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Benzthiazide

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CAS Number
91-33-8
EINECS
202-061-0
Storage
Store at room temperature
Synonyms
Benzothiazide; Aquatag; Fovane; Exna; Dihydrex; Lemazide
Smiles
C1=CC=C(C=C1)CSCC2=NS(=O)(=O)C3=CC(=C(C=C3N2)Cl)S(=O)(=O)N
Appearance
White to off-white crystalline powder
Melting Point
231-239°C
Boiling Point
680.6±65.0°C (Predicted)
Relative Density
1.4176 (Estimate)
General Description
Benzthiazide is a synthetic thiazide diuretic, a benzothiadiazine derivative, with a sulfonamide group. Its chemical structure is 6-chloro-3-[(phenylmethyl)thio]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide. It is a white to off-white crystalline powder that is practically insoluble in water.
Mechanism of Action
Benzthiazide acts by inhibiting the sodium-chloride symporter in the distal convoluted tubule of the kidney, blocking the reabsorption of sodium and chloride ions. This results in osmotic diuresis and increased excretion of sodium, potassium, and water, leading to a reduction in blood pressure and edema.
Application
Benzthiazide is indicated for the treatment of hypertension and edema associated with congestive heart failure, hepatic cirrhosis, and renal dysfunction. It is used as an adjunct to other antihypertensive agents and is effective in reducing blood pressure and fluid retention.

Does Benzthiazide require protection from light and moisture during storage?

Yes, it is sensitive to both light and moisture. Light causes photodegradation and moisture promotes hydrolysis of the benzothiadiazine ring. Store in light-resistant, tightly sealed containers with desiccant.

What is the recommended storage temperature for Benzthiazide?

Store at controlled room temperature (15–25°C). Avoid excessive heat above 30°C, which accelerates degradation.

Is Benzthiazide stable in tablet formulations with standard excipients?

Yes, when formulated with moisture-protective packaging.

How is the impurity benzthiazide sulfonamide (a hydrolysis product) monitored?

This degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.

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