TY - JOUR
T1 - Chemical Interactions Between Drugs Containing Reactive Amines with Hydrolyzable Insoluble Biopolymers in Aqueous Solutions
AU - Domb, Abraham J.
AU - Turovsky, Ludmila
AU - Nudelman, Raphael
PY - 1994/6
Y1 - 1994/6
N2 - Chemical reactions between drugs containing reactive amines with hydrolyzable polymers in buffer solutions were investigated. Phenylalkylamines with increasing nucleophilic reactivity were used as model drugs. Solutions of phenylalkylamines were reacted heterogeneously with representative biodegradable polyanhydride and polyester powders in various pH solutions, and the recovery of the amines from the solutions was determined. Poly(sebacic acid), a reactive polyanhydride, reacted by amide formation with the tested amines and their respective HC1 salts when exposed to physiologic pH (pH 7.4). However, at pH 5.0 no interaction occurred. The aromatic polyanhydride, PCPP, and the polyesters based on lactic acid and caprolactone did react with the amine derivatives at pH 7.4, but at a slower rate. The reaction can be avoided with appropriate salt derivatives of the amines.
AB - Chemical reactions between drugs containing reactive amines with hydrolyzable polymers in buffer solutions were investigated. Phenylalkylamines with increasing nucleophilic reactivity were used as model drugs. Solutions of phenylalkylamines were reacted heterogeneously with representative biodegradable polyanhydride and polyester powders in various pH solutions, and the recovery of the amines from the solutions was determined. Poly(sebacic acid), a reactive polyanhydride, reacted by amide formation with the tested amines and their respective HC1 salts when exposed to physiologic pH (pH 7.4). However, at pH 5.0 no interaction occurred. The aromatic polyanhydride, PCPP, and the polyesters based on lactic acid and caprolactone did react with the amine derivatives at pH 7.4, but at a slower rate. The reaction can be avoided with appropriate salt derivatives of the amines.
KW - amidation
KW - drug interactions
KW - poly(lactic acid)
KW - polyanhydrides
UR - http://www.scopus.com/inward/record.url?scp=0028244080&partnerID=8YFLogxK
U2 - 10.1023/A:1018985909777
DO - 10.1023/A:1018985909777
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C2 - 7937527
AN - SCOPUS:0028244080
SN - 0724-8741
VL - 11
SP - 865
EP - 868
JO - Pharmaceutical Research
JF - Pharmaceutical Research
IS - 6
ER -