A supramolecular synthon approach to design amorphous solid dispersions with exceptional physical stability

Abstract

A supramolecular synthon approach was exploited to design amorphous solid dispersions (ASDs) of drugs containing an amino aromatic nitrogen moiety and a polyacrylic acid polymer.

Enhanced photoinduced mass migration in supramolecular azopolymers by H-bond driven positional constraint

“…S9, ESI † ), absorption at 1706 cm −1 is attributed to the carbonyl stretching of carboxylic acid dimer in the polymer matrix. 31 This signal is shifted to 1725 cm −1 in the grafted azomaterials ( Fig. 4 and Fig.…”

“…The double hydrogen bond occurring between a carboxylic acid group and a 2-aminopyridine type moiety is recognized as a robust supramolecular heterosynthon in crystal engineering and proved as a useful tool to produce stable amorphous solid dispersions. 30,31 In this work, we designed new supramolecular azopolymers by grafting 2-aminopyrimidine functionalized azochromophores onto polyacrylic acid (PAA) and investigated the efficiency of SRG formation. 32 A comparative study of SRG inscription performances with a single H bonded system revealed a very strong influence of the supramolecular synthon on the efficiency of mass migration.…”

Amorphous Drug–Polymer Salt with High Stability under Tropical Conditions and Fast Dissolution: The Case of Clofazimine and Poly(acrylic acid)

“…The high drug loading achieved exceeds the levels reported previously. 20 − 22 Despite elevated stability, the amorphous salt shows fast dissolution in biorelevant media. Furthermore, the amorphous CFZ–PAA salt shows improved tabletability and powder flow relative to crystalline CFZ.…”

“…The basic polymer Eudragit E PO has been used to stabilize acidic drugs naproxen 20 and indomethacin; 21 the acidic polymer poly(acrylic acid) (PAA, Carbomer) has been used to stabilize 2-aminopyridine-containing basic drugs. 22 The recent work on polymer nanocoating takes advantage of the local formation of drug–polymer salts. For example, the basic polymer chitosan is deposited on the surface of the acidic drug indomethacin, 8 and the acidic polymer alginic acid is deposited on the surface of the basic drug clofazimine.…”

Solvates of acotiamide hydrochloride: characterization and phase transformation

“…The solid-phase forms of active pharmaceutical ingredients (APIs), including polymorphous materials (Ito et al, 2018), amorphous materials (Duggirala et al, 2019), hydrates (Gaztañ aga et al, 2018), solvates (Minkov et al, 2014), salts (Zhang et al, 2016) and co-crystals (Dai et al, 2018), are related to their physicochemical properties, such as stability (Sugimoto et al, 2013) and solubility (Jensen et al, 2017), and the form further influences its bioavailability and clinical efficacy (Song et al, 2019). Thus, determining the solid form of an API receives great attention.…”