ChemicalBook--->CAS DataBase List--->25046-79-1

25046-79-1

25046-79-1 Structure

25046-79-1 Structure
IdentificationBack Directory
[Name]

glisoxepide
[CAS]

25046-79-1
[Synonyms]

FBB-4231
RP-22410
Pro-Diaban
Glisoxepid
BAY B-4231
glisoxepide
Glisoxepid (10mM in DMSO)
N-[2-[4-(azepan-1-ylcarbamoylsulfamoyl)phenyl]ethyl]-5-methyl-1,2-oxazole-3-carboxamide
3-Isoxazolecarboxamide, N-[2-[4-[[[[(hexahydro-1H-azepin-1-yl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl-
[EINECS(EC#)]

246-579-5
[Molecular Formula]

C20H27N5O5S
[MDL Number]

MFCD00865498
[MOL File]

25046-79-1.mol
[Molecular Weight]

449.52
Chemical PropertiesBack Directory
[Melting point ]

189°
[density ]

1.2348 (rough estimate)
[refractive index ]

1.6460 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
[form ]

Solid
[pka]

5.92±0.10(Predicted)
[color ]

Pale Yellow to Yellow
Hazard InformationBack Directory
[Originator]

Pro-Diaban,Bayer,W. Germany,1974
[Uses]

Labelled Glisoxepid (G410600). Glisoxepid is used as an antidiabetic drug. Glisoxepid is a sulfonylurea derivative used in the treatment of diabetes mellitus type 2.
[Definition]

ChEBI: Glisoxepide is a sulfonamide.
[Manufacturing Process]

There is obtained from 4-[β-[5-methyl-isoxazolyl-(3)-carboxamido]-ethyl]- benzene-sulfonamide (prepared from 5-methyl-isoxazole-(3)-carboxylic acid chloride and 4-(β-aminoethyl)benzene-sulfonamide hydrochloride, MP 213° to 214°C in pyridine) and chloroformic acid methyl ester, in a yield of 69%, the compound N-[[-4-[β-[5-methyl-isoxazolyl-(3)-carboxamido]-ethyl]]-benzenesulfonyl]]-methyl-urethane in the form of colorless crystals of MP 173°C.
From the sulfonyl-urethane described above and N-amino-hexamethyleneimine, there is obtained, in a yield of 70%. the compound 4-[[4-[β-[5-methylisoxazolyl-(3)-carboxamido]-ethyl]-benzene-sulfonyl]]-1,1-hexamethylenesemicarbazide in the form of colorless crystals of MP 189°C.
[Therapeutic Function]

Oral hypoglycemic
Safety DataBack Directory
[Toxicity]

LD50 in mice, rats, cats, dogs (g/kg): >10.0, >10.0, >4.0, >2.0 orally; in mice, rats (mg/kg): 283, 196 i.v. (Tettenborn)
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