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SML0591

Sigma-Aldrich

Chlorthalidone

≥98% (HPLC)

Synonym(s):

2-Chloro-5(1-hydroxy-3-oxo-1- isoindolinyl) benzenesulfonamide, 2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulfonamide, Chlortalidone

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About This Item

Empirical Formula (Hill Notation):
C14H11ClN2O4S
CAS Number:
77-36-1
Molecular Weight:
338.77
EC Number:
201-022-5
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(N)c1c(ccc(c1)C2(NC(=O)c3c2cccc3)O)Cl

InChI

1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)

InChI key

JIVPVXMEBJLZRO-UHFFFAOYSA-N

Biochem/physiol Actions

Chlorthalidone is a thiazide-like diuretic, an inhibitor of the Na+-Cl- cotransporter.
Chlorthalidone is a thiazide-like diuretic, an inhibitor of the Na+-Cl- cotransporter. Chlorthalidone inhibits sodium ion transport across the renal tubular epithelium increasing the delivery of sodium to the distal renal tubule and indirectly increasing potassium excretion via the sodium-potassium exchange mechanism. Chlorthalidone also promotes Ca++ reabsorption by an unknown mechanism. Several recent comparison studies inidcate that chlorthalidone may be a better drug in preventing cardiovascular events than hydrochlorothiazide.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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Certificates of Analysis (COA)

Lot/Batch Number
037M4738V
075M4737V
013M4747V

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USP

USP

1119309

Chlorthalidone Related Compound A

Chlorthalidone United States Pharmacopeia (USP) Reference Standard

USP

1130006

Chlorthalidone

George L Bakris et al.
The American journal of medicine, 125(12), 1229-1229 (2012-09-04)
Chlorthalidone has proven efficacy to reduce cardiovascular morbidity and mortality, yet it is infrequently used in practice. This study provides a direct comparison of chlorthalidone with hydrochlorothiazide, each combined with the angiotensin receptor blocker azilsartan medoxomil, on blood pressure reduction
Michael Proschan et al.
Statistics in medicine, 32(5), 884-897 (2012-09-11)
The debate over whether certain antihypertensive medications have benefits beyond what would be expected from their blood pressure lowering spurred the Antihypertensive and Lipid-Lowering Treatment to Prevent Heart Attack Trial, which randomized 42,418 participants to chlorthalidone (15,255), amlodipine (9048), lisinopril
Domenic Sica et al.
Journal of clinical hypertension (Greenwich, Conn.), 14(5), 284-292 (2012-04-27)
This study compared the efficacy and safety of fixed-dose combinations (FDCs) of the angiotensin II receptor blocker azilsartan medoxomil (AZL-M) and the thiazide-like diuretic chlorthalidone (CLD) with the individual monotherapies in a double-blind factorial study. A total of 1714 patients
Beom-June Kwon et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 36(1), 79-84 (2012-10-05)
Thiazide-type diuretics are the most commonly used blood pressure (BP)-lowering drug for patients with uncomplicated hypertension. However, it has remained unclear whether hydrochlorothiazide (HCTZ) or chlorthalidone (CTD) shows better improvement in central aortic pressure. We conducted an open-label, randomized, prospective
William C Cushman et al.
Hypertension (Dallas, Tex. : 1979), 60(2), 310-318 (2012-06-20)
Azilsartan medoxomil, an effective, long-acting angiotensin II receptor blocker, is a new treatment for hypertension that is also being developed in fixed-dose combinations with chlorthalidone, a potent, long-acting thiazide-like diuretic. We compared once-daily fixed-dose combinations of azilsartan medoxomil/chlorthalidone force titrated
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