The Article related to pyrazolopyrimidinylmethyl dimethylphenyl benzothiadiazine dioxide preparation phosphatidylinositol kinase antitumor sar, 2h-benzo[e][1,2,4]thiadiazine 1,1-dioxide, pi3ks, pi3kδ inhibitors, anticancer, anticancer agents and other aspects.Reference of 5-Fluoro-2-nitrobenzene-1-sulfonyl chloride
Gong, Ya-Ping; Tang, Long-Qian; Liu, Tong-Shen; Liu, Zhao-Peng published an article in 2019, the title of the article was Synthesis and evaluation of novel 2H-benzo[e]-[1,2,4]thiadiazine 1,1-dioxide derivatives as PI3Kδ inhibitors.Reference of 5-Fluoro-2-nitrobenzene-1-sulfonyl chloride And the article contains the following content:
The carbonyl group in the quinazolinone core with a sulfonyl group, designed a series of novel 2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide derivatives I [R1 = H, F; R2 = Ph, 3-methoxyphenyl, 6-methoxypyridin-3-yl, 1H-indol-5-yl, etc.] as PI3Kδ inhibitors was replaced. After the reduction of nitro group in N-(2,6-dimethylphenyl)-2-nitrobenzenesulfonamide and N-(2,6-dimethylphenyl)-2-nitro-5-fluorobenzenesulfonamide, the resulting 2-aminobenzenesulfonamides were reacted with tri-Me orthoacetate to give the 3-methyl-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide derivatives After bromination of the 3-Me group, the nucleophilic substitution with the 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine provided the resp. iodide derivatives, which were further reacted with a series of arylboronic acids via Suzuki coupling to furnish the 2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide derivatives I. In agreement with the quinazolinone derivatives, the introduction of a 5-indolyl or 3,4-dimethoxyphenyl at the affinity pocket generated the most potent analogs I [R1 = H; R2 = 1H-indol-5yl, 3,4-dimethoxyphenyl] with the IC50 values of 217 to 266 nM, resp. In comparison with the quinazolinone lead compounds I these 2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide derivatives exhibited much decreased PI3Kδ inhibitory potency, but maintained the high selectivity over other PI3K isoforms. Unlike the quinazolinone lead compound I that was a dual PI3Kδ/γ inhibitor, the benzothiadiazine 1,1-dioxide I [R1 = H; R2 = 3,4-dimethoxyphenyl] was more than 21-fold selective over PI3Kγ. Moreover, the introducing of a fluorine atom at the 7-position of the 2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide core, I in general, was not favored for the PI3Kδ inhibitory activity. In agreement with their high PI3Kδ selectivity, I [R1 = H; R2 = 1H-indol-5yl, 3,4-dimethoxyphenyl] significantly inhibited the SU-DHL-6 cell proliferation. The experimental process involved the reaction of 5-Fluoro-2-nitrobenzene-1-sulfonyl chloride(cas: 82711-97-5).Reference of 5-Fluoro-2-nitrobenzene-1-sulfonyl chloride
The Article related to pyrazolopyrimidinylmethyl dimethylphenyl benzothiadiazine dioxide preparation phosphatidylinositol kinase antitumor sar, 2h-benzo[e][1,2,4]thiadiazine 1,1-dioxide, pi3ks, pi3kδ inhibitors, anticancer, anticancer agents and other aspects.Reference of 5-Fluoro-2-nitrobenzene-1-sulfonyl chloride
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