Bojarska, Joanna; Fruzinski, Andrzej; Sieron, Leslaw; Maniukiewicz, Waldemar published the artcile< The first insight into the supramolecular structures of popular drug repaglinide: Focus on intermolecular interactions in antidiabetic agents>, SDS of cas: 94-20-2, the main research area is antidiabetic drug repaglinide crystal structure.
This work is the first, according to our knowledge, complete structural report on the solid-state supramol. architecture of antidiabetic drug repaglinide. Here, we present a series of four crystal structures, namely: an un-solvated form of repaglinide (1), repaglinide hydrochloride (2), repaglinide monohydrate (3) and repaglinide methanol solvate (4), successfully determined and fully characterized by the single-crystal X-ray diffraction method (SC-XRD) at 100 K. The (1) and (2) crystallize in the orthorhombic P212121 space group with Z = 1, while solvates exist in triclinic P-1 with Z = 2. The hierarchy and interplay of various intra- and intermol. interactions in the creation of a 3-D supramol. assembly using different finite groups (D), rings (R) and infinite chains (C) graph-set motifs are discussed in detail. A particular focus is put on unique halogen-bonded supramol. synthons. Interestingly, in (2) structure, an intramol. cyclic ring S(8) synthon was found as a consequence of the NH+ group. Solvent and water mols. play a significant role in the formation of supramol. architectures in the context of large synthons, the so-called long-range synthon Aufbau modules (LSAM) at the higher level of the crystal organization. A qual. and quant. comparative investigation of intercontacts nature between the adjacent mols. in the crystal, govering the supramol. assemblies, with respect to other members of the glinides family – nateglinide and also related antidiabetic benzoic acid derivatives, retrieved from the Cambridge Structural Database (version 5.39, update Feb. 2018 release) was supported by 3-D Hirshfeld surface maps and the associated 2-D fingerprint plots anal. visualizing all intercontacts at once and contributing them to the total surface for each compound It revealed numerous interactions mainly H···H, O···H, C···H (C-H…π), but also Cl···H(O, C) C···C (π…π), N···H(O), C···O (π…lone pair), O···O (lone pair…lone pair) cooperatively participating in stabilization of the supramol. structures of this class of APIs.
Journal of Molecular Structure published new progress about Antidiabetic agents. 94-20-2 belongs to class amides-buliding-blocks, and the molecular formula is C10H13ClN2O3S, SDS of cas: 94-20-2.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics