| Identification | Back Directory | [Name]
flumethiazide | [CAS]
148-56-1 | [Synonyms]
Ademol
Routrax
Fludemil
NSC44626
NSC-44626
NSC 44626
flumethiazide
Trifluoromethylthiazide
6-Trifluoromethyl-7-sulfamoyl-4H-1,2,4-benzothiazine 1,1-dioxide
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-(trifluoromethyl)-, 1,1-dioxide | [EINECS(EC#)]
205-717-4 | [Molecular Formula]
C8H6F3N3O4S2 | [MDL Number]
MFCD01663210 | [MOL File]
148-56-1.mol | [Molecular Weight]
329.278 |
| Chemical Properties | Back Directory | [Melting point ]
306.6°C | [Boiling point ]
560.0±60.0 °C(Predicted) | [density ]
1.6578 (estimate) | [pka]
pKa 6.3(H2O) (Uncertain) | [Water Solubility ]
1.05g/L(room temperature) |
| Hazard Information | Back Directory | [Originator]
Ademol,Squibb,US,1959 | [Definition]
ChEBI: Flumethiazide is a benzothiadiazine. | [Manufacturing Process]
Chilled 3-trifluoromethylaniline (32.2 g) is added dropwise over a 45-minute
period to 150 ml of chlorosulfonic acid with stirring and cooling. The ice bath
is removed and 140 g of sodium chloride is added over 3 hours. The mixture
is heated on a water bath for 30 minutes, then gradually up to 160°C over 6
hours. The cooled reaction mixture is diluted with 500 ml of an ice water
slurry and taken into ether. The ether is dried and evaporated to leave 5-
trifluoromethylamine-2,4-disulfonyl chloride.
The crude residue is heated on the steam bath for 1 hour with 75 ml of
concentrated ammonium hydroxide. Cooling and filtration gives 2,4-
disulfamyl-5-trifluoromethylaniline, MP 241°C to 243°C.
This intermediate is treated with an excess of 98% formic acid at steam bath
temperature for 3 hours. Evaporation and dilution with water gives 7-sulfamyl-
6-trifluoromethyl-1,2,4-benzothiadiazine-1,1-dioxide, MP 304°C to 308°C. | [Therapeutic Function]
Carbonic anhydrase inhibitor |
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