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C4911

Sigma-Aldrich

Chlorothiazide

thiazide diuretic

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Synonym(s):
6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Empirical Formula (Hill Notation):
C7H6ClN3O4S2
CAS Number:
58-94-6
Molecular Weight:
295.72
EC Number:
200-404-9
MDL number:
MFCD00058576
UNSPSC Code:
12352202
PubChem Substance ID:
24278150
NACRES:
NA.77

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. The effect is sparing of calcium and lithium, but increases the excretion of sodium.

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

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

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

监管及禁止进口产品

Certificates of Analysis (COA)

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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
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)
Krzysztof J Paluch et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 42(3), 220-229 (2010-12-01)
Chlorothiazide (CTZ) is a poorly soluble diuretic agent. The aim of the present work was to produce and characterise a potassium salt form of chlorothiazide which has the potential advantages of improved aqueous solubility and potassium supplementation. A number of
Krzysztof J Paluch et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 41(5), 603-611 (2010-09-08)
Chlorothiazide (CTZ), unlike other thiazide diuretics, can form salts. An injectable formulation containing the sodium salt is available; however neither the physicochemical characteristics of the salt nor its solid state form have been previously reported. This work reports on the
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