Abstract
The title compound, 2-(6-methoxynaphthalen-2-yl)propionic acid (1,3-dimethylbutylidene)hydrazide was synthesized in high yield by the reaction of 2-(6-methoxynaphthalen-2-yl)propionic acid hydrazide and 4-methylpentan-2-one in PEG 400. This compound was fully characterized by IR, 1H NMR, mass spectra and elemental analysis. The in vitro antibacterial activity of this compound was evaluated against gram positive and gram negative bacteria.
Highlights
The title compound, 2-(6-methoxynaphthalen-2-yl)propionic acid (1,3-dimethylbutylidene)hydrazide was synthesized in high yield by the reaction of 2-(6-methoxynaphthalen-2-yl)propionic acid hydrazide and 4-methylpentan-2-one in polyethylene glycol (PEG) 400
Masking of this free acidic group was thought to be a possible solution to this problem. Because of their distinctive structural features and wide range of pharmacological activities, hydrazones have attracted enormous interest especially in medicinal chemistry [2]. This is exemplified by the synthesis and pharmacological evaluation of a large number of hydrazone derivatives against various pharmacological targets [3,4,5]
Hydrazones derived from diclofenac acid hydrazide (2, Figure 1) and naproxen have shown antimycobacterial activities when tested in vitro [6,8]
Summary
The title compound, 2-(6-methoxynaphthalen-2-yl)propionic acid (1,3-dimethylbutylidene)hydrazide was synthesized in high yield by the reaction of 2-(6-methoxynaphthalen-2-yl)propionic acid hydrazide and 4-methylpentan-2-one in PEG 400. Naproxen (1, Figure 1), [1] one of the most regularly used propionic acid derivatives for the treatment of pain, joint swelling and symptoms of arthritis, is believed to work by blocking the action of cyclooxygenase (COX) involved in the production of prostaglandins that are produced in response to injury or certain diseases and cause pain, swelling and inflammation. Its use is associated with some gastrointestinal side effects possibly caused by the free acidic group present. Because of their distinctive structural features (characterized by the presence of an azomethine hydrogen) and wide range of pharmacological activities, hydrazones have attracted enormous interest especially in medicinal chemistry [2].
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