132209-79-1Relevant academic research and scientific papers
Design, Synthesis, and Pharmacological Evaluation of Novel 2-(4-substituted piperazin-1-yl)1, 8 Naphthyridine 3-Carboxylic Acids as 5-HT3 Receptor Antagonists for the Management of Depression
Dhar, Arghya K.,Mahesh, Radhakrishnan,Jindal, Ankur,Devadoss, Thangaraj,Bhatt, Shvetank
, p. 721 - 731 (2014)
1, 8-naphthyridine-3-carboxylic acid analogs were synthesized and found to possess potential 5-HT3 receptor antagonism as well as antidepressant-like activity. Initially, 5-HT3 receptor antagonism of all the compounds was determined in the form of pA2 value against agonist 2-methyl 5-HT in longitudinal muscle-myenteric plexus preparation from Guinea-pig ileum. Among all the compounds tested, compound 7a demonstrated most promising pA2 value of 7.6. Subsequently, all the compounds were evaluated for antidepressant activity using forced swim test and tail suspension test in mice. Compounds 7a, 7d, 7f, 7h, and 7i exhibited significant (p 0.05) antidepressant-like activity as compound to vehicle-treated group. Importantly, none of the tested compound affected locomotor activity of mice at tested dose levels.
Piperazine analogs of naphthyridine-3-carboxamides and indole-2-carboxamides: Novel 5-HT3 receptor antagonists with antidepressant-like activity
Dhar, Arghya K.,Mahesh, Radhakrishnan,Jindal, Ankur,Bhatt, Shvetank
, p. 34 - 45 (2015/03/03)
Series of piperazine analogs of naphthyridine-3-carboxamides and indole-2-carboxamides were designed using a ligand-based approach with consideration of the pharmacophoric requirements for 5-HT3 receptor antagonists. The title carboxamides were synthesized using appropriate synthetic routes. Initially, the 5-HT3 receptor antagonistic activity of all the compounds was determined on isolated guinea pig ileum tissue against the 5-HT3 agonist, 2-methyl-5-hydroxytryptamine, which was denoted in the form of pA2 values. The structure-activity relationship regarding the influence of the aromatic part and basic moiety as features in the 5-HT3 pharmacophore was derived. Among all the compounds screened, the piperazine derivatives of indole-2-carboxamide 13i and naphthyridine-3-carboxamide 8h exhibited prominent 5-HT3 receptor antagonism with pA2 values of 7.5 and 7.3, respectively. Subsequent investigation of the antidepressant activities of selected compounds in the mouse forced swim test (FST) led to the identification of the piperazine analogs of indole-2-carboxamide 13i and naphthyridine-3-carboxamide 8h as the most promising compounds. Both 13i and 8h demonstrated significant reduction in the duration of immobility as compared to the control. Importantly, none of the tested compounds affected the baseline locomotion of mice at the tested dose levels.
NOVEL BRONCHODILATING DIAZAHETEROARYLS
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Page/Page column 56, (2012/03/08)
The invention relates to novel compounds having the general formula (I), and which compounds are useful to treat a disorder or disease characterized by bronchoconstriction, e.g. COPD and asthma.
NOVEL BRONCHODILATING DIAZAHETEROARYLS
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Page/Page column 121-122, (2010/09/17)
The invention relates to novel compounds having the general formula (I), and which compounds are useful to treat a disorder or disease characterized by bronchoconstriction, e.g. COPD and asthma.
Synthesis of some novel azetidino[2,3-b][1,8]naphthyridin-2(1H)-ones and 1,2,4-triazolo [4,3-a][1,8] naphthyridines
Mogilaiah,Reddy, P. Raghotham,Rao, R. Babu,Reddy, N. Vasudeva
, p. 1746 - 1749 (2007/10/03)
Ethyl 1.8-naphthyridin-2-one-3-carboxylate 1 on fusion with different anilines at 200°C affords N-aryl-1,8-naphthyridin-2-one-3-carboxamides 2, which undergo smooth cyclization with POCl3 yielding 1-arylazetidino [2,3-b][1,8]naphthyridin-2(1H)-ones 3. Compound 1 on treatment with POCl 3 yield ethyl 2-chloro-1,8-naphthyridine-3-carboxylate 4, which on reaction with aromatic acid hydrazides in methanol furnishes respective N-aroyl-N'-(3-carbethoxy-1,8-naphthyridin-2-yl) hydrazines 5. Cyclization of 5 with POCl3 under reflux result in the formation of 1-aryl-4-carbethoxy-1,2,4-triazol [4,3-a][1,8]naphthyridines 6. Compounds 3 and 6 have been evaluated for their antibacterial activity using streptomycin as a reference compound.
