Asian Journal of Research in Chemistry

Open Access Open Access  Restricted Access Subscription Access
Open Access Open Access Open Access  Restricted Access Restricted Access Subscription Access

Synthesis, Characterization and Biological Screening of some Newer Carbazole Conjugates


Affiliations
1 Department of Chemistry, Faculty of Science and IT, Madhyanchal Professional University, Ratibad - 462044, Bhopal - Madhya Pradesh, India, India
2 Department of Chemistry, Government College, Khurai - 470117, Madhya Pradesh., India
     

   Subscribe/Renew Journal


A novel series of novel 5-[(9H-carbazol-9-yl)methyl]-N-[(substituted phenyl)(piperazin-1-yl)methyl]-1,3,4- oxadiazol-2-amines (4a–o) products were synthesized from starting material of carbazole, which were on reacted with ethyl chloro-acetate yielded to form ethyl 2-(9H-carbazole-9-yl)acetate (1). Compound 1 on reacted with semicarbazide followed by cyclisation by sulphuric acid to give 5-((9H-carbazole-9-yl)-1,3,4-oxadiazol-2- amine (3), which through Mannich condensation with piperazine and a variety of aromatic aldehydes in the occurrence of acetic acid to form titled compounds (4a–o). The structures of compounds were characterized by UV, FT-IR, 1H-NMR and MS spectral studies, and by elemental analysis.

Keywords

Mannich reaction, Anti-epileptic Activity, MEZ Method, Carbazole
Subscription Login to verify subscription
User
Notifications
Font Size


  • C Asche. W Frank. A Antje. U Kucklaender. Bioorg. Med. Chem.2005; 13: 819.

  • RB Bedford. M Betham. J. Org. Chem. 2006; 71: 9403.

  • RB Bedford. M Betham. JPH Charmant. AL Weeks. Tetrahedron. 2008; 64: 6038.

  • A Bombrun. G Casi. Tetrahedron Lett. 2002; 43: 2187.

  • A Bombrun. P Gerber. G Casi. O Terradillos. B Antonsson. S Halazy. J. Med. Chem. 2003; 46: 4365.

  • A Carsuo. ASV Chiret. JC Lancelot. MS Sinicropi. A Garofalo. S Rault. Molecules. 2008; 13: 1312.

  • A Caruso. JC Lancelot. HEl Kashef. MS Sinicropi. R Legay. A Lesnard. S Rault. Tetrahedron. 2009; 65: 1040.

  • M Chakrabarty. N Ghosh. Y Harigaya. Tetrahedron Lett. 2004; 45: 4955.

  • E Conchon. F Anizon. B Aboab. M Golsteyn. S Leonce. B Pfeiffer. M Prudhomme. Eur. J. Med. Chem. 2008; 43: 282.

  • E Conchon. F Anizon. RM Golsteyn. S Leonce. B Pfeiffer. N Prudhonne. Tetrahedron. 2006; 62: 11136.

  • AI Danish. KJR Prasad. Indian J. Heterocycl. Chem. 2006; 14: 19.

  • C Guillonneau. A Pierre. Y Charton. N Guilbard. LK Berthier. S Leonce. A Michael. E Bisagni. G Atassi. J. Med. Chem. 1999; 42: 2191.

  • T Indumati. FR Fronczek. KJR Prasad. J. Mol. Struct. 2012; 1016: 134.

  • S Issa. N Walchshofer. I Kassab. H Termoss. S Chamat. A Geahchan. Z Bouaziz. Eur. J. Med. Chem. 2010; 45: 2567.

  • S Kantevari. T Yempala. G Surineni. B Sridhar. D Sriram. Eur. J. Med. Chem. 2011; 46: 4827

  • http://pharma.financialexpress.com/ (accessed in Feb, 2014) 17. H Kaur. S Kumar. M Sharma. KK Saxena. A Kumar. Eur. J. Med. Chem. 2010; 45: 2777.

  • R Kumar. U Ramchandran. K Srinivasan. P Ramarao. S Raichur. R Chakrabati. Bioorg. Med. Chem. 2005; 13: 4279.

  • VV Mulwad. CA Patil. Indian J. Chem., B. 2005; 44: 2355.

  • M Laronze. M Boisburn. S Leonce. P Renard. O Lozach. L Meijer. A Lansiaux. C Bailly. J Sapi. JY Laronze. Bioorg Med Chem. 2005; 13: 2263.

  • RV Patel. PK Patel. P Kumari. DP Rajani. KH Chikhalia. Eur J Med Chem. 2012; 53: 41.

  • P Skehn. R Storeng. A Scudiero. J Monks. D McMohan. D Vistica. TW Jonathan. H Bokesch. J. Natl Cancer Inst. 1990; 82: 1107.


Abstract Views: 127

PDF Views: 0




  • Synthesis, Characterization and Biological Screening of some Newer Carbazole Conjugates

Abstract Views: 127  |  PDF Views: 0

Authors

Neetu Verma
Department of Chemistry, Faculty of Science and IT, Madhyanchal Professional University, Ratibad - 462044, Bhopal - Madhya Pradesh, India, India
Shruti Awasthi
Department of Chemistry, Government College, Khurai - 470117, Madhya Pradesh., India
Vikrant Jain
Department of Chemistry, Government College, Khurai - 470117, Madhya Pradesh., India

Abstract


A novel series of novel 5-[(9H-carbazol-9-yl)methyl]-N-[(substituted phenyl)(piperazin-1-yl)methyl]-1,3,4- oxadiazol-2-amines (4a–o) products were synthesized from starting material of carbazole, which were on reacted with ethyl chloro-acetate yielded to form ethyl 2-(9H-carbazole-9-yl)acetate (1). Compound 1 on reacted with semicarbazide followed by cyclisation by sulphuric acid to give 5-((9H-carbazole-9-yl)-1,3,4-oxadiazol-2- amine (3), which through Mannich condensation with piperazine and a variety of aromatic aldehydes in the occurrence of acetic acid to form titled compounds (4a–o). The structures of compounds were characterized by UV, FT-IR, 1H-NMR and MS spectral studies, and by elemental analysis.

Keywords


Mannich reaction, Anti-epileptic Activity, MEZ Method, Carbazole

References