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A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents
An efficient one-pot synthesis of novel pyrazolo[3,4- b ][1,8]naphthyridine and pyrazolo[3,4- d ]pyrimido[1,2- a ]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds...
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| Published in: | Research on chemical intermediates 2018-02, Vol.44 (2), p.1119-1130 |
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| Main Authors: | , , , , , , , , , |
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| cites | cdi_FETCH-LOGICAL-c353t-3e523bd1e36e22c46182fa5423e97f7f9c3e1d641da1cf9cdb27ffd4d2a86e293 |
| container_end_page | 1130 |
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| container_title | Research on chemical intermediates |
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| creator | Patil, Priyanka T. Warekar, Poojali P. Patil, Kirti T. Undare, Santosh S. Jamale, D. K. Vibhute, S. S. Valekar, N. J. Kolekar, Govind B. Deshmukh, Madhukar B. Anbhule, Prashant. V. |
| description | An efficient one-pot synthesis of novel pyrazolo[3,4-
b
][1,8]naphthyridine and pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds
4a
,
4e
,
4g
,
5a
,
5b
(80%) and
5c
(86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure–activity relationship, the anti-inflammatory activity of pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been found to be much better than pyrazolo[3,4-
b
][1,8]naphthyridine derivatives. |
| doi_str_mv | 10.1007/s11164-017-3155-5 |
| format | article |
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b
][1,8]naphthyridine and pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds
4a
,
4e
,
4g
,
5a
,
5b
(80%) and
5c
(86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure–activity relationship, the anti-inflammatory activity of pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been found to be much better than pyrazolo[3,4-
b
][1,8]naphthyridine derivatives.</description><identifier>ISSN: 0922-6168</identifier><identifier>EISSN: 1568-5675</identifier><identifier>DOI: 10.1007/s11164-017-3155-5</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>Aldehydes ; Aromatic compounds ; Carrageenan ; Catalysis ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Derivatives ; Diclofenac ; Edema ; Inorganic Chemistry ; Physical Chemistry</subject><ispartof>Research on chemical intermediates, 2018-02, Vol.44 (2), p.1119-1130</ispartof><rights>Springer Science+Business Media B.V. 2017</rights><rights>Copyright Springer Science & Business Media 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-3e523bd1e36e22c46182fa5423e97f7f9c3e1d641da1cf9cdb27ffd4d2a86e293</citedby><cites>FETCH-LOGICAL-c353t-3e523bd1e36e22c46182fa5423e97f7f9c3e1d641da1cf9cdb27ffd4d2a86e293</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Patil, Priyanka T.</creatorcontrib><creatorcontrib>Warekar, Poojali P.</creatorcontrib><creatorcontrib>Patil, Kirti T.</creatorcontrib><creatorcontrib>Undare, Santosh S.</creatorcontrib><creatorcontrib>Jamale, D. K.</creatorcontrib><creatorcontrib>Vibhute, S. S.</creatorcontrib><creatorcontrib>Valekar, N. J.</creatorcontrib><creatorcontrib>Kolekar, Govind B.</creatorcontrib><creatorcontrib>Deshmukh, Madhukar B.</creatorcontrib><creatorcontrib>Anbhule, Prashant. V.</creatorcontrib><title>A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents</title><title>Research on chemical intermediates</title><addtitle>Res Chem Intermed</addtitle><description>An efficient one-pot synthesis of novel pyrazolo[3,4-
b
][1,8]naphthyridine and pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds
4a
,
4e
,
4g
,
5a
,
5b
(80%) and
5c
(86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure–activity relationship, the anti-inflammatory activity of pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been found to be much better than pyrazolo[3,4-
b
][1,8]naphthyridine derivatives.</description><subject>Aldehydes</subject><subject>Aromatic compounds</subject><subject>Carrageenan</subject><subject>Catalysis</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Derivatives</subject><subject>Diclofenac</subject><subject>Edema</subject><subject>Inorganic Chemistry</subject><subject>Physical Chemistry</subject><issn>0922-6168</issn><issn>1568-5675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kc1qJCEUhWWYwPQkeYDshGzjxKtllbUMIfMDgdnMrEIjdqlpQ7VW1DRUnmgeMzaVQGYREC4HvnPUexA6A_oNKO0uMwC0DaHQEQ5CEPEJrUC0koi2E5_RivaMkRZa-QV9zfmBUhBS0hX6d4Wz302jxToYbJ3zg7eh4BgsmWLBIe7tiPMcytZmn3F0eJqTfo5jvOMXDdms7-BCroOetmU7J298WKL-o8y6Sr_zJlaaEf0mD7Cxye918Xubsa4nFE98cKPe7XSJacb6vj4on6Ajp8dsT1_nMfr7_ebP9U9y-_vHr-urWzJwwQvhVjC-MWB5axkbmhYkc1o0jNu-c53rB27BtA0YDUNVZsM650xjmJbV0fNjdL7kTik-Ptlc1EN8SqFeqaCXUjR93VylYKGGFHNO1qmpfkinWQFVh0LUUoiqhahDIUpUD1s8ubLh3qZ3yR-aXgCSIJF8</recordid><startdate>20180201</startdate><enddate>20180201</enddate><creator>Patil, Priyanka T.</creator><creator>Warekar, Poojali P.</creator><creator>Patil, Kirti T.</creator><creator>Undare, Santosh S.</creator><creator>Jamale, D. K.</creator><creator>Vibhute, S. S.</creator><creator>Valekar, N. J.</creator><creator>Kolekar, Govind B.</creator><creator>Deshmukh, Madhukar B.</creator><creator>Anbhule, Prashant. V.</creator><general>Springer Netherlands</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20180201</creationdate><title>A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents</title><author>Patil, Priyanka T. ; Warekar, Poojali P. ; Patil, Kirti T. ; Undare, Santosh S. ; Jamale, D. K. ; Vibhute, S. S. ; Valekar, N. J. ; Kolekar, Govind B. ; Deshmukh, Madhukar B. ; Anbhule, Prashant. V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-3e523bd1e36e22c46182fa5423e97f7f9c3e1d641da1cf9cdb27ffd4d2a86e293</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aldehydes</topic><topic>Aromatic compounds</topic><topic>Carrageenan</topic><topic>Catalysis</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Derivatives</topic><topic>Diclofenac</topic><topic>Edema</topic><topic>Inorganic Chemistry</topic><topic>Physical Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Patil, Priyanka T.</creatorcontrib><creatorcontrib>Warekar, Poojali P.</creatorcontrib><creatorcontrib>Patil, Kirti T.</creatorcontrib><creatorcontrib>Undare, Santosh S.</creatorcontrib><creatorcontrib>Jamale, D. K.</creatorcontrib><creatorcontrib>Vibhute, S. S.</creatorcontrib><creatorcontrib>Valekar, N. J.</creatorcontrib><creatorcontrib>Kolekar, Govind B.</creatorcontrib><creatorcontrib>Deshmukh, Madhukar B.</creatorcontrib><creatorcontrib>Anbhule, Prashant. V.</creatorcontrib><collection>CrossRef</collection><jtitle>Research on chemical intermediates</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Patil, Priyanka T.</au><au>Warekar, Poojali P.</au><au>Patil, Kirti T.</au><au>Undare, Santosh S.</au><au>Jamale, D. K.</au><au>Vibhute, S. S.</au><au>Valekar, N. J.</au><au>Kolekar, Govind B.</au><au>Deshmukh, Madhukar B.</au><au>Anbhule, Prashant. V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents</atitle><jtitle>Research on chemical intermediates</jtitle><stitle>Res Chem Intermed</stitle><date>2018-02-01</date><risdate>2018</risdate><volume>44</volume><issue>2</issue><spage>1119</spage><epage>1130</epage><pages>1119-1130</pages><issn>0922-6168</issn><eissn>1568-5675</eissn><abstract>An efficient one-pot synthesis of novel pyrazolo[3,4-
b
][1,8]naphthyridine and pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds
4a
,
4e
,
4g
,
5a
,
5b
(80%) and
5c
(86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure–activity relationship, the anti-inflammatory activity of pyrazolo[3,4-
d
]pyrimido[1,2-
a
]pyrimidine derivatives has been found to be much better than pyrazolo[3,4-
b
][1,8]naphthyridine derivatives.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><doi>10.1007/s11164-017-3155-5</doi><tpages>12</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0922-6168 |
| ispartof | Research on chemical intermediates, 2018-02, Vol.44 (2), p.1119-1130 |
| issn | 0922-6168 1568-5675 |
| language | eng |
| recordid | cdi_proquest_journals_1988549158 |
| source | Springer Nature |
| subjects | Aldehydes Aromatic compounds Carrageenan Catalysis Chemical synthesis Chemistry Chemistry and Materials Science Derivatives Diclofenac Edema Inorganic Chemistry Physical Chemistry |
| title | A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents |
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