Identification | Back 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 Properties | Back 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 Information | Back 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 Data | Back 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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