121789-22-8Relevant academic research and scientific papers
Synthesis of novel benzbromarone derivatives designed to avoid metabolic activation
Ohe, Tomoyuki,Umezawa, Ryutaro,Kitagawara, Yumina,Yasuda, Daisuke,Takahashi, Kyoko,Nakamura, Shigeo,Abe, Akiko,Sekine, Shuichi,Ito, Kousei,Okunushi, Kentaro,Morio, Hanae,Furihata, Tomomi,Anzai, Naohiko,Mashino, Tadahiko
supporting information, p. 3708 - 3711 (2018/11/02)
We synthesized six novel BBR derivatives that were designed to avoid metabolic activation via ipso-substitution and evaluated for their degree of toxicity and hURAT1 inhibition. It was found that all of the derivatives demonstrate lower cytotoxicity in mouse hepatocytes and lower levels of metabolic activation than BBR, while maintaining their inhibitory activity toward the uric acid transporter. We propose that these derivatives could serve as effective uricosuric agents that have much better safety profiles than BBR.
Bromodecarbonylation and bromodecarboxylation of electron-rich benzaldehydes and benzoic acids with oxone and sodium bromide
Koo, Bon-Suk,Kim, Eun-Hoo,Lee, Kee-Jung
, p. 2275 - 2286 (2007/10/03)
Benzaldehydes and benzoic acids bearing ortho- and paraelectron donating substituents having unshared electron-pair have undergone bromodecarbonylation or bromodecarboxylation on treatment with sodium bromide in the presence of Oxone in aqueous methanol.
Marine Bacteria, I. - Synthesis of Pentabromopseudiline, a Cytotoxic Phenylpyrrole from Alteromonas luteo-violaceus
Laatsch, Hartmut,Pudleiner, Heinz
, p. 863 - 882 (2007/10/02)
A new synthesis of 2,3,4-tribromo-5-(3,5-dibromo-2-hydroxyphenyl)pyrrole (1a, pentabromopseudiline), an antibiotic, enzymeinhibitory and cytotoxic active constituent of the marine bacterium Alteromonas luteo-violaceus, is described.For investigation of structure-activity relationships further 2-phenylpyrroles are investigated.Key step in their synthesis is the Grignard reaction of 2-(1,3-dioxan-2-yl)ethylmagnesium bromide (9d) with benzoyl chlorides yielding γ-phenyl-γ-ketoaldehydes 24, and the Paal-Knorr cyclisation of the latter. - Key Words: Alteromonas luteo-violaceus / Bromopyrrole / Marine bacteria / Pentabromopseudiline
