Synthesis and antiinflammatory activity of some 2-aryl-6-benzoxazoleacetic acid derivatives

Abstract

Various approaches to the synthesis of 2-aryl-6-substituted benzoxazoles are described. The products, which included the 6-methyl derivative 4a, ethylamines 10 and 19, ethanols 12 and 14, the acetic and alpha-methylacetic acids 9 and 16a--f, and the acetic ester 11, were screened for antiinflammatory activity on the carrageenan-induced rat paw edema test. Some of the compounds possessed activity superior to that of phenylbutazone and of the same order as that of benoxaprofen.

External oxidant-free cross-coupling: electrochemically induced aromatic C–H phosphonation of azoles with dialkyl-H-phosphonates under silver catalysis

“…In order to produce a clean reaction product, the mixture was processed with a base. t-BuOK, Na 3 PO 4 and Et 3 N were tested as bases. Only after processing with t-BuOK could the protonated product form fully convert into the target arene phosphonate.…”

“…3 They can be seen as structural bioisomers of natural nucleotides, such as adenine and guanine, allowing them to easily interact with polymers in living systems. 4 Substituted benzoxazoles possess high biological activity. The derivatives of benzoxazole have become the bases for plant protection products (for example, insectoacaricide with contact-intestinal action -"Zolon" -S-2,3-dihydro-(6-chloro-2-oxibenzoxazole-3-ilmetyl)-O,O-diethyltiophosphate 5 ), herbicides, 6 antidiabetics, neuroleptics, etc.…”

Mikrobiyolojik Etkili Benzoksazol, Benzimidazol, Benzotiyazolve Oksazolo (4,5-b) Piridin Türevleri : The Microbiological Activity of Benzoxazole, Benzimidazole and Oxazolo (4,5-b) pyridine Derivatives

“…2. Konumda alkil, aril gibi gruplar yer alırken 5. konum nonsübstitüe ya da değişik fizikokimyasal özelliklere sahip, halkanın elektron yoğunluğunu arttırıcı veya azaltıcı gruplar ile sübstitüe edilmiştir (11,35,46,47). Benzoksazol türevlerinde 2. konumdaki sübsti-tüent sabit iken 5. konumda hiç sübstitüent bulunmaması halinde de mikrobiyolojik etkinin, görülmesi, 2. konumun etki şekli üzerindeki önemini ortaya koymaktadır.…”

Synthesis and evaluation of mutual azo prodrug of 5-aminosalicylic acid linked to 2-phenylbenzoxazole-2-yl-5-acetic acid in ulcerative colitis

“…Search of the literature reveals that a benzoxazole derivative may be a suitable target carrier for 5-ASA. Arylbenzoxazoles are reported to have a wide range of pharmacological activities that includes anti-inflammatory17,18 and anticancer activities 19–21. Also, a recent study showed that arylbenzoxazoles have the potential to treat IBD by acting as an antagonist at the serotonin subtype 3 receptor 22.…”