The mass spectra of succinimides, hydantoins, oxazolidinediones and other medicinal anti‐epileptic agents

Abstract

The mass spectra of the following common anti-epileptic agents; phensuximide, methsuximide, ethosuximide, ethotoin, mephenytoin, diphenylhydantoin, trimethadione, paramethadione, primidone and phenacemide, have been recorded and interpreted. In addition the mass spectra of succinimide, a-phenylsuccinimide and the N-deuterated derivative of ethotoin were studied. The investigated compounds fragment in an interesting manner and give rise to stable ions by which means they are readily identified. The most diagnostic fragmentation in the majority of the spectra was the expulsion of a (CO),NR fragment from the molecular ion.

Mass spectrometry of selective androgen receptor modulators

“…The first two ions are attributed to the losses of a methyl radical (−15 u) and a molecule of carbon monoxide (−28 u), respectively. The latter was reported in earlier studies on the fragmentation of hydantoins,56 but the elimination of 56 u yielding the ion at m / z 321 is distinctive for bicyclic hydantoins. This may result from the loss of propenal that necessitates the migration of the TMS residue from the hydroxyl function to the C‐3‐linked oxygen (Scheme ).…”

Tautomerism of 5‐Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study

“…Particularly important are hydantoins for having different therapeutic activities including anticonvulsants, antiarrhythmic, bactericides, fungicides, and anticancers. Their anticonvulsant activity has been investigated for tens of years [12][13][14][15][16][17] . Hydantoins molecules form two chains linked by N-H O hydrogen bonds, from which inversion centers create a chain of rings.…”

Determination of the Psychostimulants Pemoline, Fenozolone and Thozalinone in Human Urine by Gas Chromatography/Mass Spectrometry and Thin Layer Chromatography

“…A detailed discussion of the mass spectra of oxazolidinediones, e.g. paramethadione, primidone and phenacemide, is presented by Locock & Coutts (21).…”