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M1195

Sigma-Aldrich

Metolazone

≥98% (HPLC), solid

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

Quality Level

100

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.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A Monroy et al.
American journal of physiology. Renal physiology, 279(1), F161-F169 (2000-07-15)
The thiazide-sensitive Na(+)-Cl(-) cotransporter (TSC) is the major pathway for salt reabsorption in the apical membrane of the mammalian distal convoluted tubule. When expressed in Xenopus laevis oocytes, rat TSC exhibits high affinity for both cotransported ions, with the Michaelis-Menten
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
Lynda Blue et al.
European journal of heart failure, 7(3), 351-361 (2005-02-19)
This article examines the emerging role of the heart failure nurse and the responsibilities and educational and training requirements surrounding such a role. There may be variations in the role and its responsibilities in different health care settings. However the
P A Rochon et al.
Journal of the American Geriatrics Society, 47(8), 954-959 (1999-08-12)
Low-dose drug therapy is promoted as a way to maximize benefit and minimize adverse drug effects when prescribing for older adults. This population-based study evaluates the age and sex-related use of two common therapies: thiazide diuretics, where evidence supports the
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