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. 2021 Mar 15;13(3):389. doi: 10.3390/pharmaceutics13030389

Table 5.

CAMS reported between a basic drug and a basic amino acid as a co-former, as well as no formation of CAMS reported between an acidic drug and a basic amino acid as a co-former. LAG: Liquid-assisted grinding. * CAMS between glimepiride and arginine was formed using the supercritical antisolvent technique with supercritical carbon dioxide.

Drug Amino Acid Co-
Amorphous
(Y/N)
Preparation Method Molar Ratio Reference
Ibrutinib Arginine N LAG 1:1 [36]
Cimetidine Arginine Y Ball milling 1:1 [117]
Glimepiride Arginine N Ball milling, Melt-quench, Solvent evaporation 1:1 [87] *
Mebendazole Arginine Y, but two-phase system Ball milling 1:1 [117]
Ibrutinib Histidine N LAG 1:2 [36]
Indomethacin Histidine N Ball milling 1:1 [103]
Glibenclamide Lysine N Cryo-milling 1:1 [28]
Indomethacin Lysine N Ball milling 1:1 [103]