14442-26-3Relevant academic research and scientific papers
Design and synthesis of novel anti-inflammatory/anti-ulcer hybrid molecules with antioxidant activity
Balaini, Ajitesh,Bali, Alka,Chaudhari, Bhim Bahadur
, p. 994 - 1006 (2021/11/30)
Background: NSAIDs are the most widely prescribed medications worldwide for their anti-inflammatory, antipyretic, and analgesic effects. However, their chronic use can lead to several adverse drug events including GI toxicity. The selective COX-2 inhibitors developed as gastro-sparing NSAIDs also suffer from serious adverse effects which limit their efficacy. Objective: Local generation of reactive oxygen species is implicated in NSAID-mediated gastric ul-ceration and their combination with H2 antagonists like famotidine reduces the risk of ulcers. The objective of this work was to design and synthesize novel methanesulphonamido isoxazole derivatives by hybridizing the structural features of NSAIDs with those of antiulcer drugs (ranitidine, fa-motidine, etc.) to utilize a dual combination of anti-inflammatory activity and reducing (antioxidant) potential. Methods: The designing process utilized three dimensional similarity studies and utilized an isoxa-zole core having a potential for anti-inflammatory as well as radical scavenging antioxidant activity. The compounds were assayed for their anti-inflammatory activity in established in vivo models. The in vitro antioxidant activity was assessed in potassium ferricyanide reducing power (PFRAP) assay employing ascorbic acid as the standard drug. Results: Compounds 5, 6, 9 and 10 showed anti-inflammatory activity comparable to the standard drugs and were also found to be non-ulcerogenic at the test doses. Compounds 6-10 exhibited good antioxidant effect in the concentration range of 1.0-50.0 μmol/ml. The test compounds were also found to comply with the Lipinski rule suggesting good oral absorption. Conclusion: A new series of isoxazole based compounds is being reported with good anti-inflammatory activity coupled with antioxidant potential as gastro-sparing anti-inflammatory agents.
TBAF-Catalyzed Tandem Synthesis of Triazolo[4,5-c]quinolines at Ambient Temperature
Sun, Nan,Yang, Han,Zheng, Kai,Jin, Liqun,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan
, p. 6805 - 6812 (2020/11/02)
A mild, efficient and metal-free synthetic method for 1H-[1,2,3]triazolo[4,5-c]quinolines has been developed via intermolecular [3+2] cycloaddition of β-(2-aminoaryl)-α,β-ynones and TMS-N3, followed by intramolecular dehydration annulation sequential reactions. With 5 mmol-% of TBAF as catalyst, the reaction can smoothly proceed in DMF at ambient temperature to afford a wide range of functionalized 1H-[1,2,3]triazolo[4,5-c]quinolines in good to excellent yields.
Synthesis of novel isoxazole-benzoquinone hybrids via 1,3-dipolar cycloaddition reaction as key step
Ravi Kumar,Behera, Manoranjan,Raghavulu,Jaya Shree,Yennam, Satyanarayana
, p. 4108 - 4113 (2012/08/28)
An efficient method for the preparation of novel 2-(5-arylisoxazol-3-yl) cyclohexa-2,5-diene-1,4-dione hybrids via 1,3-dipolar cycloaddition followed by an oxidation reaction using ceric ammonium nitrate (CAN) has been described. Using this method, various aryl as well as alkyl substituted isoxazole-benzoquinone hybrids were synthesized in high yields.
Synthesis of Simple Quinoline Alkaloids. A Novel Quinazoline Synthesis
Thomsen, Ib,Torssell, Kurt B. G.
, p. 309 - 313 (2007/10/02)
2-Alkyl (aryl), 4-amino-substituted quinolines are prepared in two steps by cycloaddition of 2-nitrobenzaldoximes with acetylenes and subsequent reductive cleavage of the intermediate isoxazole in acetic acid.Diazotization of the 4-aminoquinolines gives t
