ChemicalBook--->CAS DataBase List--->7195-27-9

7195-27-9

7195-27-9 Structure

7195-27-9 Structure
IdentificationBack Directory
[Name]

mefruside
[CAS]

7195-27-9
[Synonyms]

B 1500
BAY 1500
Baycaron
FBA 1500
FDA 1902
Mefrusid
mefruside
mefruside USP/EP/BP
N-(4-Chloro-3-sulfamoylbenzenesulfonyl)-N-methyl-2-furfurylamine
4-Chloro-N1-methyl-N1-(tetrahydro-2-methylfurfuryl)-m-benzenedisulfonamide
4-Chloro-N-methyl-N-(tetrahydro-2-methylfuran-2-yl)-1,3-benzenedisulfonamide
4-chloro-N1-methyl-N1-[(2-methyloxolan-2-yl)methyl]benzene-1,3-disulfonamide
4-chloro-1-N-methyl-1-N-[(2-methyloxolan-2-yl)methyl]benzene-1,3-disulfonamide
4-chloro-N-methyl-N-[(2-methyltetrahydrofuran-2-yl)methyl]benzene-1,3-disulfonamide
m-Benzenedisulfonamide, 4-chloro-N1-methyl-N1-(tetrahydro-2-methylfurfuryl)- (7CI, 8CI)
N-(4'-Chloro-3'-sulfamoylbenzenesulfonyl)-N-methyl-2-aminomethyl-2-methyltetrahydrofuran
1,3-Benzenedisulfonamide, 4-chloro-N1-methyl-N1-[(tetrahydro-2-methyl-2-furanyl)methyl]- (9CI)
[EINECS(EC#)]

230-562-4
[Molecular Formula]

C13H19ClN2O5S2
[MDL Number]

MFCD00867319
[MOL File]

7195-27-9.mol
[Molecular Weight]

382.88
Chemical PropertiesBack Directory
[Melting point ]

149.5°C
[density ]

1.3150 (rough estimate)
[refractive index ]

1.6100 (estimate)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Pale Beige
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Originator]

Baycaron,Bayer,W. Germany,1967
[Uses]

Mefruside is a diuretic used for the treatment of edema and hypertension.
[Definition]

ChEBI: Mefruside is an organic molecular entity.
[Manufacturing Process]

By hydrogenation of α-methyl-α-cyanotetrahydrofuran with Raney nickel as catalyst, α-methyl-α-tetrahydrofurfuryl amine is obtained (BP 48°C/12 mm Hg) which is alkylated by dimethyl sulfate to give α-methyl-αtetrahydrofurfurylmethylamine (BP 70°C/40 mm Hg). The amine is then reacted with 4-chloro-3-sulfamyl benzene sulfochloride in the presence of an acid acceptor. The mixture is stirred overnight, the solvent (acetone or pyridine) is driven off under vacuum and the residue is recrystallized from alcohol.
[Therapeutic Function]

Diuretic
Safety DataBack Directory
[Toxicity]

LD50 oral in rabbit: > 3gm/kg
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