5588-16-9

Basic information

• Product Name: 6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
• Synonyms: ALTHIAZIDE;6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE;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;6-Chloro-3,4-dihydro-3-[(2-propen-1-ylthio)Methyl]-2H-1,2,4-benzothiadiazine-7-sulfonaMide 1,1-Dioxide;Althizide
• CAS NO: 5588-16-9
• Molecular Formula: C₁₁H₁₄ClN₃O₄S₃
• Molecular Weight: 383.89
• EINECS: 226-994-8
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium
• Mol File: 5588-16-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 206-207°
• Boiling Point: 625.8 °C at 760 mmHg
• Flash Point: 332.3 °C
• Appearance: /
• Density: 1.502 g/cm³
• Vapor Pressure: 1.4E-15mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• Solubility: Practically insoluble in water, soluble in methanol, practically insoluble in dichloromethane.
• PKA: 8.33±0.40(Predicted)
• CAS DataBase Reference: 6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE(5588-16-9)
• EPA Substance Registry System: 6-CHLORO-3,4-DIHYDRO-3-[(2-PROPENYLTHIO)METHYL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE(5588-16-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5588-16-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Originator

Althiazide,Solchem

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

InChI:InChI=1/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)