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Pharmaceuticals 2012, 5(5), 460-468; doi:10.3390/ph5050460

Article

Synthesis and Spectroscopic Analysis of Novel 1H-Benzo[d]imidazoles Phenyl Sulfonylpiperazines

Amjad M. Qandil ^1,2

¹ Pharmaceutical Sciences Department, College of Pharmacy, King Saud bin Abdulaziz University for Health Sciences, Riyadh, 11426, Saudi Arabia ² Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, Irbid 22110, Jordan

Received: 18 March 2012; in revised form: 18 April 2012 / Accepted: 27 April 2012 / Published: 3 May 2012

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Abstract: A group of benzimidazole analogs of sildenafil, 3-benzimidazolyl-4-methoxy-phenylsulfonylpiperazines 2–4 and 3-benzimidazolyl-4-methoxy-N,N-dimethyl- benzenesulfonamide (5), were efficiently synthesized. Compounds 2–5 were characterized by NMR and MS and contrary to the reported mass spectra of sildenafil, the spectra of the piperazine-containing compounds 2–4 showed a novel fragmentation pattern leading to an m/z = 316. A mechanism for the formation of this fragment was proposed.

Keywords: phenyl sulfonylpiperazine; benzimidazole; mass spectrometry; NMR

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  A correction was published on 24 September 2012: http://www.mdpi.com/1424-8247/5/9/1044 (PDF, 110 KB)

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