Ipragliflozin

Ipragliflozin (ASP1941) is a highly potent and selective SGLT2 inhibitor with IC50 of 2.8 nM; little and NO potency for SGLT1/3/4/5/6.IC50 value: 2.8 nM [1][2]Target: SGLT2in vitro: Ipragliflozin potently and selectively inhibited human, rat, and mouse SGLT2 at nanomolar ranges and exhibited stability against intestinal glucosidases [3].in vivo: Ipragliflozin showed good pharmacokinetic properties following oral dosing, and dose-dependently increased urinary glucose excretion, which last

Ipragliflozin is a glycoside.|Ipragliflozin is under investigation in Type 2 Diabetes and Diabetes Mellitus, Type 2.

Sixth step: At -78 ° C, 62.2 g (81.36 mmol) of the compound of formula 6 was dissolved in dichloromethane.And adding pentamethylbenzene 180.62g (1.22mol) and boron trichloride 410mL (0.41mol), The reaction mixture was stirred at -78 ° C for 4 hours.After the reaction is completed, methanol is added to the reaction system to quench the reaction.Then warm to room temperature, Spin the mixture, The crude product was purified by column chromatography (methanol-chloroform).Obtaining 14.65 g of iriaglip (Compound 7);Purity 99.6percent;Yield 75percent;General procedure: To a cold (-78 °C) solution of 24 (0.73 g, 1.00 mmol) in CHFifth step: Solution of Iglegide intermediate in toluene(concentration is 0.15kg/L, 100L)At a rate of 50 mL/min, it was pumped into the first stainless steel reaction tube with a diameter of 100 mm and a length of 20 meters. The temperature was controlled to 10 degrees, and a potassium carbonate aqueous solution (0.05 kg/L) was used.50 mL/min speed is pumped into the second stainless steel reaction tube, which is 100 mm long and 100 m long. The temperature is controlled to 10 degrees.The liquid flows into the vertical storage tank and is stationary. The organic phase is separated. The organic layer is washed once with 5percent potassium hydrogensulfate solution. After the activated carbon is decolorized, Filtration, the filtrate was concentrated to a large number of solids precipitated, and filtered to obtain 8.47kg of Iglegide product with a yield of 80.1percent.The (1S) -1, 5- dehydration -1-C- [3- (benzo [b] thiophen-2-yl-methyl) -4-fluorophenyl] -D-sorbitol 2, 3, 4 , 6-tetraacetate (0.58g, 1.01mmol) was dissolved in THF: MeOH: H

Molecular Weight:404.5
XLogP3:2.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:404.10937310
Monoisotopic Mass:404.10937310
Topological Polar Surface Area:118
Heavy Atom Count:28
Complexity:525
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes