Water → Nicardipine

Reaction equation

[CH3:1][C:2]1[NH:7][C:6]([CH3:8])=[C:5]([C:9]([O:11][CH2:12][CH2:13][N:14]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH3:15])=[O:10])[CH:4]([C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([N+:29]([O-:31])=[O:30])[CH:28]=2)[C:3]=1[C:32]([O:34][CH3:35])=[O:33].Cl.O.[OH-].[Na+]>C(OC(=O)C)C>[CH3:1][C:2]1[NH:7][C:6]([CH3:8])=[C:5]([C:9]([O:11][CH2:12][CH2:13][N:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:15])=[O:10])[CH:4]([C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([N+:29]([O-:31])=[O:30])[CH:28]=2)[C:3]=1[C:32]([O:34][CH3:35])=[O:33]

Participants

Procedure

Nicardipine (free base) was prepared by mixing nicardipine-HCl (Sigma-Aldrich, St. Louis, USA) with water and ethylacetate, then adding 2M NaOH, separating the ethylacetate phase and evaporating the ethylacetate, yielding amorphous nicardipine base as a yellow oily-tough substance. Crystalline nicardipine base was prepared by mixing amorphous nicardipine base and isopropanole/diisopropyl ether, adding seed crystals and cooling on an ice bath over night to allow crystallization. The formed crystals were separated by filtration, washed and dried.