In Yasuko, Tomoo Koji, Ishida Toshimasa, Sakamoto Yasuhiko
Department of Physical Chemistry, Osaka University of Pharmaceutical Sciences, Osaka, Japan.
Chem Pharm Bull (Tokyo). 2004 Oct;52(10):1186-9. doi: 10.1248/cpb.52.1186.
The (+)-enantiomer of modafinil [(RS)-2-(diphenylmethylsulfinyl)acetamide], a novel wake-promoting agent, was clarified to be S-configuration by X-ray crystal structure analysis. The crystal consists of two crystallographically independent conformers that are different at the torsion angles around the sulfinylacetamide moiety, and this results from the molecular packing requirement to form a two-dimensional hydrogen-bonding network via neighboring amide groups in the crystal. The crystal structure is characterized by the formation of alternative hydrophobic and hydrophilic layers, which are formed among the symmetry-translated assemblies of diphenylmethyl and sulfinylacetamide moieties, respectively. The spatial orientation between the diphenyl and amide groups is believed to be important for the activity of modafinil.
莫达非尼（(RS)-2-(二苯甲基亚磺酰基)乙酰胺）的(+)-对映体是一种新型促醒剂，通过X射线晶体结构分析确定其为S构型。该晶体由两个晶体学独立的构象体组成，它们在亚磺酰乙酰胺部分周围的扭转角不同，这是由于晶体中通过相邻酰胺基团形成二维氢键网络的分子堆积要求所致。晶体结构的特征是形成交替的疏水层和亲水层，分别在二苯甲基和亚磺酰乙酰胺部分的对称平移组装体之间形成。二苯基团和酰胺基团之间的空间取向被认为对莫达非尼的活性很重要。
