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Merck

M1195

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
NACRES:
NA.77
PubChem Substance ID:
24724532
UNSPSC Code:
12352200
EC Number:
241-539-3
MDL number:
MFCD00069304
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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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

SMILES string

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

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >5 mg/mL

Quality Level

100

Gene Information

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

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Related Categories

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000496627
0000496627
0000438056
0000438055
0000438055

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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
Gabriella Pridjian et al.
The Journal of pharmacology and experimental therapeutics, 318(3), 1027-1032 (2006-05-24)
Preeclampsia is a disorder that continues to exact a significant toll with respect to maternal morbidity and mortality as well as fetal wastage. Furthermore, the treatment of this disorder has not changed significantly in 50 years and is unsatisfactory. The
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
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
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