Pioglitazone Hydrochloride → Pioglitazone

HRID 2195571Notes

Reaction equation

HRID 2195571 reaction equation
[CH3:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:18][CH:19]3[S:25][C:23](=[O:24])[NH:22][C:20]3=[O:21])=[CH:16][CH:17]=2)=[N:7][CH:8]=1.Cl>C(O)(=O)C(C)O.C(O)(=O)CO.CC(C)=O.CO>[CH3:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:18][CH:19]3[S:25][C:23](=[O:24])[NH:22][C:20]3=[O:21])=[CH:16][CH:17]=2)=[N:7][CH:8]=1

Participants

5

Reactant 1

HCID 60560Pioglitazone Hydrochloride

Product 1

HCID 4829Pioglitazone

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 887MethanolSolventHCID 36797Hydroxyacetic acid--2-hydroxypropanoic acid (1/1)Solvent

Procedure

An aqueous solution of 0.5 wt % polyvinyl alcohol (Gosenol EG-05 (registered trademark), manufactured by The Nippon Synthetic Chemical Industry Co., Ltd.) was prepared and used as a poor solvent. In addition, lactic acid-glycolic acid copolymer (PLGA7520, lactic acid/glycolic acid=75/25, weight average molecular weight 20,000, Wako Pure Chemical Industries, Ltd.) (1 g) was dissolved in acetone (40 mL) and mixed with pioglitazone hydrochloride (40 mg) in methanol (20 mL), and the mixture was used as a polymer solution. The solution was added dropwise at 4 mL/min to the earlier-obtained poor solvent at 40° C. with stirring at 400 rpm to give a pioglitazone-containing PLGA nanoparticle suspension. Acetone and methanol were evaporated under reduced pressure for 1.5 hr, and the residue was freeze-dried to give a pioglitazone-containing PLGA nanoparticle powder.

Workup

  1. custom) was prepared
  2. additionThe solution was added dropwise at 4 mL/min to the earlier-obtained poor solvent at 40° C.

Sources & evidence

ORD record
ord-e2aa05dda6034318a473f6182cf9c106
Source dataset
uspto-grants-2012_12
Patent number
US08337896B2

Reaction notes

Loading…