Metolazone

For research use only. Not for therapeutic Use.

  • CAT Number: A000363
  • CAS Number: 17560-51-9
  • Molecular Formula: C16H16ClN3O3S
  • Molecular Weight: 365.8
  • Purity: ≥95%
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Metolazone (CAS 17560-51-9) is a thiazide-like diuretic. It is primarily used to treat congestive heart failure and high blood pressure. Metolazone indirectly decreases the amount of water reabsorbed into the bloodstream by the kidney, so that blood volume decreases and urine volume increases. This lowers blood pressure and prevents excess fluid accumulation in heart failure. Metolazone is sometimes used together with loop diuretics such as furosemide or bumetanide, but these highly effective combinations can lead to dehydration and electrolyte abnormalities.


Catalog Number A000363
CAS Number 17560-51-9
Synonyms

17560-51-9; Zaroxolyn; Diulo; Microx; Mykrox

Molecular Formula C16H16ClN3O3S
Purity ≥95%
Target Thrombin
Storage -20°C
IUPAC Name 7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2-dihydroquinazoline-6-sulfonamide
InChI 1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)
InChIKey AQCHWTWZEMGIFD-UHFFFAOYSA-N
SMILES CC1NC2=CC(=C(C=C2C(=O)N1C3=CC=CC=C3C)S(=O)(=O)N)Cl
Reference

1: Zhou J, Chen M, Li Y, Yu F, Cheng X, Yang Y, Liu Y, Xie X, Li Z, Zhang H, Mei X. Simultaneous determination of metolazone and valsartan in plasma by on-line SPE coupled with liquid chromatography/tandem mass spectrometry. Eur J Mass Spectrom (Chichester). 2017 Oct;23(5):305-312. doi: 10.1177/1469066717716726. Epub 2017 Jul 10. PubMed PMID: 29028382.<br />
2: Wise RT, Moffett BS, Akcan-Arikan A, Galati M, Afonso N, Checchia PA. Enhancement of diuresis with metolazone in infant paediatric cardiac intensive care patients. Cardiol Young. 2017 Sep 11:1-5. doi: 10.1017/S1047951117001330. [Epub ahead of print] PubMed PMID: 28889825.<br />
3: Michaud CJ, Mintus KC. Intravenous Chlorothiazide Versus Enteral Metolazone to Augment Loop Diuretic Therapy in the Intensive Care Unit. Ann Pharmacother. 2017 Apr;51(4):286-292. doi: 10.1177/1060028016683971. Epub 2016 Dec 16. PubMed PMID: 28228057.<br />
4: Shulenberger CE, Jiang A, Devabhakthuni S, Ivaturi V, Liu T, Reed BN. Efficacy and Safety of Intravenous Chlorothiazide versus Oral Metolazone in Patients with Acute Decompensated Heart Failure and Loop Diuretic Resistance. Pharmacotherapy. 2016 Aug;36(8):852-60. doi: 10.1002/phar.1798. Epub 2016 Jul 29. PubMed PMID: 27393709.<br />
5: Cardinale M, Altshuler J, Testani JM. Efficacy of Intravenous Chlorothiazide for Refractory Acute Decompensated Heart Failure Unresponsive to Adjunct Metolazone. Pharmacotherapy. 2016 Aug;36(8):843-51. doi: 10.1002/phar.1787. Epub 2016 Jul 21. PubMed PMID: 27321568.<br />
6: Kumar P, Chauhan A, Charaniya R, Ghosh A, Tandon V. Metolazone Associated Stevens Johnson Syndrome-Toxic Epidermal Necrolysis Overlap. J Clin Diagn Res. 2016 Mar;10(3):FD01-2. doi: 10.7860/JCDR/2016/17768.7404. Epub 2016 Mar 1. PubMed PMID: 27134890; PubMed Central PMCID: PMC4843276.<br />
7: Dubey R, Ghosh M, Sinha BN, Muthukrishnan V. Simultaneous Determination and Pharmacokinetics of Metolazone, Losartan and Losartan Carboxylic Acid in Rat Plasma by HPLC-ESI-MS-MS. J Chromatogr Sci. 2015 Oct;53(9):1520-7. doi: 10.1093/chromsci/bmv047. Epub 2015 May 6. PubMed PMID: 25947361.<br />
8: Moranville MP, Choi S, Hogg J, Anderson AS, Rich JD. Comparison of metolazone versus chlorothiazide in acute decompensated heart failure with diuretic resistance. Cardiovasc Ther. 2015 Apr;33(2):42-9. doi: 10.1111/1755-5922.12109. PubMed PMID: 25712736.<br />
9: Banerjee M, Chen T. Thiazide-like diuretic drug metolazone activates human pregnane X receptor to induce cytochrome 3A4 and multidrug-resistance protein 1. Biochem Pharmacol. 2014 Nov 15;92(2):389-402. doi: 10.1016/j.bcp.2014.08.025. Epub 2014 Aug 30. PubMed PMID: 25181459; PubMed Central PMCID: PMC4252478.<br />
10: Cheng HW, Sham MK, Chan KY, Li CW, Au HY, Yip T. Combination therapy with low-dose metolazone and furosemide: a /needleless/ approach in managing refractory fluid overload in elderly renal failure patients under palliative care. Int Urol Nephrol. 2014 Sep;46(9):1809-13. doi: 10.1007/s11255-014-0724-z. Epub 2014 May 14. PubMed PMID: 24824145.

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