Bolla Geetha, Nangia Ashwini
School of Chemistry, University of Hyderabad, Gachibowli, Central University P.O., Hyderabad 500 046, India.
Materials Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India.
IUCrJ. 2019 Jun 21;6(Pt 4):751-760. doi: 10.1107/S2052252519005037. eCollection 2019 Jul 1.
Sulfonamide drugs are well known antibacterial and antimicrobial molecules for pharmaceutical development. Building a library of suitable supramolecular synthons for the sulfonamide functional group and understanding their crystal structures with partner coformer molecules continues to be a challenge in crystal engineering. Although a few sulfonamide cocrystals with amides and -oxides have been reported, the body of work on sulfonamide synthons is limited compared with those that have carb-oxy-lic acids and carboxamides. To address this structural gap, the present work is primarily focused on sulfonamide-lactam and sulfonamide--amide synthons with drugs such as celecoxib, hydro-chloro-thia-zide and furosemide. Furthermore, the electrostatic potential of previously reported cocrystals has been recalculated to show that the negative electrostatic potential on the lactam and -amide O atom is higher compared with the charge on carboxamide and pyridine -oxide O atoms. The potential of sulfonamide molecules to form cocrystals with -amides and lactams are evaluated in terms of the electrostatic potential energy for the designed supramolecular synthons.
磺胺类药物是制药领域中广为人知的抗菌和抗微生物分子。构建适合磺胺官能团的超分子合成子库，并了解它们与共形成分子伙伴的晶体结构，仍然是晶体工程中的一个挑战。尽管已经报道了一些磺胺与酰胺和氧化物的共晶体，但与含有羧酸和羧酰胺的共晶体相比，磺胺合成子的研究工作仍然有限。为了填补这一结构空白，本工作主要聚焦于磺胺 - 内酰胺和磺胺 - 酰胺合成子与塞来昔布、氢氯噻嗪和呋塞米等药物的研究。此外，重新计算了先前报道的共晶体的静电势，结果表明，与羧酰胺和吡啶氧化物的氧原子上的电荷相比，内酰胺和酰胺的氧原子上的负静电势更高。根据设计的超分子合成子的静电势能，评估了磺胺分子与酰胺和内酰胺形成共晶体的潜力。
