ChemicalBook--->CAS DataBase List--->5588-16-9

5588-16-9

5588-16-9 Structure

5588-16-9 Structure
IdentificationBack Directory
[Name]

6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
[CAS]

5588-16-9
[Synonyms]

P-1779
Altizid
CB 8093
CB-8093
Althizide
ALTHIAZIDE
Altizide CRS
Altizide (Y0000606)
3-[(Allylthio)methyl]-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
3-[(allylthio)methyl]-6-chloro-1,1-diketo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
3-((allylthio)methyl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
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-3,4-dihydro-3-[(2-propen-1-ylthio)Methyl]-2H-1,2,4-benzothiadiazine-7-sulfonaMide 1,1-Dioxide
6-chloro-1,1-dioxo-3-(prop-2-enylsulfanylmethyl)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-[(2-propen-1-ylthio)methyl]-, 1,1-dioxide
(3RS)-6-Chloro-3-[(prop-2-enylsulfanyl)methyl]-3,4-dihydro-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
[EINECS(EC#)]

226-994-8
[Molecular Formula]

C11H14ClN3O4S3
[MDL Number]

MFCD00063558
[MOL File]

5588-16-9.mol
[Molecular Weight]

383.89
Chemical PropertiesBack Directory
[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
[pka]

8.33±0.40(Predicted)
[color ]

White to Off-White
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/C11H14ClN3O4S3/c1-2-3-20-6-11-14-8-4-7(12)9(21(13,16)17)5-10(8)22(18,19)15-11/h2,4-5,11,14-15H,1,3,6H2,(H2,13,16,17)
[InChIKey]

VGLGVJVUHYTIIU-UHFFFAOYSA-N
[SMILES]

NS(=O)(=O)c1cc2c(NC(CSCC=C)NS2(=O)=O)cc1Cl
[EPA Substance Registry System]

2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-[(2-propen-1-ylthio)methyl]-, 1,1-dioxide (5588-16-9)
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Althiazide, 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 Properties]

White Solid
[Originator]

Althiazide,Solchem
[Uses]

Diuretic and antihypertensive.
[Definition]

ChEBI: 6-chloro-1,1-dioxo-3-[(prop-2-enylthio)methyl]-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide is a benzothiadiazine.
[Manufacturing Process]

To 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 Function]

Diuretic, Antihypertensive
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