15088-30-9Relevant articles and documents
Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation
Shukla, Nikunj M.,Chan, Michael,Lao, Fitzgerald S.,Chu, Paul J.,Belsuzarri, Masiel,Yao, Shiyin,Nan, Jason,Sato-Kaneko, Fumi,Saito, Tetsuya,Hayashi, Tomoko,Corr, Maripat,Carson, Dennis A.,Cottam, Howard B.
, (2021/07/19)
In the face of emerging infectious diseases, there remains an unmet need for vaccine development where adjuvants that enhance immune responses to pathogenic antigens are highly desired. Using high-throughput screens with a cell-based nuclear factor κB (NF-κB) reporter assay, we identified a sulfamoyl benzamidothiazole bearing compound 1 that demonstrated a sustained activation of NF-κB after a primary stimulus with a Toll-like receptor (TLR)-4 agonist, lipopolysaccharide (LPS). Here, we explore systematic structure–activity relationship (SAR) studies on compound 1 that indicated the sites on the scaffold that tolerated modification and yielded more potent compounds compared to 1. The selected analogs enhanced release of immunostimulatory cytokines in the human monocytic cell line THP-1 cells and murine primary dendritic cells. In murine vaccination studies, select compounds were used as co-adjuvants in combination with the Food and Drug Administration approved TLR-4 agonistic adjuvant, monophosphoryl lipid A (MPLA) that showed significant enhancement in antigen-specific antibody titers compared to MPLA alone. Additionally, our SAR studies led to identification of a photoaffinity probe which will aid the target identification and mechanism of action studies in the future.
Gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium
Li, Gai-Li,Kung, Karen Ka-Yan,Wong, Man-Kin
supporting information; experimental part, p. 4112 - 4114 (2012/06/16)
An efficient gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium under mild reaction conditions has been developed.
Aminolysis of N-acyllactams
Stehlicek, Jaroslav,Sebenda, Jan
, p. 2524 - 2531 (2007/10/02)
The overall second-order rate constants of aminolysis of N-benzoyllactams of different ring size, the rate constants of aminolysis of N,N'-isophthaloyl- and N,N'-terephthaloylbis(6-hexanelactam) to the first and second stages and the ratio of splitting of the exocyclic and endocyclic amide bond by octylamine were determined in THF at 50 deg C.The effect of the type of amine and medium on the rate of aminolysis was examined.
