Amphiphilic hydroxyalkyl cellulose derivatives for amorphous solid dispersion prepared by olefin cross-metathesis

Abstract

Olefin CM followed by transfer hydrogenation is an efficient method for synthesizing amphiphilic hydroxypropyl cellulose derivatives.

Amorphous solid dispersions of enzalutamide and novel polysaccharide derivatives: investigation of relationships between polymer structure and performance

“…CA Sub was an extremely effective crystallization inhibitor, whereby crystallization was delayed for > 16 h, but has a low to moderate aqueous solubility of 3 mg/mL 10 . In contrast, CPHPC-106 delayed crystallization for only ~ 1 h, but has much higher aqueous solubility (43.5 mg/mL) 25 . Therefore, these polymers have contrasting properties in terms of crystallization inhibition and solubility.…”

“…This result highlights that there is indeed an interplay between effectiveness as a crystallization inhibitor and other key polymer properties, most notably polymer solubility in this instance. CPHPC-106 has a high aqueous solubility 25 but delayed crystallization for only 1 h. Conversely, CA Sub inhibited crystallization for 16 h but has lower aqueous solubility 10 . CPHPC-106 contains oligo(hydroxypropyl) substituents, themselves somewhat hydrophilic, some of which are capped with a C5 side chain containing a terminal COOH group.…”

“…The following excipients were from commercial sources: HPMCAS-MF (Shin-Etsu Co. Ltd, Tokyo, Japan), company), PVPVA (BASF, Ludwigshaven, Germany), HPC (Ashland Inc., Covington, Kentucky), PVP K29/32 (BASF, Ludwigshaven, Germany), and Labrasol ALF (Gattefosse, Lyon, France). The novel cellulose derivatives were synthesized as described previously (abbreviations defined and compositions given in Table 1 ): CPHPC-106 25 , CPHPC-282 25 , CPHPC-069 25 , CPTod-202 11 , CAAd PEG 11 , CAAd HOEt 11 , CAAdP 0.85 36 , CAAd 0.67 36 , CA Sub 36 , CAAd 3CES HE 11 , CAUn 3CES TAE 11 , MC-Ad 24 , MCCP-A 24 , MCCP-B 24 , ECCP-A 24 , ECCP-B 24 , ECCP-C 24 , and ECCP-D 24 . Enzalutamide was obtained from ChemShuttle (Hayward, California).…”

“…While the Taylor and Edgar groups have described design and in vitro testing of a number of new polysaccharide derivatives for ASDs of poorly soluble drugs 9 , 11 , 15 , 24 , 25 , no in vivo studies have been performed on formulations containing these polymers. The goal of this study was to evaluate in vivo absorption performance of two of these new polymers, selected from a larger group which were first evaluated in terms of their ability to inhibit crystallization during in vitro studies.…”

Usage of Cellulose Acetate Butyrate Based Oligomeric Structures on Cotton Fabric Coatings

“…The existence of carbamate ester groups (-NH-COO) in the structure can be seen with the proton peak at 5.01 ppm. The proton peaks of the cellulose structure can be all observed at 3.32-4.18 ppm region (25,(27)(28)(29).…”