Althiazide

Althiazide Basic information
Product Name:Althiazide
Synonyms:ALTHIAZIDE;6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE;6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide;6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide;3-[(Allylthio)methyl]-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide;P-1779;3-[(allylthio)methyl]-6-chloro-1,1-diketo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide;6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
CAS:5588-16-9
MF:C11H14ClN3O4S3
MW:383.89
EINECS:226-994-8
Product Categories:Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium
Mol File:5588-16-9.mol
Althiazide Structure
Althiazide Chemical Properties
Melting point 206-207°
Boiling point 625.8±65.0 °C(Predicted)
density 1.502±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Practically insoluble in water, soluble in methanol, practically insoluble in dichloromethane.
form neat
pka8.33±0.40(Predicted)
color White to Off-White
EPA Substance Registry System2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-[(2-propen-1-ylthio)methyl]-, 1,1-dioxide (5588-16-9)
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Althiazide Usage And Synthesis
DescriptionAlthiazide, also known as altizide, is an agent belonging to the class of thiazide diuretics with antihypertensive activity. This aldosterone antagonist is often combined with spironolactone.
Chemical PropertiesWhite Solid
OriginatorAlthiazide,Solchem
UsesDiuretic and antihypertensive.
DefinitionChEBI: Althiazide is a benzothiadiazine. It is the thiazide and sulfonamide derivative.
Manufacturing ProcessTo 6.75 g (0.0225 mole) of 4-amino-2-chloro-5-(methylsulfamyl) benzenesulfonamide in 45 ml of dimethylformamide is added 4.86 g (0.03 mole) of dimethyl allylmercaptoacetal followed by 1.5 ml ethyl acetate saturated with hydrogen chloride gas. The solution is refluxed for 1.5 hours, cooled and added dropwise with stirring to ice/water. The resulting precipitate is filtered, dried and recrystallized from isopropanol. The recrystallization gave 4.0 g of 2-methyl-3-allylthiomethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4- benzothiadiazine-1,1-dioxide; M.P. 168.5-170°C.
Therapeutic FunctionDiuretic, Antihypertensive
Benzenesulfonamide, 2-(methylamino)- (9CI) 2-AMINO-N-METHYLBENZENESULFONAMIDE 4-Chloro-N-methylbenzenesulphonamide 4-CHLORO-1,3-BENZENEDITHIOL CLOFENAMIDE o-Chlorobenzenesulfonamide Althiazide Hydrochlorothiazide Methalthiazide 4-Chlorobenzenesulfonamide 4-Amino-6-chlorobenzene-1,3-disulfonamide 2-Aminobenzenesulfonamide

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