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Merck
CN

C4911

Chlorothiazide

synthetic (organic), ≥98% (HPLC), carbonic anhydrase inhibitor, powder

Synonym(s):

6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

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About This Item

Empirical Formula (Hill Notation):
C7H6ClN3O4S2
CAS Number:
58-94-6
Molecular Weight:
295.72
NACRES:
NA.77
PubChem Substance ID:
24278150
UNSPSC Code:
12352202
EC Number:
200-404-9
MDL number:
MFCD00058576

Key Documents

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Product Name

Chlorothiazide, thiazide diuretic

biological source

synthetic (organic)

Quality Level

100

assay

≥98% (HPLC)

form

powder

mp

>300 °C

solubility

DMF: 50 mg/mL, clear, colorless to very faintly yellow

storage temp.

2-8°C

SMILES string

O=S(C1=C2C=C(Cl)C(S(N)(=O)=O)=C1)(NC=N2)=O

InChI

1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13)

InChI key

JBMKAUGHUNFTOL-UHFFFAOYSA-N

Gene Information

human ... CA1(759), CA4(762), SLC12A3(6559)

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General description

Chlorothiazide (CTLD) is a thiazide-like diuretics and has antihypertensive effects.

Application

Chlorothiazide has been used as a reference standard in parallel artificial membrane permeability assay (PAMPA). It has also been used to test its effect on blocking pendrin activity.
One of the first in the thiazide class of diuretics.

Biochem/physiol Actions

Chlorothiazide (CTLD) shows structural resemblance with hydrochlorothiazide by having a sulfonamide group, but exhibits a long action duration. CTLD is an inhibitor of carbonic anhydrase and is more potent than hydrochlorothiazide.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5994
MKCR4275
MKCP8673
MKCM9229
MKCJ0803

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Stela Dineva et al.
Journal of human hypertension, 33(11), 766-774 (2019-10-09)
Hypertension is a complex syndrome of multiple hemodynamic, neuroendocrine, and metabolic abnormalities. The goals of treatment in hypertension are to optimally control high blood pressure and to reduce associated cardiovascular morbidity and mortality using the most suitable therapy available. Hydrochlorothiazide
Julio D Duarte et al.
Expert review of cardiovascular therapy, 8(6), 793-802 (2010-06-10)
Thiazide and thiazide-like diuretics are among the most commonly used antihypertensives and have been available for over 50 years. However, the mechanism by which these drugs chronically lower blood pressure is poorly understood. Possible mechanisms include direct endothelial- or vascular
Emanuele Bernardinelli et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 38(5), 1984-1998 (2016-05-11)
Pendrin is a Cl-/I-/HCO3- exchanger playing a fundamental role in controlling blood pressure and airway function, therefore representing an attractive target for the treatment of hypertensive states and respiratory distresses. A review of the literature regarding the ability of some
Optimization of a parallel artificial membrane permeability assay for the fast and simultaneous prediction of human intestinal absorption and plasma protein binding of drug candidates: application to dibenz [b, f] azepine-5-carboxamide derivatives
Fortuna A, et al.
Journal of Pharmaceutical Sciences, 101(2), 530-540 (2012)
Charlotte K Leech et al.
Acta crystallographica. Section B, Structural science, 64(Pt 1), 101-107 (2008-01-22)
The compounds chlorothiazide and hydrochlorothiazide (crystalline form II) have been studied in their fully hydrogenous forms by powder neutron diffraction on the GEM diffractometer. The results of joint Rietveld refinement of the structures against multi-bank neutron and single-bank X-ray powder
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Global Trade Item Number

SKUGTIN
C4911-50G04061833493779

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