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Product Name:    Glipizide

Synonyms:    
N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl-2-pyrazinecarboxamide;
Glipizide Solution, 100ppm;
Melizide;
n-(4-(beta-(5-methylpyrazine-2-carboxamido)ethyl)benzenesulphonyl)-n’-cycloh;
tk1320;urea,1-cyclohexyl-3-((p-(2-(5-methylpyrazinecarboxamido)ethyl)phenyl)sulfonyl);
GLYDIAZINAMIDE;GLIPIZIDE

MF:    C21H27N5O4S
MW:    445.54
EINECS:    249-427-6
Product Categories:    Diabetes Research;Sulfur & Selenium Compounds;Potassium channel;Amines;Heterocycles;API;Intermediates & Fine Chemicals;Pharmaceuticals;API's;29094-61-9
Mol File:    29094-61-9.mol
Melting point     208-209°C
density     1.34±0.1 g/cm3(Predicted)
storage temp.     2-8°C
solubility     methanol: 1.9 mg/mL
pka    pKa 5.9 (Uncertain)
form     solid
color     white
Merck     14,4442
BCS Class    2 (CLogP), 4 (LogP)
CAS DataBase Reference    29094-61-9(CAS DataBase Reference)
EPA Substance Registry System    2-Pyrazinecarboxamide, N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- (29094-61-9)

Hazard Codes     Xn,Xi
Risk Statements     21-36/38-46-62-63
Safety Statements     24/25-53-36/37-26-25
WGK Germany     3
RTECS     YS7640000
F     10
HS Code     29350090
Toxicity    LD50 in mice, rats (g/kg): >3, 1.2 i.p. (Ambrogi)

Glipizide, 1-cyclohexyl-3-[[p-[2-(5-methylpyrazincarboxamido)ethyl]phenyl] sulfonyl]urea (26.2.13), differs from glyburide in the structure of the amide region of the molecule, in which the 2-methoxy-5-chlorobenzoic acid part is replaced with 6- methylpyrazincarboxylic acid. It is also synthesized by a synthesis alternative to those described above. In the given scheme, 6-methylpyrazincarboxylic acid is initially reacted with thionyl chloride, resulting in the corresponding chloride, which undergoes further action with 4-(2-aminoethyl)benzenesulfonamide, forming the corresponding amide 26.2.12. The resulting sulfonamide is reacted in a traditional scheme with cyclohexylisocyanate, forming the desired glipizide (26.2.13).