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Title: Synthesis, antimicrobial and antiinflammatory activities of 1,3,4-oxadiazoles linked to naphtho[2,1-b]furan
Authors: Ravindra, K C
Vagdevi, H M
Vaidya, V P
Padmashali, Basavaraj
Keywords: 1,3,4-Oxadiazole;naphtho[2,1-b]furan;thione;Mannich base;antimicrobial activity;antiinflammatory activity
Issue Date: Nov-2006
Publisher: CSIR
IPC Code: Int. Cl.8 C07D
Abstract: Condensation of naphtho[2,1-b]furan-2-carboxyhydrazide 1 with different aromatic aldehydes affords the corresponding N1-[(1E)-arylmethylene]-naphtho[2,1-b]furan-2-carboxyhydrazides 2a-h. These compounds undergo cyclization with acetic anhydride and mercuric oxide to yield 3-acetyl-5-naphtho[2,1-b]furan-2-yl-2-aryl-2,3-dihydro-1,3,4-oxadiazoles 3a-h and 2-naphtho[2,1-b]furan-2-yl-5-aryl-1,3,4-oxadiazoles 4a-h respectively. The compound 1 on refluxing with carbon disulphide and ethanolic potassium hydroxide followed by acidification with hydrochloric acid furnishes 5-naphtho[2,1-b]furan-2-yl-1,3,4-oxadiazole-2(3H)-thione 5. It is converted into Mannich bases 3-(anilinomethyl)-5-naphtho[2,1-b]furan-2-yl-1,3,4-oxadiazole-2(3H)-thiones 6a-h on treatment with formaldehyde and appropriate aromatic amines. All the newly synthesized compounds are characterized by elemental analysis and spectral studies. The selected compounds have been screened for their antimicrobial and anti-inflammatory activities.
Page(s): 2506-2511
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(11) [November 2006]

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