Mirabegron
Mirabegron is a sympathomimetic beta-3 adrenergic receptor agonist used to relax the smooth muscle of the bladder in the treatment of urinary frequency and incontinence. It lacks significant antimuscarinic activity. Mirabegron is hydrolyzed by BChE (Km =15.2 microM, Vmax = 201 pmol/min/ml plasma)
General
Type : Drug, Not AlphaBeta Hydrolase target, Adrenergic-Receptor-ligand, Thiazole, Sulfur Compound
Chemical_Nomenclature : 2-(2-amino-1,3-thiazol-4-yl)-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]acetamide
Canonical SMILES : C1=CC=C(C=C1)C(CNCCC2=CC=C(C=C2)NC(=O)CC3=CSC(=N3)N)O
InChI : InChI=1S\/C21H24N4O2S\/c22-21-25-18(14-28-21)12-20(27)24-17-8-6-15(7-9-17)10-11-23-13-19(26)16-4-2-1-3-5-16\/h1-9,14,19,23,26H,10-13H2,(H2,22,25)(H,24,27)\/t19-\/m0\/s1
InChIKey : PBAPPPCECJKMCM-IBGZPJMESA-N
Other name(s) : Myrbetriq || Betanis || Betmiga
MW : 396.5
Formula : C21H24N4O2S
CAS_number : 223673-61-8
PubChem : 9865528
UniChem : PBAPPPCECJKMCM-IBGZPJMESA-N
Target
Structures : No structure
Families : BCHE
References (7)
| Title : Pre-Steady-State and Steady-State Kinetic Analysis of Butyrylcholinesterase-Catalyzed Hydrolysis of Mirabegron, an Arylacylamide Drug - Shaihutdinova_2024_Molecules_29_2356 |
| Author(s) : Shaihutdinova Z , Masson P |
| Ref : Molecules , 29 : , 2024 |
| Abstract : |
| PubMedSearch : Shaihutdinova_2024_Molecules_29_2356 |
| PubMedID: 38792217 |
| Title : Drug and pro-drug substrates and pseudo-substrates of human butyrylcholinesterase - Masson_2023_Biochem.Pharmacol_218_115910 |
| Author(s) : Masson P , Shaihutdinova Z , Lockridge O |
| Ref : Biochemical Pharmacology , 218 :115910 , 2023 |
| Abstract : |
| PubMedSearch : Masson_2023_Biochem.Pharmacol_218_115910 |
| PubMedID: 37972875 |
| Title : Risk of overactive bladder associated with cholinesterase inhibitors in dementia - Masurkar_2021_J.Am.Geriatr.Soc__ |
| Author(s) : Masurkar PP , Chatterjee S , Sherer JT , Chen H , Johnson ML , Aparasu RR |
| Ref : J Am Geriatr Soc , : , 2021 |
| Abstract : |
| PubMedSearch : Masurkar_2021_J.Am.Geriatr.Soc__ |
| PubMedID: 34854475 |
| Title : Application of a physiologically based pharmacokinetic model for the prediction of mirabegron plasma concentrations in a population with severe renal impairment - Konishi_2019_Biopharm.Drug.Dispos_40_176 |
| Author(s) : Konishi K , Minematsu T , Nagasaka Y , Tabata K |
| Ref : Biopharmaceutics & Drug Disposition , 40 :176 , 2019 |
| Abstract : |
| PubMedSearch : Konishi_2019_Biopharm.Drug.Dispos_40_176 |
| PubMedID: 30985942 |
| Title : Physiologically-based pharmacokinetic modeling for mirabegron: a multi-elimination pathway mediated by cytochrome P450 3A4, uridine 5'-diphosphate-glucuronosyltransferase 2B7, and butyrylcholinesterase - Konishi_2018_Xenobiotica__1 |
| Author(s) : Konishi K , Minematsu T , Nagasaka Y , Tabata K |
| Ref : Xenobiotica , :1 , 2018 |
| Abstract : |
| PubMedSearch : Konishi_2018_Xenobiotica__1 |
| PubMedID: 30301385 |
| Title : Identification of human cytochrome P450 isoforms and esterases involved in the metabolism of mirabegron, a potent and selective beta(3)-adrenoceptor agonist - Takusagawa_2012_Xenobiotica_42_957 |
| Author(s) : Takusagawa S , Yajima K , Miyashita A , Uehara S , Iwatsubo T , Usui T |
| Ref : Xenobiotica , 42 :957 , 2012 |
| Abstract : |
| PubMedSearch : Takusagawa_2012_Xenobiotica_42_957 |
| PubMedID: 22509825 |
| Title : Mechanism of eserine action on the hydrolysis of butyrylthiocholine by butyrylcholinesterase - Stojan_1997_J.Enzyme.Inhib_11_199 |
| Author(s) : Stojan J , Pavlic MR |
| Ref : J Enzyme Inhib , 11 :199 , 1997 |
| Abstract : |
| PubMedSearch : Stojan_1997_J.Enzyme.Inhib_11_199 |
| PubMedID: 9204388 |