[e-ISSN : 2277-2782]

Synthesis, Characterisation and Anthelminthic Activity of Some Novel 1, 4 Disubstituted Azetidinones

International Journal of Novel Trends in Pharmaceutical Sciences,2015,5,4,135-142.
Published:August 2015
Type:Research Article
Author(s) affiliations:

C. Sujani1*, K. Radhika1, K.K. Rajasekhar 2, V. Shankarananth3

1Department of Pharmaceutical Chemistry, Aditya Banglore Institute of Pharmacy Education and Research, Prakruthi Nagar, Kogilu, Bengaluru-560064, Karnataka, India.

2Department of Pharmaceutical Chemistry, University of Gondar, Ethiopia, East Africa. 

3Department of Pharmaceutical Chemistry, Sri Padmavathi school of Pharmacy,Tiruchanoor, Tirupati- 517503, Andhra Pradesh, India.


Heterocyclic synthesis has emerged as a powerful technique for generating new chemical entities useful for drug discovery. Heterocyclic compounds provide scaffolds on which pharmacophores can be arranged to obtain potent and selective drugs. The goal of the project OSIRIS was to develop integrated testing strategies. Azetidinones, commonly known as β-lactams, are well-known heterocyclic compounds among the organic and medicinal chemists. The activity of the famous antibiotics such as pencillins, cephalosporins, monobactams and carbapenams are attributed to the presence of 2-azetidinone ring in them. All the title compounds were synthesized by the proposed method. Cyclo addition reaction between ketene and imine (schiff‘s base), results in formation of 1,4-disubstituted azetidinone. The reaction led to the expected products however they were purified by recrystallization from suitable solvents. The structures of all the compounds were confirmed by IR, 1H NMR and Mass spectral studies. Test molecules were predicted for selected physicochemical, biological and toxic properties using software’s and computer programs Osiris property explorer and Molinspiration. All compounds 4a, 4b, 4c, 8a, 8b, 8c, 8d and 8e shows good anthelminthic activity. In that 4b, 8a and 8e compounds possess high anti-helminthic activity, remaining compounds shows mild to moderate activity.

Bioactivity scores of 1,4-disubstituted azetidine-2-ones (Molinspiration)