Furosemide, abbreviated as FS, is a loop diuretic drug with low solubility and permeability. Herein, three adducts derived from FS and hexamethylenetetramine (HTEM), amantadine (AMD) and isonicotinic acid hydrazide (INZ), including two salts (FS–HTEM and FS–AMD) and one cocrystal (FS–INZ), have been readily obtained. Single-crystal X-ray diffraction of three adducts revealed similar layered structures but involving different hydrogen bonding networks. The solubility of two salts is higher than the cocrystal, and FS–HTEM has the highest solubility among three adducts. The solubility of FS adducts is influenced by anion–cation interactions, coformer, and hydrogen bonds. The formation of carboxylic acid dimer and sulfonic acid dimer in FS disfavors the solvation of the FS adducts.

中文翻译：

---

六亚甲基四胺，金刚烷胺和异烟肼的呋塞米加合物：一个结构实例证明羧酸二聚体和磺酸二聚体对溶解度的影响

速尿，缩写为FS，是一种低溶解性和低渗透性的loop利尿药。在此，已轻松获得了FS和六亚甲基四胺（HTEM），金刚烷胺（AMD）和异烟酸酰肼（INZ）衍生的三种加合物，包括两种盐（FS – HTEM和FS – AMD）和一种共结晶（FS – INZ）。 。三种加合物的单晶X射线衍射显示相似的层状结构，但涉及不同的氢键网络。两种盐的溶解度高于共结晶，并且FS –在三种加合物中，HTEM的溶解度最高。FS加合物的溶解度受阴离子-阳离子相互作用，共形成物和氢键的影响。FS中羧酸二聚体和磺酸二聚体的形成不利于FS加合物的溶剂化。