Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group

Abstract

Two spirohydantoin derivatives, 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-bromobenzoyl)-1,3- diazaspiro[4.5]decane-2,4-dione (2), were synthesized and analyzed by single crystal X-ray diffraction, DFT and QTAIM calculations. Simple substitution of the benzoyl unit gave rise...

Exploring the supramolecular profile of 5-phenylhydantoins

“…In the last few years, we have been developing a research study focused on the relationship between the molecular and crystal structure of hydantoin derivatives. 9 In general, a plethora of medicinal and agrochemical applications have made these compounds a popular research topic and the subject of numerous research papers and dissertations. 10 Hydantoin derivatives, especially those bearing at least one phenyl group in position 5 such as phenytoin (5,5-diphenylhydantoin), mephenytoin (3-methyl-5-ethyl-5-phenylhydantoin), and ethotoin (3-ethyl-5-phenylhydantoin), are prototypical anticonvulsant drugs.…”