Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists
A series of novel 2-(4-substituted piperazin-1-yl)-1,8-naphthyridine-3-carbonitrile 6 were prepared by microwave irradiation and conventional heating. The intermediate, 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile 3, was prepared from 2-aminonicotinaldehyde 1 and ethyl cyanoacetate 2 in the pr...
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| Format: | Article |
| Language: | English |
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2004
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| Online Access: | http://eprints.um.edu.my/8138/1/Mahesh-2004-Microwave_assisted_s.pdf |
| _version_ | 1796945698681257984 |
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| author | Mahesh, R. Venkatesha Perumal, R. Pandi, P.V. |
| author_facet | Mahesh, R. Venkatesha Perumal, R. Pandi, P.V. |
| author_sort | Mahesh, R. |
| collection | UM |
| description | A series of novel 2-(4-substituted piperazin-1-yl)-1,8-naphthyridine-3-carbonitrile 6 were prepared by microwave irradiation and conventional heating. The intermediate, 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile 3, was prepared from 2-aminonicotinaldehyde 1 and ethyl cyanoacetate 2 in the presence of piperidine under solvent free condition. The synthesized compounds were evaluated for 5-HT3 antagonisms in longitudinal muscle-myenteric plexus (LMMP) preparation from Guinea pig ileum against 5-HT3 agonist, 2-methyl-5-HT. Among the compounds tested, 2-(4-allylpiperazin-1-yl)-1,8-naphthyridine-3-carbonitrile 6d showed most favorable 5-HT3 receptor antagonism in the Guinea pig ileum. |
| first_indexed | 2024-03-06T05:20:34Z |
| format | Article |
| id | um.eprints-8138 |
| institution | Universiti Malaya |
| language | English |
| last_indexed | 2024-03-06T05:20:34Z |
| publishDate | 2004 |
| record_format | dspace |
| spelling | um.eprints-81382013-07-22T02:37:53Z http://eprints.um.edu.my/8138/ Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists Mahesh, R. Venkatesha Perumal, R. Pandi, P.V. R Medicine A series of novel 2-(4-substituted piperazin-1-yl)-1,8-naphthyridine-3-carbonitrile 6 were prepared by microwave irradiation and conventional heating. The intermediate, 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile 3, was prepared from 2-aminonicotinaldehyde 1 and ethyl cyanoacetate 2 in the presence of piperidine under solvent free condition. The synthesized compounds were evaluated for 5-HT3 antagonisms in longitudinal muscle-myenteric plexus (LMMP) preparation from Guinea pig ileum against 5-HT3 agonist, 2-methyl-5-HT. Among the compounds tested, 2-(4-allylpiperazin-1-yl)-1,8-naphthyridine-3-carbonitrile 6d showed most favorable 5-HT3 receptor antagonism in the Guinea pig ileum. 2004 Article PeerReviewed application/pdf en http://eprints.um.edu.my/8138/1/Mahesh-2004-Microwave_assisted_s.pdf Mahesh, R. and Venkatesha Perumal, R. and Pandi, P.V. (2004) Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists. Bioorganic and Medicinal Chemistry Letters, 14 (20). pp. 5179-5181. ISSN 0960-894X, |
| spellingShingle | R Medicine Mahesh, R. Venkatesha Perumal, R. Pandi, P.V. Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title | Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title_full | Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title_fullStr | Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title_full_unstemmed | Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title_short | Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1, 8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT< sub> 3</sub> receptor antagonists |
| title_sort | microwave assisted synthesis of 2 4 substituted piperazin 1 yl 1 8 naphthyridine 3 carbonitrile as a new class of serotonin 5 ht sub 3 sub receptor antagonists |
| topic | R Medicine |
| url | http://eprints.um.edu.my/8138/1/Mahesh-2004-Microwave_assisted_s.pdf |
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