title: Novel pharmaceutical cocrystal consisting of paracetamol and trimethylglycine, a new promising cocrystal former.
abstract: Paracetamol (APAP), a frequently used antipyretic drug, has poor compression moldability. In this study, we identified a novel cocrystal consisting of APAP and trimethylglycine (TMG) that exhibits improved tabletability. TMG was used instead of oxalic acid (OXA), which is a coformer reported previously. The cocrystal (APAP-TMG at a molar ratio of 1:1) was characterized by X-ray analysis, infrared spectroscopy, and thermal analysis. The crystal structure of APAP-TMG revealed that it was a cocrystal, since no proton was transferred between the APAP and TMG molecules. The compression and dissolution properties of APAP-TMG were similar to that of the APAP-OXA cocrystal. In addition, taste sensing measurements suggested that TMG has a sweet and umami taste, indicating that TMG should suppress the bitterness of APAP. From these results, TMG could be a safe and promising cocrystal former that could replace OXA, which can irritate tissues.
authors.affiliation: Analysis Research Department, Chemical Research Laboratories, Nissan Chemical Industries, Ltd., 2-10-1 Tsuboi-nishi, Funabashi, Chiba 274- 8507, Japan; Laboratory of Pharmaceutics, School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Maeno
authors.affiliation: Laboratory of Pharmaceutics, School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan. Electronic address: fukami.toshiro@nihon-u.ac.jp.
authors.forename: Toshiro
authors.initials: T
authors.lastname: Fukami
authors.affiliation: Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Kawahata
authors.affiliation: Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Tatsuaki
authors.initials: T
authors.lastname: Tagami
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan.
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Ozeki
authors.affiliation: Laboratory of Pharmaceutics, School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan.
authors.forename: Toyofumi
authors.initials: T
authors.lastname: Suzuki
authors.affiliation: Laboratory of Pharmaceutics, School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan.
authors.forename: Kazuo
authors.initials: K
authors.lastname: Tomono
mesh_terms: D000082:Acetaminophen / Q000737:chemistry*; D058633:Antipyretics / Q000737:chemistry; D003460:Crystallization; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry*; D012995:Solubility; D013607:Tablets; D013649:Taste
chemical_list: D058633:Antipyretics; D013607:Tablets; D000082:Acetaminophen; D005998:Glycine
keywords: Cocrystal; Crystal structure; Paracetamol; Tabletability (moldability); Trimethylglycine (betaine)