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Merck
CN

H149

Hydrochlorothiazide

Synonym(s):

6-Chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide, 6-Chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide

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About This Item

Empirical Formula (Hill Notation):
C7H8ClN3O4S2
CAS Number:
58-93-5
Molecular Weight:
297.74
EC Number:
200-403-3
UNSPSC Code:
41116107
MDL number:
MFCD00051765

Key Documents

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InChI key

JZUFKLXOESDKRF-UHFFFAOYSA-N

InChI

1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)

SMILES string

NS(=O)(=O)c1cc2c(NCNS2(=O)=O)cc1Cl

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General description

Hydrochlorothiazide is a type of thiazide diuretics used as a hypertensive agent.

Application

Hydrochlorothiazide may be used as a reference standard in the determination of hydrochlorothiazide in pharmaceutical formulations using first-derivative ultraviolet spectrophotometry and high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Carbonic anhydrase inhibitor

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Simultaneous determination of valsartan and hydrochlorothiazide in tablets by first-derivative ultraviolet spectrophotometry and LC.
Satana E, et al.
Journal of Pharmaceutical and Biomedical Analysis, 25(5-6), 1009-1013 (2001)
Ahmed H Ahmed et al.
Journal of medicinal chemistry, 53(5), 2197-2203 (2010-02-19)
Glutamate receptors are the most prevalent excitatory neurotransmitter receptors in the vertebrate central nervous system and are important potential drug targets for cognitive enhancement and the treatment of schizophrenia. Allosteric modulators of AMPA receptors promote dimerization by binding to a
Barry L Carter et al.
Hypertension (Dallas, Tex. : 1979), 43(1), 4-9 (2003-11-26)
Thiazide diuretics are one of the preferred pharmacologic treatments for hypertension. Hydrochlorothiazide and chlorthalidone have been the 2 most commonly used diuretics in major clinical trials. Treatment guidelines and compendia often consider these 2 drugs interchangeable agents within the class
Loretta Aureli et al.
Journal of medicinal chemistry, 48(7), 2469-2479 (2005-04-02)
A novel class of 2-(R)-phenylpropionamides has been recently reported to inhibit in vitro and in vivo interleukin-8 (CXCL8)-induced biological activities. These CXCL8 inhibitors are derivatives of phenylpropionic nonsteroidal antiinflammatory drugs (NSAIDs), high-affinity ligands for site II of human serum albumin
Pil H Lee et al.
Bioorganic & medicinal chemistry letters, 20(1), 69-73 (2009-12-08)
A multiple linear regression QSAR model was developed based on a set of 61 compounds with internally consistent permeability data measured across Franz cell. The data was normalized using a mean permeability value of a reference compound, 3-isobutyl-1-methylxanthine (IBMX). The
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