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Title: Synthesis of novel angularly fused pentacyclic heterocycles of pharmacological interest
Authors: Padmashali, Basavaraj
Vaidya, V P
Mahadevan, K M
Latha, K P
Keywords: Pentacyclic heterocycles;pyrimidines;phosphorus oxychloride;neucleophilic substitution reaction;hydrazine hydrate;furan derivatives;antimicrobial activity;anthelmintic activity;anticonvulsant activity;antipyretic activity
Issue Date: Jul-2005
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 D // A 61 P 31/04, 3110, 25/08, 33/10, 29/00
Abstract: 2-Substituted-4-oxo-naphtho[2,1-b]furo[3,2-d]pyrimidines 1a-c on refluxing with phosphorous oxychloride result in the formation of 2-substituted-4-chloronaphtho[2,1-b]furo[3,2-d]pyrimidines 2a-c, which on nucleophilic substitution reaction with hydrazine hydrate in ethanol give the required 2-substituted-4-hydrazinonaphtho[2,1-b]furo[3,2-d]pyrimidines 3a-c. The compounds 3a-c are converted into novel angularly fused pentacyclic heterocycles viz. tetrazolo[1,5-c]­pyrimido[5,4-b]naphtho[2,1-b]furan derivatives 4a-c and triazolo[4,3-c]pyrimido[5,4-b]naphtho[2,1-b]furan derivatives 5a-i by reacting with appropriate reagents. Condensation of 3a-c with typical aldehydes afford a series of 4-arylidine­hydrazinonaphtho[2,1-b]furo[3,2-d]pyrimidines 6a-o. All the newly synthesized compounds have been characterized by elemental analysis and spectroscopic data and have been evaluated for antimicrobial, anthelmintic, anticonvulsant and antipyretic activities.
Page(s): 1446-1451
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(07) [July 2005]

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