Synthesis of New Oxazolam Analogues as the Anti-anxiety Drugs

Subject Areas : Polymer

Mohammad Javad Taghizadeh ¹ , Gholam Reza Malakpouri ² , Masoumeh Ghalkhani ³

1 - Department of Chemistry, University of Imam Hossein, Tehran, Iran
2 - Department of Chemistry, University of Imam Hossein, Tehran, Iran
3 - Faculty of Science, Shahid Rajaee Teacher Training University, Lavizan, Tehran, Iran

Received: 2021-05-19 Accepted : 2021-05-19 Published : 2021-05-01

Keywords:

Abstract :

In this research, an efficient synthesis of oxazolam analogues with a number of advantages such as fast and cheap production procedure with great yields was presented. The purpose of this investigation was to develop a more economical and technically more feasible route to synthesis of oxazolam analogues. Aminobenzophenone was acylated to give corresponding amides. The ring forming reaction of amides with the appropriate amino (alcohol or thiol) produced oxazolam analogues with 83-98 % total yield.The structures of synthesized compounds were characterized by recording their IR,1H NMR, 13C NMR, and mass spectra.

References:

[1]. R. K. McHugh, A. D. Peckham, T. Björgvinsson, F. M. Korte, C. Beard, J. Psychiatr. Res., 128,
33 (2020).
[2]. V. R. Solomon, V. J. Tallapragada, M. Chebib, G. A. R. Johnston, J. R. Hanrahan, Eur. J. Med.
Chem., 171, 4334 (2019).
[3]. R. Verma, R. Bhatia,G. Singh, B. Kumar, S. Mehan, V. Monga, Bioorg. Chem., 101, 104010
(2020).
[4]. N. Arora, P. Dhiman, S. Kumar, G. Singh, V. Monga, Bioorg. Chem., 97, 103668 (2020).
[5]. A. M. Sayed, H. A. Ghany, A. M. M. Saghier, Synth. Commun., 29, 3561 (1999).
[6]. K. V. V. Reddy, P. S. Rao, D. Ashok, Synth. Commun., 30, 1825(2000).
[7]. A. Misra, S. Jain, D. Kishore, V. Dave, K. R. Reddy, V. Sadhu, J. Dwivedi, S. Sharma, J.
Microbiol. Methods, 163, 105648 (2019).
[8]. M. Faizi, M. Sheikhha, N. Ahangar, H. Tabatabaei Ghomi, B. Shafaghi, A. Shafiee, S. A.
Tabatabai, Iran. J. Pharm. Res., 11 (1), 83 (2012).
[9]. A. Kamal, N. Shankaraiah, N. Markandeya, Ch. Sanjeeva Reddy, Synlett., 9, 1297 (2008).
[10]. D. I. Jung, D. W. Choi, Y. Y. Kim, I. S. Kim, Y. M. Park, Y. G. Lee, D. H. Jung, Synth.
Commun., 29, 1941 (1999).
[11]. H. R. Morales, A. Bulbarela, R. Contreras, Heterocycles., 24, 135 (1986).
[12]. M. S. Balakrishna, B. Kaboudin, Tetrahedron Lett., 42, 1127 (2001).
[13]. M. Curini, F. Epifano, M. C. Marcotullio, O. Rosati, Tetrahedron Lett., 42, 3193 (2001).
[14]. M. J. Pozarentzi, S. Stephanatou, C. A. Tsoleridis, Tetrahedron Lett., 43, 1755 (2001).
[15]. S. E. File, S. Pellow, Psychotropic Drugs of Abuse, Pergamon Press, New York (1990).
[16]. M. J. Ellenhorn, Ellenhorn’s Medical Toxicology, Williams & Wilkins, Baltimore (1997).
[17]. E. Gerace, A. Salomone, D. Di Corcia, P. Mazzucco, M. Vincenti, Toxicol. Anal. et Clin., 22
(4), 233 (2015).
[18]. C. Qian, L. Wang, Tetrahedron., 56, 7193 (2000).
[19]. K. J. Brower, Alcohol,49 (4), 417 (2015).
[20]. K. Uemura, S. Komura, J. Forensic Med. Pathol., 16, 66 (1995).