104827-35-2Relevant academic research and scientific papers
Introduction of a clean and promising protocol for the synthesis of β-amino-acrylates and 1,4-benzoheterocycles: An emerging innovation
Choudhary, Garima,Peddinti, Rama Krishna
, p. 3290 - 3299 (2011)
A highly efficient, elegant and simple procedure with exceptionally mild conditions has been proposed for the synthesis of β-amino-acrylate derivatives and an array of biologically and pharmaceutically active benzoheterocycles. The protocol offers a valua
Design, synthesis and antimycobacterial activity of benzoxazinone derivatives and open-ring analogues: Preliminary data and computational analysis
Zampieri, Daniele,Mamolo, Maria Grazia,Filingeri, Julia,Fortuna, Sara,De Logu, Alessandro,Sanna, Adriana,Zanon, Davide
supporting information, p. 2468 - 2474 (2019/07/30)
This study examines in depth benzoxazine nucleus for antimycobacterial property. We synthesized some benzoxazin-2-one and benzoxazin-3-one derivatives, which were tested for activity against a panel of Mycobacterium tuberculosis (Mtb) strains, including H37Ra, H37Rv and some resistant strains. Several compounds displayed a high antimycobacterial activity and the three isoniazid analogue derivatives 8a-c exhibited a MIC range of 0.125–0.250 μg/mL (0.37–0.75 μM) against strain H37Ra, therefore lower than the isoniazid reference drug. Two benzoxazin-2-one derivatives, 1c and 5j, together with isoniazid-analogue compound 8a, also revealed low MIC values against resistant strains and proved highly selective for mycobacterial cells, compared to mammalian Vero cells. To predict whether molecule 8a is able to interact with the active site of InhA, we docked it into the crystal structure; indeed, during the molecular dynamic simulation the compound never left the protein pocket. The more active compounds were predicted for ADME properties and all proved to be potentially orally active in humans.
Expedient synthesis of novel 1,4-benzoxazine and butenolide derivatives
Choudhary, Garima,Naganaboina, Ram Tilak,Peddinti, Rama Krishna
, p. 17969 - 17979 (2014/05/20)
A highly efficient and rapid method for the synthesis of 2-hydroxy-1,4-benzoxazine and butenolide derivatives has been developed. The key step in this protocol involves the reduction of benzoxazinone derivatives. Further reaction of 2-hydroxy-1,4-benzoxazine with secondary amines and sodium methoxide affords the corresponding 2-amino-1,4-benzoxazines and butenolide derivatives, respectively, in good yields.
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: Novel antibacterial agents against Mycobacterium tuberculosis
Li, Xiaokai,Liu, Nina,Zhang, Huaning,Knudson, Susan E.,Slayden, Richard A.,Tonge, Peter J.
supporting information; experimental part, p. 6306 - 6309 (2010/12/18)
Menaquinone is an essential component of the electron transport chain in many pathogens and consequently enzymes in the menaquinone biosynthesis pathway are potential drug targets for the development of novel antibacterial agents. In order to identify lea
