Indian Journal of Pharmaceutical Sciences
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Scientific Publication of the Indian Pharmaceutical Association
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Year : 2006  |  Volume : 68  |  Issue : 6  |  Page : 719-725

Synthesis and pharmacological examination of some thiazolidinone derivatives of naphtho[2,1- b ]furan

1 Department of Chemistry, Sahyadri Science College, Shimoga-577 203, India
2 Department of Chemistry, Kuvempu University, Jnana Sahyadri, Shankaraghatta-577 451, India

Correspondence Address:
V P Vaidya
Department of Chemistry, Kuvempu University, Jnana Sahyadri, Shankaraghatta-577 451
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Source of Support: None, Conflict of Interest: None

DOI: 10.4103/0250-474X.31002

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2-Acetylnaphtho[2,1- b ]furan (1), obtained from 2-hydroxy-1-naphthaldehyde was converted into 2-bromoacetylnaphtho[2,1- b ]furan (2), which served as an intermediate for the synthesis of title compounds. The compound (2) was treated with thiourea to get 2-(2-aminothiozol-4-yl)naphtho[2,1- b ]furan (3), which produced 2-(2-arylideneaminothiozol-4-yl)naphtho[2,1- b ]furans (4a-i) on reacting with various aromatic aldehydes. Schiff bases (4a-i) yielded 2-[2-(2-aryl-4-thiazolidinone)thiazol-4-yl]naphtho[2,1- b ]furans (5a-i) on treating with thioglycolic acid. Compound (2) was reacted with different aromatic amines to obtain 2-(N-aryl-2-amino)acetylnaphtho[2,1- b ]furans (6a-k). Similarly reaction with substituted thiourea furnished 2-(2-N-arylaminothiazol-4-yl)naphtho[2,1- b ]furans (7a-k). All the newly synthesized compounds have been characterized by elemental analysis and spectral data, which have been screened for antimicrobial and anthelmintic activities. The selected compounds have been evaluated for antiinflammatory and diuretic activities.

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