A thiazide-like diuretic
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Analytical Standard(s)
26304Metolazone
Labeled Version(s)
34243Metolazone-d7
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Metolazone

Item No. 15987

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide
CAS Number
17560-51-9
Synonyms
  • SR 720-22
Molecular Formula
C16H16ClN3O3S
Formula Weight
365.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 0.3 mg/ml
λmax
236, 343 nm
SMILES
O=C1C2=C(C=C(Cl)C(S(N)(=O)=O)=C2)NC(C)N1C3=CC=CC=C3C
InChi Code
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)
InChi Key
AQCHWTWZEMGIFD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Metolazone is a thiazide-like diuretic.1,2 It inhibits the Na+/Cl- cotransporter (IC50 = 0.3 µM for the rat transporter) and human carbonic anhydrase VII (CAVII), CAXII, and CAXIII (Kis = 2.1, 5.4, and 15 nM, respectively). Metolazone (0.3 and 1 mg/kg) induces fluid loss and enhances captopril-induced decreases in blood pressure in spontaneously hypertensive rats.3 Formulations containing metolazone have been used in the treatment of high blood pressure.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moreno, E., Cristóbal, P.S., Rivera, M., et al. Affinity-defining domains in the Na-Cl cotransporter: A different location for C- and thiazide binding. The Journal of Biological Chemisty 281(25), 17266-17275 (2006).

    2. Temperini, C., Cecchi, A., Scozzafava, A., et al. Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct. Bioorg. Med. Chem. Lett. 18(8), 2567-2573 (2008).

    3. Chiu, P.J.S., Vemulapalli, S., and Barnett, A. Acute blood pressure and urinary responses to single dose combinations of captopril and diuretics in conscious spontaneously hypertensive rats. J. Pharm. Pharmacol. 37(2), 105-109 (1985).