Conditions | Yield |
---|---|
With iron(III)-acetylacetonate In methanol at 20 - 30℃; for 6h; | 85% |
N-(4-[2-amino-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea
5-methylpyrazine-2-carboxylic acid methyl ester
glipizide
Conditions | Yield |
---|---|
With water; sodium methylate In methanol at 85℃; Concentration; Temperature; Solvent; | 84% |
4-(2-aminoethyl)benzenesulfonamide
glipizide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 4 h / 20 °C 2: potassium carbonate / acetone / 3 h / 50 - 55 °C 3: hydrogenchloride / methanol / 3 h / 50 - 55 °C 4: sodium methylate; water / methanol / 85 °C View Scheme |
tert-butyl (4-sulfamoyl phenethyl)carbamate
glipizide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 3 h / 50 - 55 °C 2: hydrogenchloride / methanol / 3 h / 50 - 55 °C 3: sodium methylate; water / methanol / 85 °C View Scheme |
glipizide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride / methanol / 3 h / 50 - 55 °C 2: sodium methylate; water / methanol / 85 °C View Scheme |
glipizide
N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide
Conditions | Yield |
---|---|
With 3-azapentane-1,5-diamine at 120℃; for 6h; Sealed tube; | 89% |
With dmap; phthalic anhydride In pyridine for 5h; Reflux; Inert atmosphere; | 63% |
With pyridine; dmap; phthalic anhydride for 5h; Inert atmosphere; Reflux; | 63% |
acetic anhydride
glipizide
Conditions | Yield |
---|---|
With pyridine for 0.25h; | 73% |
diethylenetriaminepentaacetic dianhydride
glipizide
DTPA-glipizide
Conditions | Yield |
---|---|
Stage #1: glipizide With sodium amide In dimethyl sulfoxide at 20℃; for 0.166667h; Stage #2: diethylenetriaminepentaacetic dianhydride With sodium amide In dimethyl sulfoxide at 20℃; for 4.16667h; | 61.7% |
glipizide
B
N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride Heating; | A 60% B 17% |
Conditions | Yield |
---|---|
Reflux; | 54.16% |
Conditions | Yield |
---|---|
Reflux; | 52.14% |
dicyclohexyl-carbodiimide
glipizide
Conditions | Yield |
---|---|
With pyridine Heating; | 52% |
succinic acid anhydride
glipizide
Conditions | Yield |
---|---|
With pyridine; dmap | 35% |
diisopropyl-carbodiimide
glipizide
Conditions | Yield |
---|---|
With pyridine Heating; | 21% |
Conditions | Yield |
---|---|
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at 30℃; Inert atmosphere; Irradiation; | A 21% B 21% |
Conditions | Yield |
---|---|
In methanol; water for 0.75h; Kneading; |
Conditions | Yield |
---|---|
In methanol; water for 0.75h; Kneading; |
Conditions | Yield |
---|---|
In methanol; water for 0.75h; Kneading; |
Conditions | Yield |
---|---|
In methanol; water for 0.75h; Kneading; |
Conditions | Yield |
---|---|
In methanol for 0.333333h; |
glipizide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dmap; phthalic anhydride / pyridine / 5 h / Reflux; Inert atmosphere 2.1: sodium hydride / tetrahydrofuran; mineral oil 2.2: 15 h / 20 °C / Inert atmosphere View Scheme |
Molecular Structure of Glipizide (CAS NO.29094-61-9):
IUPAC Name:N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-5-methylpyrazine-2-carboxamide
Molecular Formula: C21H27N5O4S
Molecular Weight: 445.535180 g/mol
Appearance: white solid
Melting Point: 208-209°C
H bond acceptors: 9
H bond donors: 3
Freely Rotating Bonds: 6
Polar Surface Area: 112.16Å2
Index of Refraction: 1.615
Molar Refractivity: 115.92 cm3
Molar Volume: 331.8 cm3
Surface Tension: 66.8 dyne/cm
Density: 1.34 g/cm3
Solubility: methanol 1.9 mg/mL
Categories: Intermediates & Fine Chemicals; Pharmaceuticals; API's; Potassium channel
Safety Information of Glipizide (CAS NO.29094-61-9):
Hazard Codes: Xn,Xi
Risk Statements: 21-36/38-46-62-63
21:Harmful in contact with skin
36/38:Irritating to eyes and skin
46:May cause heritable genetic damage
62:Possible risk of impaired fertility
63:Possible risk of harm to the unborn child
Safety Statements: 24/25-53-36/37-26-25
24/25:Avoid contact with skin and eyes
53:Avoid exposure - obtain special instruction before use
36/37:Wear suitable protective clothing and gloves
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
25:Avoid contact with eyes
WGK Germany: 3
RTECS: YS7640000
F: 10
Glipizide , with CAS number of 29094-61-9, can be called 2-pyrazinecarboxamide, N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- ; N-(2-{4-[(Cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methyl-2-pyrazinecarboxamide ; Pyrazinecarboxamide, N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-5-methyl- . Glipizide (CAS NO.29094-61-9) is an oral medium-to-long acting anti-diabetic drug.
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