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M1195

Sigma-Aldrich

Metolazone

≥98% (HPLC), solid

Synonym(s):

7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C16H16ClN3O3S
CAS Number:
17560-51-9
Molecular Weight:
365.83
EC Number:
241-539-3
MDL number:
MFCD00069304
UNSPSC Code:
12352200
PubChem Substance ID:
24724532
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >5 mg/mL

SMILES string

CC1Nc2cc(Cl)c(cc2C(=O)N1c3ccccc3C)S(N)(=O)=O

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

Gene Information

human ... SLC12A1(6557) , SLC12A3(6559)

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Biochem/physiol Actions

Inhibitor of thiazide-sensitive Na+-Cl- cotransporter; antihypertensive; moderate "loop" diuretic.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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María Castañeda-Bueno et al.
American journal of physiology. Renal physiology, 299(5), F1111-F1119 (2010-08-20)
Little is known about the residues that control the binding and affinity of thiazide-type diuretics for their protein target, the renal Na(+)-Cl(-) cotransporter (NCC). Previous studies from our group have shown that affinity for thiazides is higher in rat (rNCC)
Guangli Wei et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 845(1), 169-173 (2006-08-16)
A rapid, sensitive and accurate liquid chromatographic-tandem mass spectrometric method is described for the determination of metolazone in human blood. Metolazone was extracted from blood using ethyl acetate and separated on a C18 column interfaced with a triple quadrupole tandem
Jens Rosenberg et al.
Cardiovascular drugs and therapy, 19(4), 301-306 (2005-09-29)
Metolazone is a potent thiazide-like diuretic. It is recommended in severe congestive heart failure (HF). We conducted a review of the existing literature and found that the available information on the use of metolazone in HF is based on studies
Nigel Sparrow et al.
European journal of heart failure, 5(3), 355-361 (2003-06-12)
The National Service Framework (NSF) sets standards for the management of heart failure in the UK. Loop diuretics are commonly first prescribed in primary care. Some patients taking these drugs have heart failure and may benefit from other treatments including
[Therapy edema: secondary effect without effect!].
B Truniger
Schweizerische medizinische Wochenschrift, 129(46), 1808-1808 (1999-12-22)
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