target,Drug,tert-Butyl
Chemical_Nomenclature : 5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
Canonical SMILES : CC(C)(C)NCC(C1=CC(=CC(=C1)O)O)O
InChI : InChI=1S\/C12H19NO3\/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8\/h4-6,11,13-16H,7H2,1-3H3
InChIKey : XWTYSIMOBUGWOL-UHFFFAOYSA-N
Other name(s) : 5-[2-[(1,1-Dimethylethyl)amino]-1-hydroxyethyl]-1,3-benzenediol,Terbutalin,Brican,Brethine,Bricanyl
MW : 274.3
Formula : C12H19NO3
CAS_number : 23031-32-5 || 23031-25-6
PubChem : 5403
UniChem : XWTYSIMOBUGWOL-UHFFFAOYSA-N
IUPHAR :
Wikipedia :
Target
Families :
Stucture :
Protein :
References (9)
| Title : A sensitive LC-MS\/MS method for simultaneous determination of R-bambuterol and its active metabolite R-terbutaline in human plasma and urine with application to a clinical pharmacokinetic study - Zhou_2014_Biomed.Chromatogr_28_994 |
| Author(s) : Zhou T , Zhao T , Cheng Q , Liu S , Xu L , Tan W |
| Ref : Biomedical Chromatography , 28 :994 , 2014 |
| Abstract : Zhou_2014_Biomed.Chromatogr_28_994 |
| ESTHER : Zhou_2014_Biomed.Chromatogr_28_994 |
| PubMedSearch : Zhou_2014_Biomed.Chromatogr_28_994 |
| PubMedID: 24357101 |
| Title : Developmental exposure to terbutaline alters cell signaling in mature rat brain regions and augments the effects of subsequent neonatal exposure to the organophosphorus insecticide chlorpyrifos - Meyer_2005_Toxicol.Appl.Pharmacol_203_154 |
| Author(s) : Meyer A , Seidler FJ , Aldridge JE , Slotkin TA |
| Ref : Toxicol Appl Pharmacol , 203 :154 , 2005 |
| Abstract : Meyer_2005_Toxicol.Appl.Pharmacol_203_154 |
| ESTHER : Meyer_2005_Toxicol.Appl.Pharmacol_203_154 |
| PubMedSearch : Meyer_2005_Toxicol.Appl.Pharmacol_203_154 |
| PubMedID: 15710176 |
| Title : Critical periods for the role of oxidative stress in the developmental neurotoxicity of chlorpyrifos and terbutaline, alone or in combination - Slotkin_2005_Brain.Res.Dev.Brain.Res_157_172 |
| Author(s) : Slotkin TA , Oliver CA , Seidler FJ |
| Ref : Brain Research Developmental Brain Research , 157 :172 , 2005 |
| Abstract : Slotkin_2005_Brain.Res.Dev.Brain.Res_157_172 |
| ESTHER : Slotkin_2005_Brain.Res.Dev.Brain.Res_157_172 |
| PubMedSearch : Slotkin_2005_Brain.Res.Dev.Brain.Res_157_172 |
| PubMedID: 15963356 |
| Title : Imbalances emerge in cardiac autonomic cell signaling after neonatal exposure to terbutaline or chlorpyrifos, alone or in combination - Slotkin_2005_Brain.Res.Dev.Brain.Res_160_219 |
| Author(s) : Slotkin TA , Tate CA , Cousins MM , Seidler FJ |
| Ref : Brain Research Developmental Brain Research , 160 :219 , 2005 |
| Abstract : Slotkin_2005_Brain.Res.Dev.Brain.Res_160_219 |
| ESTHER : Slotkin_2005_Brain.Res.Dev.Brain.Res_160_219 |
| PubMedSearch : Slotkin_2005_Brain.Res.Dev.Brain.Res_160_219 |
| PubMedID: 16256208 |
| Title : Interaction of human butyrylcholinesterase variants with bambuterol and terbutaline - Kovarik_2004_J.Enzyme.Inhib.Med.Chem_19_113 |
| Author(s) : Kovarik Z , Simeon-Rudolf V |
| Ref : J Enzyme Inhib Med Chem , 19 :113 , 2004 |
| Abstract : Kovarik_2004_J.Enzyme.Inhib.Med.Chem_19_113 |
| ESTHER : Kovarik_2004_J.Enzyme.Inhib.Med.Chem_19_113 |
| PubMedSearch : Kovarik_2004_J.Enzyme.Inhib.Med.Chem_19_113 |
| PubMedID: 15449725 |
| Title : Does pharmacotherapy for preterm labor sensitize the developing brain to environmental neurotoxicants? Cellular and synaptic effects of sequential exposure to terbutaline and chlorpyrifos in neonatal rats - Rhodes_2004_Toxicol.Appl.Pharmacol_195_203 |
| Author(s) : Rhodes MC , Seidler FJ , Qiao D , Tate CA , Cousins MM , Slotkin TA |
| Ref : Toxicol Appl Pharmacol , 195 :203 , 2004 |
| Abstract : Rhodes_2004_Toxicol.Appl.Pharmacol_195_203 |
| ESTHER : Rhodes_2004_Toxicol.Appl.Pharmacol_195_203 |
| PubMedSearch : Rhodes_2004_Toxicol.Appl.Pharmacol_195_203 |
| PubMedID: 14998686 |
| Title : Amino acid residues involved in the interaction of acetylcholinesterase and butyrylcholinesterase with the carbamates Ro 02-0683 and bambuterol, and with terbutaline - Kovarik_1999_Biochim.Biophys.Acta_1433_261 |
| Author(s) : Kovarik Z , Radic Z , Grgas B , Skrinjaric-Spoljar M , Reiner E , Simeon-Rudolf V |
| Ref : Biochimica & Biophysica Acta , 1433 :261 , 1999 |
| Abstract : Kovarik_1999_Biochim.Biophys.Acta_1433_261 |
| ESTHER : Kovarik_1999_Biochim.Biophys.Acta_1433_261 |
| PubMedSearch : Kovarik_1999_Biochim.Biophys.Acta_1433_261 |
| PubMedID: 10446376 |
| Title : Inhibition of Acetylcholinesterase (ACHE\; E.C. 3.1.1.7) and Butyrylcholinesterase (BCHE\; E.C. 3.1.1.8) by Terbutaline - |
| Author(s) : Kovarik Z , Radic Z , Skrinjaric-Spoljar M , Reiner E , Simeon-Rudolf V |
| Ref : In: Structure and Function of Cholinesterases and Related Proteins - Proceedings of Sixth International Meeting on Cholinesterases , (Doctor, B.P., Taylor, P., Quinn, D.M., Rotundo, R.L., Gentry, M.K. Eds) Plenum Publishing Corp. :243 , 1998 |
| PubMedID: |
| Title : Bambuterol and terbutaline in human cerebrospinal fluid and plasma - Rosberg_1993_Eur.J.Clin.Pharmacol_45_147 |
| Author(s) : Rosberg B , Schroder C , Nyberg L , Rosenborg J , Wiren JE |
| Ref : European Journal of Clinical Pharmacology , 45 :147 , 1993 |
| Abstract : Rosberg_1993_Eur.J.Clin.Pharmacol_45_147 |
| ESTHER : Rosberg_1993_Eur.J.Clin.Pharmacol_45_147 |
| PubMedSearch : Rosberg_1993_Eur.J.Clin.Pharmacol_45_147 |
| PubMedID: 8223836 |