Metolazone

Metolazone
Clinical data
Trade names	Zaroxolyn
AHFS/Drugs.com	Monograph
MedlinePlus	a682345
Pregnancy; category	B;
Routes of; administration	By mouth
ATC code	C03BA08 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	~65%
Metabolism	kidney (minimal)
Elimination half-life	14 hours
Excretion	primarily urine
Identifiers
	IUPAC name 7-chloro-2-methyl-4-oxo-3-o-tolyl-1,2,3,4-tetrahydroquinazoline-6-sulfonamide;
CAS Number	17560-51-9 ;
PubChem CID	4170;
IUPHAR/BPS	4838;
DrugBank	DB00524 ;
ChemSpider	4026 ;
UNII	TZ7V40X7VX;
KEGG	D00431 ;
ChEBI	CHEBI:64354 ;
ChEMBL	ChEMBL878 ;
CompTox Dashboard (EPA)	DTXSID6045167 ;
ECHA InfoCard	100.037.748
Chemical and physical data
Formula	C16H16ClN3O3S
Molar mass	365.83 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	260 °C (500 °F)
	SMILES O=S(=O)(c3c(Cl)cc2c(C(=O)N(c1ccccc1C)C(N2)C)c3)N;
	InChI 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) ; Key:AQCHWTWZEMGIFD-UHFFFAOYSA-N ;
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Metolazone is a thiazide-like diuretic marketed under the brand names Zytanix, Metoz, Zaroxolyn, and Mykrox. 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.

It was patented in 1966 and approved for medical use in 1974.

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