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One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines.
- Source :
-
ACS Combinatorial Science . 5/8/2017, Vol. 19 Issue 5, p279-285. 7p. - Publication Year :
- 2017
-
Abstract
- We have achieved a facile synthesis of a combinatorial library of densely substituted pyrazolo[3,4-b]-4,7-dihydropyridines--the mimics of antigenital wart drug podophyllotoxin--from 5-aminopyrazoles and 4-(methylthio) 4H-chromenes. The C(4) pyrazolyl 4H-chromenes, which also possess structural features of podophyllotoxin, were isolable intermediates in the two-step, one-pot condensation. The condensation took place in a one-pot, multicomponent manner when 3-oxo-3-phenylpropanenitriles, hydrazine (precursors for 5-aminopyrazoles) and 4-(methylthio)-4H-chromenes were heated in refluxing ethanol. The condensation, however, stops at 4H-chromene stage when methyl hydrazine or phenylhydrazine were employed. Our findings offer an opportunity for synthesis of a combinatorial library of podophyllotoxin mimics, thus paving the way for discovery of lead candidates for cancer treatment. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 21568952
- Volume :
- 19
- Issue :
- 5
- Database :
- Academic Search Index
- Journal :
- ACS Combinatorial Science
- Publication Type :
- Academic Journal
- Accession number :
- 122982252
- Full Text :
- https://doi.org/10.1021/acscombsci.6b00156