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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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
[Therapy edema: secondary effect without effect!].
B Truniger
Schweizerische medizinische Wochenschrift, 129(46), 1808-1808 (1999-12-22)
S C Hebert et al.
Kidney international, 49(6), 1638-1641 (1996-06-01)
Recently the molecular identification of the major electroneutral sodium-potassium-chloride entry mechanisms present on apical membranes of distal nephron segments of the mammalian kidney, on basolateral membranes of many non-renal epithelial cells and on certain non-epithelial tissues has been achieved. These
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
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
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