Identification | Back Directory | [Name]
BENZTHIAZIDE | [CAS]
91-33-8 | [Synonyms]
Exna exva p1393 Urese Exsalt P 1393 fouane Fovane Edemex Diucen diucene Aquatag Exosalt Proaqua regulon HyDrine hy-drine Lemazide Dihydrex Freeuril pfizer1393 Pfizer 1393 -1,-dioxide CHEMBANK1114 BENZTHIAZIDE Benzothiazide BENZTHIAZIDE USP/EP/BP 4or6-chloro-2-phenylphenol 3-benzylthiomethyl-6-chloro-7-sulfamoyl-1,2,4-benzothiadiazine1,1-dioxide 4-benzothiadiazine-7-sulfonamide,3-((benzylthio)methyl)-6-chloro-,1,1-2h-2 3-Benzylthiomethyl-6-chloro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide ((benzylthio)methyl)-3chloro-6dioxyde-1,1sulfonamide-7benzothiadiazine-1,2, 3-benzylthiomethyl-6-chloro-2h-1,2,4-benzothiadiazine-7-sulfonamide1,1-dioxi 6-chloro-7-sulfamoyl-3-benzylthiomethyl-2h-1,2,4-benzothiadiazine1,1-dioxide 2h-1,2,4-benzothiadiazine-7-sulfonamide,3-((benzylthio)menthyl)-6-chloro-,1,1 2h-1,2,4-benzothiadiazine-7-sulfonamide,6-chloro-3-(((phenylmethyl)thio)methyl 3-((benzylthio)methyl)-6-chloro-2h-1,2,4-benzothiadiazine-7-sulfonamide1,1-dio 3-[(benzylthio)methyl]-6-chloro-2h-1,2,4-benzothiadiazine-7-sulfonamide1,1-dio 3-[(benzylthio)methyl]-6-chloro-7-sulfamoyl-2h-benzo-1,2,4-thiadiazine1,1-diox 6-chloro-3-[[(phenylmethyl)thio]methyl]-2h-1,2,4-benzothiadiazine-7-sulfonamid 6-chloro-3-(((phenylmethyl)thio)methyl)-2h-1,2,4-benzothiadiazine-7-sulfonamide 3-Benzylthiomethyl-6-chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 3-((Benzylthio)methyl)-6-chloro-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-((benzylthio)methyl)-6-chloro-, 1,1-dioxide 3-[(benzylthio)methyl]-6-chloro-1,1-diketo-4H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 3-[(Benzylsulfanyl)methyl]-6-chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(((phenylmethyl)thio)methyl)-, dioxide 6-Chloro-3-[[(phenylMethyl)thio]Methyl]-2H-1,2,4-benzothiadiazine-7-sulfonaMide 1,1-Dioxide 6-chloro-1,1-dioxo-3-(phenylmethylsulfanylmethyl)-4H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-[[(phenylmethyl)thio]methyl]-, 1,1-dioxide | [EINECS(EC#)]
202-061-0 | [Molecular Formula]
C15H14ClN3O4S3 | [MDL Number]
MFCD00078969 | [MOL File]
91-33-8.mol | [Molecular Weight]
431.94 |
Hazard Information | Back Directory | [Originator]
Exna,Robins,US,1960 | [Uses]
Benzthiazide is a diuretic, antihypertensive agent. | [Definition]
ChEBI: 7-Sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide in which the hydrogen at position 6 is substituted by chlorine and that at position 3 is substituted by a benzylsulfanylmethyl group. A diuretic, it is used to treat hypertension and edema. | [Manufacturing Process]
The preparation of the dihydro analog is as follows:
(A) Preparation of 3-Chloromethyl-6-Chloro-7-Sulfamyl-3,4-DihydroBenzothiadizine-1,1-Dioxide - To 8 ml of 40-50% chloroacetaldehyde aqueous
solution and 7 ml of dimethylformamide are added 10 grams of 2,4-
disulfamyl-5-chloroaniline. The mixture is heated on a steam bath for 2 hours
after which it is concentrated at reduced pressure. The residue is triturated
with water. The solid material is recrystallized from methanol-ether after
treatment with activated carbon to give 7.2 grams of product, MP 229°-
230°C.
(B) Preparation of Benzylthiomethyl-6-Chloro-7-Sulfamyl-3,4-
Dihydrobenzothiadiazine-1,1-Dioxide - A mixture of 3-(chloromethyl)-6-chloro-
7-sulfamyl-3,4-dihydrobenzothiadiazine-1,1-dioxide (0.02 mol) and
benzylmercaptan (0.024 mol) in 20 ml of 10% sodium hydroxide and 20 ml of
dimethylformamide is stirred at room temperature for 6 hours. After heating
for 10 minutes on a steam bath, the mixture is cooled and acidified with 6 N
HCl. The product, after recrystallization from acetone, melts at 210°-211°C. | [Brand name]
Aquatag
(Solvay Pharmaceuticals); Fovane (Pfizer). | [Therapeutic Function]
Diuretic, Antihypertensive | [Safety Profile]
Poison by intravenous route. Adiuretic and antihypertensive agent. When heated todecomposition it emits very toxic fumes of SOx, NOx, andCl-. |
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