Spironolactone is a prodrug with a short terminal half-life of 1.4 hours.[5][6][7] The active metabolites of spironolactone have extended terminal half-lives of 13.8 hours for 7α-TMS, 15.0 hours for 6β-OH-7α-TMS, and 16.5 hours for canrenone, and accordingly, these metabolites are responsible for the therapeutic effects of the drug.[5][6]
^ abYang J, Young MJ (2016). "Mineralocorticoid receptor antagonists-pharmacodynamics and pharmacokinetic differences". Curr Opin Pharmacol. 27: 78–85. doi:10.1016/j.coph.2016.02.005. PMID 26939027.
^ abKolkhof P, Bärfacker L (2017). "30 YEARS OF THE MINERALOCORTICOID RECEPTOR: Mineralocorticoid receptor antagonists: 60 years of research and development". J. Endocrinol. 234 (1): T125–T140. doi:10.1530/JOE-16-0600. PMC5488394. PMID 28634268.
^ abDoggrell SA, Brown L (2001). "The spironolactone renaissance". Expert Opin Investig Drugs. 10 (5): 943–54. doi:10.1517/13543784.10.5.943. PMID 11322868. S2CID 39820875.
^ abSica DA (2005). "Pharmacokinetics and pharmacodynamics of mineralocorticoid blocking agents and their effects on potassium homeostasis". Heart Fail Rev. 10 (1): 23–9. doi:10.1007/s10741-005-2345-1. PMID 15947888. S2CID 21437788.
^ abMaron BA, Leopold JA (2008). "Mineralocorticoid receptor antagonists and endothelial function". Curr Opin Investig Drugs. 9 (9): 963–9. PMC2967484. PMID 18729003.
^Oxford Textbook of Medicine: Vol. 1. Oxford University Press. 2003. pp. 1–. ISBN978-0-19-262922-7.
^Wang S, Rijk JC, Riethoff-Poortman JH, Van Kuijk S, Peijnenburg AA, Bovee TF (2010). "Bovine liver slices combined with an androgen transcriptional activation assay: an in-vitro model to study the metabolism and bioactivity of steroids". Anal Bioanal Chem. 397 (2): 631–41. doi:10.1007/s00216-010-3605-z. PMC2855805. PMID 20237917.
Further readingedit
Gardiner P, Schrode K, Quinlan D, Martin BK, Boreham DR, Rogers MS, Stubbs K, Smith M, Karim A (1989). "Spironolactone metabolism: steady-state serum levels of the sulfur-containing metabolites". J Clin Pharmacol. 29 (4): 342–7. doi:10.1002/j.1552-4604.1989.tb03339.x. PMID 2723123. S2CID 29457093.
This article about a steroid is a stub. You can help Wikipedia by expanding it.
hydroxy, thiomethylspironolactone, steroidal, antimineralocorticoid, spirolactone, group, major, active, metabolite, spironolactone, other, important, metabolites, spironolactone, include, thiospironolactone, 24813, thiomethylspironolactone, 26519, canrenone, . 6b Hydroxy 7a thiomethylspironolactone 6b OH 7a TMS is a steroidal antimineralocorticoid of the spirolactone group and a major active metabolite of spironolactone 1 2 3 Other important metabolites of spironolactone include 7a thiospironolactone 7a TS SC 24813 7a thiomethylspironolactone 7a TMS SC 26519 and canrenone SC 9376 4 2 1 3 6b Hydroxy 7a thiomethylspironolactoneClinical dataOther names6b OH 7a TMS 6b 17a Dihydroxy 7a methylthio 3 oxo pregn 4 ene 21 carboxylic acid g lactoneDrug classAntimineralocorticoidIdentifiersIUPAC name 6S 7S 8R 10R 13S 14S 17R 6 hydroxy 10 13 dimethyl 7 methylsulfanylspiro 2 6 7 8 9 11 12 14 15 16 decahydro 1H cyclopenta a phenanthrene 17 5 oxolane 2 3 dioneCAS Number42219 60 3PubChem CID162502ChemSpider32820916UNII4A93WO4Z3GChemical and physical dataFormulaC 23H 32O 4SMolar mass404 57 g mol 13D model JSmol Interactive imageSMILES CS C H 1 C H O C2 CC O CC C 2 C C H 3CC C 4 C C H CC C 45CCC O O5 C H 13InChI InChI 1S C23H32O4S c1 21 8 4 13 24 12 16 21 19 26 20 28 3 18 14 21 5 9 22 2 15 18 6 10 23 22 11 7 17 25 27 23 h12 14 15 18 20 26H 4 11H2 1 3H3 t14 15 18 19 20 21 22 23 m0 s1Key NWLBSWATTSRBOV DFSNYPBXSA N Spironolactone is a prodrug with a short terminal half life of 1 4 hours 5 6 7 The active metabolites of spironolactone have extended terminal half lives of 13 8 hours for 7a TMS 15 0 hours for 6b OH 7a TMS and 16 5 hours for canrenone and accordingly these metabolites are responsible for the therapeutic effects of the drug 5 6 vte Pharmacokinetics of 100 mg day spironolactone and its metabolites Compound CmaxTooltip Peak concentrations day 1 CmaxTooltip Peak concentrations day 15 AUCTooltip Area under the curve concentrations day 15 t1 2Tooltip Elimination half life Spironolactone 72 ng mL 173 nmol L 80 ng mL 192 nmol L 231 ng hour mL 555 nmol hour L 1 4 hours Canrenone 155 ng mL 455 nmol L 181 ng mL 532 nmol L 2 173 ng hour mL 6 382 nmol hour L 16 5 hours 7a TMSTooltip 7a Thiomethylspironolactone 359 ng mL 924 nmol L 391 ng mL 1 006 nmol L 2 804 ng hour mL 7 216 nmol hour L 13 8 hours 6b OH 7a TMSTooltip 6b Hydroxy 7a thiomethylspironolactone 101 ng mL 250 nmol L 125 ng mL 309 nmol L 1 727 ng hour mL 4 269 nmol hour L 15 0 hours Sources See template 6b Hydroxytestosterone which is analogous to 6b OH 7a TMS has been found to possess virtually no androgenicity 8 See also edit7a ThioprogesteroneReferences edit a b Yang J Young MJ 2016 Mineralocorticoid receptor antagonists pharmacodynamics and pharmacokinetic differences Curr Opin Pharmacol 27 78 85 doi 10 1016 j coph 2016 02 005 PMID 26939027 a b Kolkhof P Barfacker L 2017 30 YEARS OF THE MINERALOCORTICOID RECEPTOR Mineralocorticoid receptor antagonists 60 years of research and development J Endocrinol 234 1 T125 T140 doi 10 1530 JOE 16 0600 PMC 5488394 PMID 28634268 a b Doggrell SA Brown L 2001 The spironolactone renaissance Expert Opin Investig Drugs 10 5 943 54 doi 10 1517 13543784 10 5 943 PMID 11322868 S2CID 39820875 Parthasarathy HK MacDonald TM 2007 Mineralocorticoid receptor antagonists Curr Hypertens Rep 9 1 45 52 doi 10 1007 s11906 007 0009 3 PMID 17362671 S2CID 2090391 a b Sica DA 2005 Pharmacokinetics and pharmacodynamics of mineralocorticoid blocking agents and their effects on potassium homeostasis Heart Fail Rev 10 1 23 9 doi 10 1007 s10741 005 2345 1 PMID 15947888 S2CID 21437788 a b Maron BA Leopold JA 2008 Mineralocorticoid receptor antagonists and endothelial function Curr Opin Investig Drugs 9 9 963 9 PMC 2967484 PMID 18729003 Oxford Textbook of Medicine Vol 1 Oxford University Press 2003 pp 1 ISBN 978 0 19 262922 7 Wang S Rijk JC Riethoff Poortman JH Van Kuijk S Peijnenburg AA Bovee TF 2010 Bovine liver slices combined with an androgen transcriptional activation assay an in vitro model to study the metabolism and bioactivity of steroids Anal Bioanal Chem 397 2 631 41 doi 10 1007 s00216 010 3605 z PMC 2855805 PMID 20237917 Further reading editGardiner P Schrode K Quinlan D Martin BK Boreham DR Rogers MS Stubbs K Smith M Karim A 1989 Spironolactone metabolism steady state serum levels of the sulfur containing metabolites J Clin Pharmacol 29 4 342 7 doi 10 1002 j 1552 4604 1989 tb03339 x PMID 2723123 S2CID 29457093 nbsp This article about a steroid is a stub You can help Wikipedia by expanding it vte nbsp This drug article relating to the genito urinary system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 6b Hydroxy 7a thiomethylspironolactone amp oldid 1084545384, wikipedia, wiki, book, books, library,
