Bambuterol

General

Type : Pro-Drug, Drug, Carbamate, tert-Butyl, Adrenergic-Receptor-ligand

Chemical_Nomenclature : [3-[2-(tert-butylamino)-1-hydroxyethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate

Canonical SMILES : CC(C)(C)NCC(C1=CC(=CC(=C1)OC(=O)N(C)C)OC(=O)N(C)C)O

InChI : InChI=1S\/C18H29N3O5\/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7\/h8-10,15,19,22H,11H2,1-7H3

InChIKey : ANZXOIAKUNOVQU-UHFFFAOYSA-N

Other name(s) : bis-dimethyl-carbamate of terbutaline  ||  Bambec  ||  Bambuterolum  ||  Oxeol  ||  Prestwick0_000361  ||  Prestwick1_000361  ||  SPBio_002402


MW : 367.4

Formula : C18H29N3O5

CAS_number : 1732-65-2,    81732-65-2

PubChem : 54766,    54765

UniChem : ANZXOIAKUNOVQU-UHFFFAOYSA-N

IUPHAR : 6601

Wikipedia : Bambuterol

Target

Families : BCHE

References (22)

Title : Postnatal developmental delay and supersensitivity to organophosphate in gene-targeted mice lacking acetylcholinesterase - Xie_2000_J.Pharmacol.Exp.Ther_293_896
Author(s) : Xie W , Stribley JA , Chatonnet A , Wilder PJ , Rizzino A , McComb RD , Taylor P , Hinrichs SH , Lockridge O
Ref : Journal of Pharmacology & Experimental Therapeutics , 293 :896 , 2000
Abstract :
PubMedSearch : Xie_2000_J.Pharmacol.Exp.Ther_293_896
PubMedID: 10869390
Gene_locus related to this paper: mouse-ACHE

Title : The influence of drug-induced low plasma cholinesterase activity on the pharmacokinetics and pharmacodynamics of mivacurium - Ostergaard_2000_Anesthesiology_92_1581
Author(s) : Ostergaard D , Rasmussen SN , Viby-Mogensen J , Pedersen NA , Boysen R
Ref : Anesthesiology , 92 :1581 , 2000
Abstract :
PubMedSearch : Ostergaard_2000_Anesthesiology_92_1581
PubMedID: 10839906

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 :
PubMedSearch : Kovarik_1999_Biochim.Biophys.Acta_1433_261
PubMedID: 10446376

Title : Pharmacokinetics of bambuterol in subjects homozygous for the atypical gene for plasma cholinesterase - Bang_1998_Br.J.Clin.Pharmacol_45_479
Author(s) : Bang U , Nyberg L , Rosenborg J , Viby-Mogensen J
Ref : British Journal of Clinical Pharmacology , 45 :479 , 1998
Abstract :
PubMedSearch : Bang_1998_Br.J.Clin.Pharmacol_45_479
PubMedID: 9643621

Title : Pharmacokinetics of bambuterol in healthy subjects - Nyberg_1998_Br.J.Clin.Pharmacol_45_471
Author(s) : Nyberg L , Rosenborg J , Weibull E , Jonsson S , Kennedy BM , Nilsson M
Ref : British Journal of Clinical Pharmacology , 45 :471 , 1998
Abstract :
PubMedSearch : Nyberg_1998_Br.J.Clin.Pharmacol_45_471
PubMedID: 9643620

Title : Drug interactions with neuromuscular blockers - Feldman_1996_Drug.Saf_15_261
Author(s) : Feldman S , Karalliedde L
Ref : Drug Safety , 15 :261 , 1996
Abstract :
PubMedSearch : Feldman_1996_Drug.Saf_15_261
PubMedID: 8905251

Title : Micro-CLC as an interface between SLM extraction and CZE for enhancement of sensitivity and selectivity in bioanalysis of drugs - Palmarsdottir_1996_J.Capillary.Electrophor_3_255
Author(s) : Palmarsdottir S , Mathiasson L , Jonsson JA , Edholm LE
Ref : J Capillary Electrophor , 3 :255 , 1996
Abstract :
PubMedSearch : Palmarsdottir_1996_J.Capillary.Electrophor_3_255
PubMedID: 9384731

Title : Clinical pharmacokinetics of bambuterol - Sitar_1996_Clin.Pharmacokinet_31_246
Author(s) : Sitar DS
Ref : Clinical Pharmacokinetics , 31 :246 , 1996
Abstract :
PubMedSearch : Sitar_1996_Clin.Pharmacokinet_31_246
PubMedID: 8896942

Title : Bambuterol in the treatment of asthma. A placebo-controlled comparison of once-daily morning vs evening administration [see comments] - D'Alonzo_1995_Chest_107_406
Author(s) : D'Alonzo GE , Smolensky MH , Feldman S , Gnosspelius Y , Karlsson K
Ref : Chest , 107 :406 , 1995
Abstract :
PubMedSearch : D'Alonzo_1995_Chest_107_406
PubMedID: 7842769

Title : Terbutaline prodrugs and oral beta 2-agonist therapy -
Author(s) : Svensson LA
Ref : Pharmacol Toxicol , 77 Suppl 3 :30 , 1995
PubMedID: 8751147

Title : Clinical importance of plasma cholinesterase for the anaesthetist. - Pedersen_1994_Ann.Acad.Med.Singapore_23_120
Author(s) : Pedersen NA , Jensen FS
Ref : Annals of the Academy of Medicine, Singapore , 23 :120 , 1994
Abstract :
PubMedSearch : Pedersen_1994_Ann.Acad.Med.Singapore_23_120
PubMedID: 7710221

Title : Cholinesterases regulate neurite growth of chick nerve cells in vitro by means of a non-enzymatic mechanism - Layer_1993_Cell.Tiss.Res_273_219
Author(s) : Layer PG , Weikert T , Alber R
Ref : Cell & Tissue Research , 273 :219 , 1993
Abstract :
PubMedSearch : Layer_1993_Cell.Tiss.Res_273_219
PubMedID: 8103422

Title : Chimeric human cholinesterase. Identification of interaction sites responsible for recognition of acetyl- or butyrylcholinesterase-specific ligands - Loewenstein_1993_J.Mol.Biol_234_289
Author(s) : Loewenstein Y , Gnatt A , Neville LF , Soreq H
Ref : Journal of Molecular Biology , 234 :289 , 1993
Abstract :
PubMedSearch : Loewenstein_1993_J.Mol.Biol_234_289
PubMedID: 8230213

Title : Structure-function relationship studies in human cholinesterases reveal genomic origins for individual variations in cholinergic drug responses. - Loewenstein_1993_Prog.Neuropsychopharmacol.Biol.Psychiatry_17_905
Author(s) : Loewenstein Y , Gnatt A , Neville LF , Zakut H , Soreq H
Ref : Prog Neuropsychopharmacol Biological Psychiatry , 17 :905 , 1993
Abstract :
PubMedSearch : Loewenstein_1993_Prog.Neuropsychopharmacol.Biol.Psychiatry_17_905
PubMedID: 8278601

Title : A placebo-controlled dose-finding study with bambuterol in elderly patients with asthma - Sitar_1993_Chest_103_771
Author(s) : Sitar DS , Aoki FY , Warren CP , Knight A , Grossman RF , Alexander M , Soliman S
Ref : Chest , 103 :771 , 1993
Abstract :
PubMedSearch : Sitar_1993_Chest_103_771
PubMedID: 8449067

Title : The effect of bambuterol (carbamylated terbutaline) on plasma cholinesterase activity and suxamethonium-induced neuromuscular blockade in genotypically normal patients - Bang_1990_Acta.Anaesthesiol.Scand_34_596
Author(s) : Bang U , Viby-Mogensen J , Wiren JE , Skovgaard LT
Ref : Acta Anaesthesiologica Scandinavica , 34 :596 , 1990
Abstract :
PubMedSearch : Bang_1990_Acta.Anaesthesiol.Scand_34_596
PubMedID: 2244449

Title : The effect of bambuterol on plasma cholinesterase activity and suxamethonium-induced neuromuscular blockade in subjects heterozygous for abnormal plasma cholinesterase - Bang_1990_Acta.Anaesthesiol.Scand_34_600
Author(s) : Bang U , Viby-Mogensen J , Wiren JE
Ref : Acta Anaesthesiologica Scandinavica , 34 :600 , 1990
Abstract :
PubMedSearch : Bang_1990_Acta.Anaesthesiol.Scand_34_600
PubMedID: 2244450

Title : Genetic variants of human serum cholinesterase influence metabolism of the muscle relaxant succinylcholine. - Lockridge_1990_Pharmacol.Ther_47_35
Author(s) : Lockridge O
Ref : Pharmacol Ther , 47 :35 , 1990
Abstract :
PubMedSearch : Lockridge_1990_Pharmacol.Ther_47_35
PubMedID: 2195556
Gene_locus related to this paper: human-BCHE

Title : Interaction between bambuterol and physostigmine: aspects on cholinesterase inhibition and neuromuscular transmission in the smooth and skeletal muscles of the guinea-pig - Jeppsson_1988_Pharmacol.Toxicol_63_211
Author(s) : Jeppsson AB , Waldeck B
Ref : Pharmacol Toxicol , 63 :211 , 1988
Abstract :
PubMedSearch : Jeppsson_1988_Pharmacol.Toxicol_63_211
PubMedID: 2848230

Title : Hydrolysis of 3H-bambuterol, a carbamate prodrug of terbutaline, in blood from humans and laboratory animals in vitro - Tunek_1988_Biochem.Pharmacol_37_3867
Author(s) : Tunek A , Levin E , Svensson LA
Ref : Biochemical Pharmacology , 37 :3867 , 1988
Abstract :
PubMedSearch : Tunek_1988_Biochem.Pharmacol_37_3867
PubMedID: 3190733

Title : Bambuterol, a carbamate ester prodrug of terbutaline, as inhibitor of cholinesterases in human blood - Tunek_1988_Drug.Metab.Dispos_16_759
Author(s) : Tunek A , Svensson LA
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 16 :759 , 1988
Abstract :
PubMedSearch : Tunek_1988_Drug.Metab.Dispos_16_759
PubMedID: 2906603

Title : New lipophilic terbutaline ester prodrugs with long effect duration - Olsson_1984_Pharm.Res_1_19
Author(s) : Olsson OA , Svensson LA
Ref : Pharm Res , 1 :19 , 1984
Abstract :
PubMedSearch : Olsson_1984_Pharm.Res_1_19
PubMedID: 24277179